AZEOTROPIC DATA—II
Compiled by LEE H. HORSLEY The Dow Chemical Co. Midland, Mich.
With the cooperation of WILLIAM S. TAMPLIN Union Carbide Chemicals Co. South Charleston, W. Va.
Number 35 ADVANCES IN CHEMISTRY SERIES American Chemical Society Washington, D. C. 1962
Copyright ©
1962
AMERICAN CHEMICAL SOCIETY
All Rights Reserved
L i b r a r y of Congress Catalog C a r d 52-3085 PRINTED IN THE UNITED STATES OF AMERICA
ADVANCES IN CHEMISTRY SERIES Robert F. Gould, Editor AMERICAN CHEMICAL SOCIETY APPLIED PUBLICATIONS
ADVISORY BOARD
Allen L. Alexander John H . Fletcher Wayne W. Hilty Walter C. Saeman
William J. Sparks Calvin L . Stevens Glenn E. Ullyot Calvin A. VanderWerf George W. Watt
INTRODUCTION This volume is a supplement to "Azeotropic Data" published as A D V A N C E S I N 6, American Chemical Society (1952). It includes revised data on systems in the original table plus new data on azeotropes, nonazeotropes, and vapor-liquid equilibria collected since 1952. No attempt has been made to evaluate the data. Where appreciable differences occur in data from different sources, more than one set of data is recorded. Where minor differences occur, only one set of data is recorded, but all references are cited. A brief description is included for calculating azeotropic data for immiscible systems from vapor pressure data. In general data have been obtained from the original literature. Where the original literature was not available, data have been taken from Chemical Abstracts. In a few instances, data have been taken from collections of azeotropic data in handbooks, review articles, and so forth. Acknowledgment is made to Commercial Solvents Corp., The Dow Chemical Co., Eastman Chemical Products Inc., Farbenwerke Hoechst, Imperial Chemical Industries Limited, Minnesota Mining and Manufacturing Co., and Union Carbide Chemicals Co. for supplying unpublished data for inclusion in the tables. The tables are arranged in the same manner as the previous volume. This is based on empirical formula as in Chemical Abstracts except that all inorganic compounds are listed first, alphabetically by empirical formula. For a given binary system the lower order component according to empirical formula is chosen as the Α-component and under each Α-component the B-components are also arranged according to empirical formula. For ternary and quarternary systems the same arrangement is used, using the lowest order formula as Α-component, the next lowest order as B-component, and so on. With a few exceptions for common chemical names, nomenclature in the tables follows the Chemical Abstracts nomenclature system. C H E M I S T R Y SERIES N O .
Abbreviations
max. b.p. min. b.p. atm. mm. p.s.i.a. p.s.i.g. v-1. v.p. vol. % r^> >, <
Maximum boiling point azeotrope (negative azeotrope) Minimum boiling point azeotrope (positive azeotrope) Pressure in standard atmospheres Pressure in millimeters of Hg Pressure in pounds per square inch absolute Pressure in pounds per square inch gage Vapor-liquid equilibrium data are given in the original reference Vapor pressure Azeotropic concentration is given in volume per cent. Unless so indicated, all concentration data are in weight % Approximate Greater than, less than 1
2
ADVANCES
IN
CHEMISTRY
SERIES
Corrections for Azeotropic Data—I The following errors appeared in "Azeotropic Data,"
ADVANCES IN C H E M I S T R Y
S E R I E S N O . 6.
Page 4 6
System 65 131
7 8 9 10 13 19 23
176 240 281 306 482 834-835 1059-1060
28 33 83 114 123
1389 1696 4708-4709 6546
149 154
8651 8920
Replace Α-component, thionyl chloride, with sulfuryl chloride. Azeotropic composition is 7.9 wt. % . This is an error in the original reference. Formula should be C H N 0 . Replace 57% with 43% for azeotropic composition. This system should follow system 277. Replace "cyclohexane" with "cyclohexene." Replace 6.32 by —6.32 for b.p. of methylamine. Α-component formula is C H B r . Between systems 1059 and 1060 insert: A = C H I Diiodomethane b. 181 °C. Replace 59.05 with 49.05 for azeotropic b.p. Α-component formula is C H B r C l . Replace 43.6 with 38 for Α-component b.p. Replace 11 with 154.5 for azeotropic b.p. Between system 7090 and 7091, omit: A = C4H9I l-Iodo-2-methyl propane. Replace reference 244 with 243. Replace C H 0 , 2-[2- (2-methoxyethoxy ) ethoxy]-ethanol, with C H 0 , 2-(2-ethoxyethoxy)ethanol, and insert after system 8909. % B-component should be 93.4%. % Α-component should be 8.5%. Formula C 1 0 S . Replace thionyl chloride with sulfuryl chloride. Under C H 0 , pyrocatechol, replace system 3510 with 3570. Formula C H . Replace 3-ethylheptane with 3-methylheptane. 3
2
2
7
6
284 296
3
3
2
251 14519 257 14658 267
7
1 6
1 4
3
2
6
6
2
2
8
1 8
4
2
INTRODUCTION
3
Calculation of Azeotropic Data for Immiscible Systems There are many binary heterogeneous azeotropes which are not listed in the literature because the azeotropic data can readily be calculated from the vapor pressure data of the components. For a mixture of two completely immiscible liquids the total vapor pressure is equal to the sum of the vapor pressures of the two components at a given tem perature. Therefore, from a plot of the vapor pressures of the two components, it is possible to determine the temperature at which the sum of the vapor pres sures is equal to 760 mm. This temperature is the azeotropic boiling point of the system at 760 mm. The boiling point at any other pressure can be obtained in a similar manner. Further, the azeotropic composition can be calculated from the expression Mole % A — V V
A
B
V
A
χ 100
= vapor pressure of component A = vapor pressure of component Β
Table I.
Binary Systems
B-Component No.
Formula
A 1 o
2
BeF
Germanium
Ethyl
chloride
ether, 25-100
p.s.i.g.
Bromine Trifluoride
3
Bromine Bromine, " Hydrogen Uranium
5
8 F H 9 F U 6
BrF
pentafluoride 1760 m m . 3800 m m . fluoride hexafluoride
Hydrogen fluoride 4 atm. Uranium hexafluoride " 3 atm. .1 o " 90° " 100 p . s . i . a .
F U 6
7 0
Br
F H F U CC1
15
C C1 F
3
16
C C1 F
2
17
C HC1 F
18
C H C1 F 2
19
6
4
2
3
2
4
2
C
3
3
2
C
1
2
3
5
F
20
^7^5F
21
Cn
3
Br P 2
86.5
Nonazeotrope
v-1
298
v-1
299
...
Nonazeotrope
v-1
206
Nonazeotrope 75 84.4 100 81.5 Azeotropic Nonazeotrope
v-1 v-1 v-1
200 101 101 91 91
135
... ... 19.4 56
2
19.4
• 56 · · ... •. . ...
20
56 79 M i n . b.p. 82 Nonazeotrope Nonazeotrope Nonazeotrope 62.5
v-1 v-1 v-1
4,91 91 91 203 203 203 91
Hydrogen fluoride Uranium hexafluoride Carbon tetrachloride, 736 m m . l,l,2-Trichloro-l,2, 2 -1 r i f l u o r o e t h a n e 1,1,1,2- Te trachl or 0 2,2 - d i f l u o r o e t h a n e l,2,2-Trichloro-l,ldifluoroethane, 736 m m . l,l-Dichloro-2,2difluoroethane, 735 m m . l,2,2-Trichloro-l,l, 3,3,3-pentafluoropropane a, a, a - T r i f l u o r o t o l u e n e
19.4 56
91 91
Azeotropic Azeotropic
76
57.7
89.1
v-1
311
47.6
41
40.8
v-1
312
91.6
57.8
89.5
v-1
312
71.1
54.1
73.5
v-1
313
59
49.6
62
v-1
313
72.5 103.9
49.1 58.1
60.5 97
v-1 v-1
312 312
Phosphorus T r i b r o m i d e 175.3
3
H
71 232 340 237
58.9
Bromine
2
12 13 14
2
v-1 v-1 v-1 v-1
Bromine Pentafluoride
5
F H
11
11
... ... ... ... Nonazeotrope
Nonazeotrope
Diborane
H
2
10
... ...
Sodium fluoride, 509°-1061°C.
2_ 6
BrF
Ref.
Beryllium Fluoride
2
FN a
6 BrF 7 B r
Wt.%A
130
Arsenic Chloride
3 4
B.P.,°C.
Data
-186 -183
1-15 a t m . 90°-96°K. Perfluoropentane, 25°C.
C 5 F 1 2
B
B.P.,°C.
Oxygen
AsCl
5
Name
Argon 2
3 GeCl
4
Azeotropic
n
+
2
Paraffin
hydrocarbons
5
Min.
b.p.
234
ADVANCES
IN
Azeotropic
B-Ccmponent No. A=
Formula
Name Carbon Dioxide Hydrogen sulfide, 20-80 a t m .
CO 2 22 H S 2
23 N 0 24 C H
N i t r o u s oxide Acetylene ' Crit. press. E t h y l e n e , <4 a t m . 12 a t m . " Crit. press. Ethane " Crit. press.
2
2
2
r
25
C H 2
4
26
C H
6
A =
2
C1F
11
Chlorine T r i f l u o r i d e Hydrogen chloride Hydrogen fluoride " 1183 m m . 90 p . s . i . g . " 125 p . s . i . g . 143 p . s . i . g . " 148 p . s . i . g . Uranium hexafluoride
3
27 c m 28 F H
B.P.,°C.
-59.6 -90.7 -84
.. . .. . -88.6
...
2
A =
A =
Cl 33 F H
2
C1 S0 2
34 CCI4
2
35 C C 1 36 C H C 1 2
6
2
2
4
37 C H C12 2
A =
CI3HS1 38
A =
C H 6
C H C H C H cWie C Hi C H 6
1 2
6
1 4
7
1 6
7
6
7
1 6
Cl Si 4
45 CH3S1CI3 46 C H S i C l 4
A =
Cl Sn 47 C C I . 4
2
Nonazeotrope
v-1
Min. b.p. Nonazeotrope Nonazeotrope Nonazeotrope 28.9 51 59.5 77.5
v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1
16, 17 293 293 293 293 293 293 293 293
4 91 90 91 91 91 91 89, 91
Hydrogen Chloride C h l o r i n e , 350 m m . W a t e r , 100 p . s . i . g . " 520 p . s . i . g . 860 p . s . i . g . " 1360 p . s . i . g . " 1815 p . s . i . g . Methanol
-85 -44 169 244 275 306 328 64.7
Nonazeotrope 177 85.2 250 93.5 280 97.2 310 99.4 330 99.9 Max. b.p.
Chlorine Hydrogen fluoride, 350 m m .
-34.6
Sulfuryl Chloride Carbon tetrachloride Hexachloroethane 1,1,2,2,-Tetrachloroethane 1,2- D i c h l o r o e t h a n e
69.1 76.75 184.8
Nonazeotrope Nonazeotrope
v-1 v-1
338 338
146.2 83.45
Nonazeotrope Nonazeotrope
v-1 v-1
338 338
3.0 19.4
Trichlorosilane Benzene, 30°-40°C.
6
CI3P 39 40 41 42 43 44
A =
4
Ref.
B.P.,°C. W t . % A
56*
11
32 C H . O
Data
Reacts Azeotropic 20 93 94.5 94 93.8 93.7 Nonazeotrope
-85 19.4
11
9
SERIES
-78.5
11
C1H 30 C l 31 H 0
CHEMISTRY
Phosphorus T r i c h l o r i d e Cyclohexane Hexane 2.2- Dimethylpentane 2.3- Dimethylpentane 2.4- Dimethylpentane 2,2,3 - T r i m e t h y l b u t a n e
76 80.75 68.8 79.1 89.8 80.5 80.9
Silicon Tetrachloride Methyl trichloro silane, 20°-66° Methyl dichlorosilane, 20°-66°
57.6
T i n Chloride Carbon tetrachloride Il-Octane
•. · 114.1 76.8 125.7
-47 -35
v-1
v-1
4 334 334 334 334 334 76
4 4
92
Nonazeotrope, v.p. curve
302
Nonazeotrope 68.7 8 v o l .% 234, M i n . b.p. 74.5 98.8 v o l . % 74.2 73 74.5 77
236 234 236 234 234 234
Nonazeotrope, v.p. curve Nonazeotrope, v.p. curve
Nonazeotrope Nonazeotrope
179 179
v-1 v-1
34 34
TABLE
I
BINARY
7
SYSTEMS Azeotropic Data
Β-Component No.
Formula
CI4T1
4 9 Ç2CI4O 50 C2H2CI2O 51 C2H2CI4 A=
DH 52 D 53 H 2
D
2
54 H A =
B.P.,°C.
Titanium Tetrachloride 146.2 Trichloroacetyl chloride 118 Chloroacetyl chloride 105 1,1,2,2- Tetrachlorο ethane, 740 m m . 136.6 Deuterium Hydride Deuterium, 18°-28°K. H y d r o g e n , 18 - 2 8 K .
-249.7 -252.7
Deuterium
-249.7
0
2
A =
Name
0
Hydrogen, 18°-28° K .
2
FH 55 F S b 56 F U 5
6
-252.7
Hydrogen F l u o r i d e 19. Antimony pentafluoride 142. Uranium hexafluoride " 85 p.s.i.g. 110 p . s . i . g . " 132 p . s . i . g . 145 p . s . i . g . Dichlorodifluoromethane, 150 p . s . i . g . 48 Chlorodifluoromethane 7 70 p . s . i . g . 150 p . s . i . g . 29 " 230 p.s.i.g. 45 Trifluoroacetic acid
Nonazeotrope Nonazeotrope 135.4
Nonazeotrope
Nonazeotrope
2
2
58 CHC1F
2
11
11
5 9 C2HF3O2 A= 60
F S C F
61
F W CjFxo
6
A=
5
1
2
6
6 2 C5F
A =
12
HNO3
63
H2O
Sulfur Hexafluoride Perflnoropentane, 25°C, Tungsten Hexafluoride Perfluorocyclopentane Perfluoropentane, 1140 m m . Nitric Acid Water, 50m 100 m 200 m 400 m 760 m 11
11
11
11
6 4 CHCI3 H 0 H 0 2
65
2
2
66 H2SO4 67
H4N2
Water Hydrogen peroxide Hydrogen sulfate 200 m m . Hydrazine, 124.8 m m . 281.8 m m . " 411.2 m m . " 560.4 m m . 700.6 m m . 760 m m . Nitrogen pentoxide 11
11
11
M II
69 C S
2
70 CHCI3 71 CH2O2
. . . . .
Chloroform
11
68 N2O5
m m m m m
-
v-1 v-1
300 300
v-1
32
v-1 v-1
238 238
v-1
238
v-1
301 91 91 91 91
22 18 15 14
11
CC1 F
91.7
Nonazeotrope Nonazeotrope
11
57
Ref.
B.P.,°C. W t . % A
7.5
334
3 <7 2.7 24 2.8 36 Nonazeotrope
v-1
334 334 334 222
Nonazeotrope
v-1
237
39
25/1019; 45/1982 m m . 25/833 45/1642 40.86 86 37 51.6 66.5 83.0 100 See a l s o 61
25/1035 45/2010
85.4 83.4
v-1 v-1
288 288
28.11
93.2
v-1
13
13.7 13.8 14.0 14.2 14.4
v-1 v-1 v-1 v-1 v-1
19 19 19 19 19
57.8 72.4 86.4 103.2 120.7
H2O-N2O5 47.5
below 15
258
100
.. . • . . 330 ... ...
66.8 86.5 96.8 105.2 111.7 113.8
...
.. . ...
Carbon disulfide 46.5 Chloroform 61 F o r m i c a c i d , 40-760 m m . . . . II 100.75
v-1 1.7 1.6
74.2 93.3 103.6 111.3 117.6 120 Max. b.p. Min. b.p. Max. b.p. 43.6 56.1
33.2 32.3 31.0 31.4 32.6 32.3 40 14.3 12.5 2 2.8
107.65
25.5
...
...
104 334 334
30 30 30 30 30 30 199 199 199 334 56 v-1 42 v-1 56, 217, 360 v-1 v-1 v-1 v-1 v-1 v-1 v-1
ADVANCES
IN
B-Component No.
Formula
H2O
Azeotropic B.P.,°C.
Water (continued)
72 73
CH N0 CH 0
74
C j C L j F a
75
C 2 C 1
76
C 2 H F 3 O 2
7 7
C j H g c y s r O a
3
Nitromethane Methanol 1,1,2 - T r i c h l o r o t r i fluoroethane Tetrachloroethylene
2
4
4
78
C2H3CI3
79
C H N
80
C 2 H
2
Name
3
C 1
4
2
Trifluoroacetic acid Methyl N,N-dichlorocarbamate 1,1,2-Trichloroethane A c e t o n i t r i l e , 10 m m . " 50 m m . " 760 m m . 1,2 - D i c h l o r o e t h a n e M
150 m m . " 75 m m . Acetic acid 2 -Bromoethanol, 150 m m . 2-Chloroethanol, 50 m m . " 100 m m . Nitroethane Ethyl alcohol, 150°-350° C . 250-2500 m m . Ethylene glycol, 76-760 m m . 2 - Aminoethanol " 100 m m . 1,1 - D i m e t h y l h y d r a zine, 102 m m . 11
81 82 83
84 85
€ Η4θ C HsBrO 2
2
2
C
2
H
5
C 1 0
C H5N0 C H60 2
2
2
11
86
C He0
87
C H NO
88
C H N
2
2
2
7
2
8
2
II 89
C
90
C HF 0
91
C 3 H 3 N
1,2 - E t h y l e n e d i a m i n e " >3400 m m .
H e N 2
2
II
92 93 94 95 96 97 98
99
3
5
2
C3H3NS C3H 0 C H 0 C H 0 C H 0 CjEUCl 4
3
4
3
4
2
3
4
3
C
3
H
5
C 1
C H NO 3
5
100
C g H g C i p
101
C H 0 3
6
11
102 103
C H 0 C H^O 3
6
3
II
104 C H « p 105 C ^ Q , 106 C a H O a 3
Propylene oxide 1,3-Dioxolane Ethyl formate
B.P.,°C.
SERIES
Data
Wt.%A
Ref.
100 101.2 64.7
83.59 23.6 Nonazeotrope
54, 55 v - -1 68
47.5 121 121
...
44.5 88.5 87.7 105
1.0 17.2 15.8 21
334 334 17d 222
...
93
113.8 -15 13 80.1 83.5
... ... ...
118.1
86.0 16.4 2.6 <-16 <12 5.8 16.3 76.5 8.2 71.6 8.2 75.5 4.9 33.5 19.0 4.9 Nonazeotrope
100
58
60 75 114.07
37.1 51.1 87.22
60.2 59.3 28.5
... .. .
. .. ...
... ... .. .
Nonazeotrope Nonazeotrope Nonazeotrope
.. .
82.5 Max. b.p. Nonazeotrope 18.0 Nonazeotrope 119 18.4
170.5 112
116
...
77.2
.. .
111.5 52.8 115 141.2
...
44.9
.. .
229.7 183.8 56.1
.. . ... ... ... ...
96.90 47.9
...
35 75.6 54.2
109 10 14.3 70.6 90 34.8 92.1 35.3 52.4 2.6 97 54.5 Nonazeotrope Nonazeotrope 2.2 43.0 0.9 33 Nonazeotrope 99.4 87 Nonazeotrope Nonazeotrope 5.2 125.4 7.2 157.6 9.4 168.4 206.0 14.3
...
39
50 v o l . %
55.7
116.9
Pentafluoropropionic acid Acrylonitrile T h i a z o l e , 695.5 m m . " 750 m m . Acrolein 2-Propyn-l-ol Acrylic acid Ethylene carbonate 3 -Chloropropene M ethylvinyl chloride Hydr acrylonitrile 2,3-Dichloro-lpropanol Acetone " 50 p . s . i . a . " 100 p . s . i . a . " 200 p . s . i . a . 250 p . s . i . a . 500 p . s . i . a . A l l y l a l c o h o l , 752 m m . Propionaldehyde 11
CHEMISTRY
...
2 47.5 2.5 47.5 Nonazeotrope 7 71.9 5 52.6
v - -1
334 336 336 336 334 55 55 55 56 76
334 334 54, 55 v --1 v --1
14 251
v --1
60 334 334
v - -1
v - •1 v - -1
v --1 V " -1 v --1 V -1 v --1 V -1 v --1
v --1
37 37 76 76 334 222 334 219 219 334 95 334 334 334 334 334 334 254 254 254 254 254 254 130 334 84 60 334 334
TABLE
I
BINARY
SYSTEMS Β-Component
No.
Formula
H 0
Name
B . P . / C .
Water (continued)
2
107 108
Azeotropic
C H 0 3
6
92
n
109 110 111
C H C1 C H C1 C H NO 3
7
3
7
3
7
56^ " 265 m m . 30 1 -Chloropropane 46.6 2 -Chloropropane 36.5 Dimethylf or mamide, 500 m m . 138 200-760 m m . >•· · 1 -Nitropropane 131.18 2 -Nitropropane 120.25 P r o p y l a l c o h o l , 47 m m . .. . " 200 m m . 11
112 113 114
C H N0 C H N0 C H O 3
7
2
3
7
2
3
e
11
"
400 600
Wt.%A
88.5
12.8
77
Nonazeotrope 56.1 5 30 1.5 44 2.2 35.0 1
131 334 334 334 334
Nonazeotrope Nonazeotrope 91.63 36.5 88.55 29.4 31.8 56.68 29.6
334 319 54, 55 54, 55 117 v-1 228, 306 v-1 306 v-1 306 v-1 306 72 v-1
71.92 29.0 81.68 28.5 87.65 28.3 In 1.5M C a C l Solution
mm. mm.
•·· •··
II II
9
115
C3H O
Isopropyl alcohol, 95 m m . " 190 m m . " 380 m m . 760 m m . 3087 m m . 150°-300°
e
... •·· •·· 82.5
11
11
11
II
C.
II
116
C He0 3
2-Methoxyethanol, 100 m m . 752 m m . " 150 m m . " 760 m m . " 100 p . s . i . g . 1,2 - P r o p a n e d i o l 1,3- P r o p a n e d i o l Propylamine Trimethylamine
2
11
117 118 119 120
C H 0 C H 0 C ^ N CaHçN 3
8
2
3
8
2
" o°-ioo° c.
121 122 123 124 125
C C C C C
126
C H 0
3
4
4
4
4
4
H9NO HF 0 H5N HjN H C1N 7
2
6
6
1 -Amino - 2 -propanol Perfluorobutyric acid 3-Butenenitrile Methac rylonitrile 2 - C h l o r o -2 - m e t h y l propionitrile C rotonaldehy de, 111 m m . 273 m m . 412 m m . 11
M
II
127 128 129 130 131 132 133 134 135 136
cfto
2
C H N C H NO 4
7
4
7
M ethac r ylaldehyde 3-Butenoic acid trans-Crotonic acid Crotonic acid Butyrolactone V i n y l acetate Propylene carbonate 2-Chloroethyl vinyl ether Butyronitrile 2-Hydroxyisobutyron i t r i l e , 30 m m . 50 m m . 11
Ref.
100
2 -Methoxyacetalde h y d e , 770 m m . Methyl acetate, <10 p . s . i . a .
2
B.P.,°C.
Data
36 49.33 63.90 80.10 120.45
13 12.8 12.6 12.0 11.7
.··
Evaporation data .. . E f f e c t of d i s s o l v e d s a l t
• ·. ...
79.2 124.6 212 188 214.8 47.8 3.2
...
159.9 122.0 118.9
.. .
51.5 80.5 99.2 81 Nonazeotrope 99.9 84.7 169 73.3 Nonazeotrope Nonazeotrope Nonazeotrope 75.5 10 Nonazeotrope 97 71 89.4 34 76.5 16
116
87
22
84.9 112.3 126.4 102.4
40 60 70 84
19 22 23 24.8
68.0 185
...
204.3 72.7 242.1 109.1 117.6
...
63.6 7.7 Nonazeotrope Nonazeotrope 99.9 97.8 Nonazeotrope 66 7.3 Nonazeotrope 84 88.7
17 32.5
Nonazeotrope Nonazeotrope
v-1
v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1
v-1 v-1 v-1 v-1
347 347 347 347 347 14 196 265 152 152 334 334 334 60 334 334 148 148 334 222 334 269 269
334 334 334 96, 142, 334 269, 334 334 334 84 334 334 334 334 334 334 334
ADVANCES
IN
B-Component Formula
H 0
B . P . / C .
Water (continued)
2
137
C H C1 0
138
C H 0
4
Name
Azeotropic
8
4
2
8
Bis(2-chloroethyl) ether 2 -Butanone " 3.5 p . s . i . g . 9.2 p . s . i . g . 30 p . s . i . g . " 60 p . s . i . g . 14.7 p . s . i . a . " 50 p . s . i . a . " 100 p . s . i . a . 250 p . s . i . a . 500 p . s . i . a .
179.2 79.6
11
M
11
11
t!
C H30
Butyraldehyde
4
II
140 141 142 143
C f t O c ^ o C HeOS 4
Ethyl vinyl ether I sobuty raldehyde Methyl propenyl ether 2 -Methylthiopropionaldehyde, 85 m m . " 412 m m . 753 m m . 759 m m . 1,4-Oxathiane p-Dioxane ~ " 260 m m . Ethoxyacetaldehyde 2 - Hydr oxybutyr a l d e h y d e , 80 m m . Isobutyric acid 3 -Methoxypropional d e h y d e , 100 m m . 2 - M e t h y l-1,3 -dioxolane Methyl propionate 2-Vinyloxyethanol Morpholine N-(2-Hydroxyethyl) acetamide Butyl alcohol 250-2500 m m . " 30 m m . sec-Butyl alcohol 11
11
144 145
C HeOS C He0
146 147
C He0
148 149
C Hg02 C
150 151 152 153 154
C H 0 C^O?. C^eOz C H NO C H N0
155
C H
4
4
2
4
2
4
J¥>2 4
8
4
9
4
2
9
4
1 0
O
2
11
156
C H 4
1 0
O
II II
20 m m . E t h y l e t h e r , 20 p . s . i . g . Isobutyl alcohol, 745 m m . 1,2 - D i m e t h o x y e t h a n e , 100 m m . 11
157 158 159
C^ioO C H O 4
C
1 0
4 10°2 H
II II
160
C H 4
1 0
O
2
2 -Ethoxyethanol, <100 m m . 200 m m . 400 m m . 11
11
II 11
11
II
161
C H 4
1 (
P3
C
4
H
n
N
mm. mm.
Diethylene glycol, 10 m m . B u t y l a m i n e , 575 m m . " 20 p . s . i . g . 11
162
200 400
Data
Wt.%A
Ref.
100
11
139
B.P.,°C.
SERIES
74.8
...
35.5 63.5 46.3
98 65.5 11.0 73.4 79.3 12.1 88.0 12.5 15.8 111 18.3 125 v-1 73.3 11.6 15.9 112.2 139.0 19.3 23.4 180.7 26.4 216.1 Evaporation behavior 68.0 9.7 6.7 67.8 1.5 34.6 6.7 64.3 46.3 0.5
...
48 82 97.5 97.5 14^2 95.6 E f f e c t of d i s s o l v e d 60 ... 90 105
64 60 68 63 48 salt 15.4 21.8
v-1
334 78 78 78 78 78 254 254 254 254 254 196 334 84 334 84 334 76 76 76 76 334 265 60 77
.. .
Nonazeotrope 98.8 71.8
334 84
.. .
45 30 75 8 71.0 8.2 98 65 Nonazeotrope
334 76 84 94 334
Nonazeotrope Evaporation behavior v-1 ... ... 52.4 28 87.0 v-1 26.8 Evaporation behavior 32 88.5 16.0 32.2 60 2.0
334 196 251 335 352 196 334 147 334
154.5
82.5 79.7 143 128.3
...
48 99.5
.. .
99.5 27.3 62
... 35 85.2 85
... ...
134 96.5 115.6 135.6
.. .
69 106
...
...
ΊΥα
6 10.4 10.1
Nonazeotrope 70 66.4 79 82.4 87 98.2 66.4 85 82.4 76 71.2 99.4 Nonazeotrope Nonazeotrope 1.3 69 6.5
-
v-1
335 CO CO
No.
CHEMISTRY
76
v-1 v-1 v-1
v-1 v-1
18 18 18 18 334 334 334 60 60 334 334
TABLE
I
BINARY
SYSTEMS
11
B-Component No.
Formula
Name Water
163
C
4
H
N
n
(continued)
C
4
H
N O
n
2-Dimethylaminoethanol, 27 p . s . i . g . " 744 m m . 540 m m . 250 m m . 2,2' -Iminodiethanol 2-Furaldehyde, 1-18 a t m . Pyridine 120 m m . 758 m m . " >760 m m . " >760 m m . " >760 m m . 11
11
165 166 167
C
4
H
N 0
n
C H0 5
B.P.,°C.
2
2
CsHgN
11
11
M
168
55.5
174 133.9 123.4 100.7
.. .
161.7 115.3
...
•. · ... ... ... Effect
2 -Methylpyrazine, 737 m m .
133 130 2 - M e t h y l f u r a n , 740 m m . 62.7 3 - M e t h y l - 3-butene nitrile 137.0 A l l y l vinyl ether 67.4 Cyclopentanone 130.8 " 740 m m . 130 1 -Methoxy-1,3-buta diene 90.7 3-Penten-2-one 123.5 3 - M e t h y l - 3-butene 2-one 97.9 4-Pentenal 106 A l l y l acetate 104.1 Ethyl acrylate 99.5 195 m m . 61 Isopropenyl acetate, " 200 m m . 60.2 It 97.4 Methyl methacrylate 100.8 2,4 - P e n t a n e d i o n e 140.6 Δ -Valerolactone V i n y l propionate 95.0 B i s (2 - c h l o r o e t h o x y ) methane 218.1 3-Dimethylaminopropionitrile 174.5 cis-l-Butenyl methyl ether 72.0 trans-1-Butenyl methyl ether 76.7 Isopropenyl ethyl ether 61.9 Isopropyl vinyl ether 55.7 P r o p y l vinyl ether 65.1 Tetrahydropyran 88 Vale raldehyde 103.3 Vale raldehyde s (isomers) 98.6 Ethyl propionate, 350 m m . 76.0 3-Methoxybutyral dehyde, 100 m m . 200 m m . II 131 II
169 170
CjHgO C H7N
171 172
C HeO CgHeO
5
5
173
S**°
C
174 175
C HeO CsHgO
176 177 178
C HeO CjHeOj
179
C He0
180 181 182 183 184
5
5
C
A ° l 5
C5He0
2
CgHg^ 05Η 0 05Ηβ0 C H Cl O 8
•. ·
2
2
5
1 0
185
C
186
C H
187
C H
188 189 190 191 192 193
11
2
2
5 10 2 H
N
5
5
1 0
1
(
O p
C 5 H 1 0 O
C5H10O C H 5
1 0
O
<^5 1θΟ Η
C H C H 5
1 0
5
1 0
O O
194
C
5 10°2
195
C
5 10°2
H
H
2
11
B.P.,°C.
Wt.%A
Ref.
100
Diethylamine It
164
Azeotropic Data
.. . ...
E f f e c t of N a O H o n v -1 Nonazeotrope v- 1
-
334 334 334 334 334
90.2 99 92.6 91 95.2 71 98.2 Nonazeotrope
3 0-
93.6
-
41.3 46.2 40.5 40.7
-
50 40.7 80 of d i s s o l v e d s a l t
150 149, 334
v- 1
216 147 117 117 v- 1 146 v- 1 146 146, 360 v- 1 265
97 92.6 57.3
55 36 v o l . % 3.4 v - •1
351 279 310
93.0 60 94.6 92.6
43.2 5.4 42.4 v - •1 36 v o l . %
334 334 334 279
76.2 92
12.7 28.6
334 334
81.5 84.3 83 81.1 48
18.4 21 16.7 15 12
334 334 334 283 334
11 48 13.4 79.3 83 14 41 94.4 Nonazeotrope 13 79
334 334 283 334 334 334
99.4
86.8
334
99.6
84
334
64
6.1
334
67 58 51.8 59 71 83
7.2 2 2.7 5 8.5 19
334 334 334 334 82 334
80
17
334
61
13.3
334
37 37 35
334 334 334
50 64 >92
ADVANCES
12
IN
Β-Component No.
Formula
H 0 ^5Η Ρ
Name
10
C5H10P2 C5H10P2
acetate, 200-700 m m . Valeric acid Valeric acid (isomers) 1 -Vinyloxy-2 -propanol 3 -Vinyl oxy-1 -propanol 3-Ethoxypropionic acid 3-Methoxybutyric acid Methoxymethyl propio nate 4 -Methylmorpholine Pentane 1-Methylpiperazine 1,2 - D i m e t h o x y p r o p a n e 1-Ethoxy-2-propanol 3 -Methoxy-1 -butanol 1,5-Pentanediol 2 -Propoxyethanol N-Methylbutylamine 1-Ethylamino-2propanol N,N-Dimethyl-1,3propanediamine A n i l i n e , 742 m m . 6 atm. 11 a t m . 16.4 a t m . 3-Picoline 4-Picoline
204 205 206 207 208 209 210 211 212 213 214
C H
215
C ^ N
C H O2 10
C5H10O2
C5HKJO3 C H
1 0
C H
1
C
n
5
5
5
H
P3 p
(
C H 5
C
1
3
N O
€5^12 2
N
2
5 12°2 H
C5H12P2 C
5 12°2 H
C H 5
1 2
0
2
5 12°2 C H N C H NO C
H
5
1
5
1 3
5
3
1
4
N
B.P.,°C.
2
11
11
C H N C H N
218 219 220 221 222 223
C H N CgHgO C H O
224 225
6
7
6
7
6
8
6
C
C
...
185.5 183.2
219.2
2
e
H
H
6 10 C H O H
6
1 0
M
It
226
C H 6
1 0
O
227 228 229 230 231 232 233
C H
1 0
O
234 235 236 237 238 239
6
6 10° C H O C
H
6
C
1 0
6 10°2 H
C6HÎS02 C
6 1
2
6 llN C ^ J N O H
C
C C
H
6
n
N 0
3
6 12 H
C H 6
240
C6H
241
C H 6
1 2
1 2
1
2
C1 0 2
CLj0 Q
Ref.
2
2 -Ethylcrotonalde hyde 2-Hexenal 5-Penten-2-one 2 -Methyl - 2 -pentenal Ethyl crotonate V i n y l but y r a t e Vinyl isobutyrate Ethylene glycol diacetate Diallylamine 6 -Caprolactam, 50-760 m m . 2 -Methyl -2-nit ropropyl v i n y l e t h e r , 10 m m . Cyclohexane 4-Methyl-2-pentene Bis(chloroisopropyl) ether l,2-Bis(2-chloroethoxy) ethane Butyl vinyl ether
v - -1 89 99.8 85 99.6 ~100 75 ~100 75 Nonazeotrope Nonazeotrope
307 334 334 94 94 334 334
ΐίδΐβ 36.1 138.0 92 132.2 161.1 242.5 151.5 91.1
95 56 24 94.2 1.4 34.6 Nonazeotrope 80 11 97.3 50.1 98.5 80 Nonazeotrope 70 98.8 82.7 15
334 334 334 334 334 334 334 334 334 334
159.4
Nonazeotrope
334
134.9
154* 93.3 171 138.5 133.9
Nonazeotrope 80.8 98.6 76.6 155 76.2 182 77.4 200 60 97 62.8 97.35 63.5 97.4 65 98.5 77.0 11.7 70 98.Ό 35.6 93 31 92
66.9
Nonazeotrope 5.3 60.2
... ... ...
144.1 144.3
M
2,5-Dimethylpyrazine 2,5-Dimethylfuran 2,4-Hexadienal 1,3-Butadienyl acetate V i n y l crotonate 3,3'-Iminodipropionitrile 2 - E t h y l - 1 , 3 - butadiene Cyclohexanone, < 760 m m .
2
6 8°2 6 8°2
C
Wt.%A
100
11
216 217
B.P.,°C.
Propyl
2
197 198 199 200 201 202 203
5
SERIES
Azeotropic Data
Water (continued)
2
196
CHEMISTRY
. ..
v --1 v --1 v --1 v --1 v --1 v --1
334 143 143 143 143 365 365 334 351 334 334 334 334 334 334
155.6 155.4
...
90 96.3 95
55 61.6
135.3 149 128.9 138.2 137.8 116.7 105.4
92.7 95.1 92.1 93.5 93.5 87.2 83.5
38 48.6 35.3 40 38 20.4 17
334 334 334 334 334 334 334
190.8 110.5
99.7 87.2
84.6 24
334 334
...
.. .
. ..
77-78 80.8 56.7
69.5 53.5
8.6 8.4 3.5
341 147 334
187.0
98.5
62.6
334
240.9 94.2
99.7 77.5
94.0 11.6
334 334
ν· -1 v --1
V -1
121 121 334
333
TABLE
I
BINARY
SYSTEMS
13 Azeotropic
Β-Component No.
Formula
H 0
A =
C H 6
B.P.,°C.
Water (continued)
2
242
Name
1
0
2
C y c l o h e x a n o l , 42 m m . " 57 m m . 95 m m . 158 m m . 252 m m . 385 m m . " 570 m m . " 684 m m . 11
.. . .. .
160.65 160.65 116.7 83.4 128.3 118.3
35 40 50 60 70 80 90 95 97.8 90 87.5 70.5 91.0 88.5
86 84.8 82.5 80.2 77.8 75.2 72.6 70.7 69.5 74 23.7 7.8 31.3 23
169.7 194.2 205.7
97.8 99.7 99.8
61 87 92.1
11
11
243 244 245 246 247
C C C C
H H H H
248 249 250
C H C H C H
" <760 m m . 2 -Ethylbutyraldehyde Isobutyl vinyl ether Hexaldehyde 2 -Methylpentanal 2-Ethylthioethyl vinyl ether 2-Ethylbutyric acid Hexanoic acid 4 - Hydroxy - 4 - methyl 2-pentanone 100 m m . " 200 m m . " 400 m m . " 760 m m .
O 0 0 0 ^12', O S
6
6
l
z
1
2
1
2
1
2
6
1
2
6
1
2
6
1
2
6
6
0 0 0
2
2
2
t !
It
251 252 253 254 255 256 257
C H 6
1
0
2
2-Ethyl-2-methyl1,3-dioxolane 2-Methylpentanoic acid 4 -Vinyloxy-1 -butanol Tetrahydropyran2-methanol 2-Ethoxyethyl acetate Methyl 3-ethoxyp r o p i o n a t e , 50 m m . 2 - (2- V inyloxyethoxy) ethanol
2
6 12°2 6 12°2 C H 0 C
H
C
H
6
1
2
2
C
6 12°3
C
6 12°3
C
6 12°3
H
H
H
It
258 259
C H C1 C H > 6
1 3
6
1 -Chlorohexane Cyclohexylamine, 40 m m . 70 m m . 100 m m . 200 m m . " 300 m m . 500 m m . " 760 m m . Hexamethyleneimine 2,6-Dimethyl morpholine 4 -Ethylmorpholine 4 -Morpholineethanol Hexane 2,5- Dime thylpipe r a zine 4-(2-Aminoethyl) morpholine 1 - Pipe razine ethanol Butyl ethyl ether 2-Ethyl-1-butanol Hexyl alcohol Isopropyl ether, 131 m m . 297 m m . 481 m m . " 1520 m m . 11
11
11
11
260 261
C H C H
262 263 264 265
C C C C
266
C H
6
1
6
1 3
N NO
3
H NO H N0 H H lSr
6
1 3
6
1
3
6
1
4
6
1 4
6
2
1
4
N 0
267
C H
268
CÔHUO
269 270 271
C H 0 C Hi40 C , H O
6
6
2
1 4
1
N20 4
6
u
2
11
11
Ref.
Wt.%A
100
11
it
B.P.,°C.
Data
...
.. . .. . 123.5 143 161 169.2 117.6 196.4
187.2 156.2
Nonazeotrope Nonazeotrope 97 66.4 90 82,6 99.5 85 87 99.6
...
334 334 334 V V V V V
-1 -1 -1 -1 -1
125 125 125 125 125 335
20 87.9
334 334 94
Nonazeotrope 97.5 55.6
334 334
88.5 99.4 M i n . b.p.
37
207.6 134.5
v - -1
374 374 374 374 374 374 374 374 374 122 334 334 334 334
50
~100 97-8 Nonazeotrope 29.7 91.8
334 94 334 334
69.0 66.0 64.1 60.7 59.1 57.0 55.8 49.5
38 38 38 38 38 38 38 81
146.6 138.3 225.5 68.7
70 99.6 96.7 46.2 Nonazeotrope 5.6 61.6
334 334 334 334
164
Nonazeotrope
334
204.7 246.3 92.2 147.0 157.1
Nonazeotrope Nonazeotrope 11.9 76.6 96.7 58 67.2 97.8
334 334 334 335 335
51.4
•·.
72 90.9 102.5 118.9 134.5 138
22.47 41.82 54.75 92
31.7 41.9 49.0 63.6 72.7 85.3 96.4 95.5
20.0 38.0 50.0 88
2.6 3.4 4.0 7.6
334 334 334 334
ADVANCES
IN
B-Component No. ,
Formula
H 0 2
272 273 274 275 276 277 278 279 280
QH14O QH14O2 C6H14O2 C6H14O2 C
6 14°2
C
6 14°2
H
H
C H 6
C
1
0
4
2
6 14°3 H
Azeotropic
Name
B.P.,°C.
W a t e r (continued) 2 - M e t h y l -1 -pentanol 4 - M e t h y l - 2 - pentanol 1,1 - D i e t h o x y e t h a n e 1,1 - D i m e t h o x y b u t a n e 1,3 - D i m e t h o x y b u t a n e 1,1 - D i m e t h o x y - 2 methylpropane 2-Methyl-l,5pentanediol 3-Methyl -1,5pentanediol B i s (2 - m e t h o x y e t h y l ) ether, 100 m m . " 760 m m . 800 m m . 760 m m . 2 -(2 -Ethoxyethoxy) ethanol Diisopropylamine 1,3- D i m e t h y l b u t y l amine Dipropylamine Ν -Ethylbutylamine Hexylamine Triethylamine 11
11
281
C
282 283
C H Q>H
284 285 286 287
C Q C C
288 289 290
C H C H QH
291
QH
292
C H
293
QH
294
C H
295 296
C7H 0 C H C10
297 298 299
C7H9N C7H9N
300 301
C7H10O4
302 303
6 14°3 H
6
H H H H
6
1 5
N N N N
1 5
1
5
6
1 5
6
1 5
6
1 5
6
1 5
1
5
1
2
N
6
7
3
N
1 6
1
NO NO NO
N
5
6
N N
1 5
2
8
?
2
9
C H 7
O
l 0
^7^12
C Hi20 7
C
7 12°2 H
304
°7 12°2
305 306
C Hi204 C H 0
307 308 309
C H C H C H
310
C
Η
7
7
1
4
1
4
7
1
4
7
1 4
7
7
H
l
2 -Butylaminoethanol 2 -Diethylaminoethanol 1 -Isopropylamino2-propanol 4-(2 - A m i n o e t h y l ) piperazine N,N-Diethylethylenediamine Ν,Ν,Ν',Ν'-Tetramethylethylene diamine Toluene II
8
0 0 0
40
Guaiacol 2 -Chloroallylidene diacetate 2,6-Lutidine Tetrahydrobenzonitrile 1,2,3,6 - T e t r a h y d r 0 benzaldehyde Allylidene diacetate 2,4-Dimethyl-1,3-pen t a d i e n e , 750.6 m m . 3-Hepten-2-one Butyl acrylate II
A m y l acetate
B.P.,°C.
SERIES
Data
Wt.%A
Ref.
100 148 131.8 102.1 114 120.3
97.2 94.3 82.6 87.3 89.6
60 43.3 14.3 20.3 30
334 334 334 334 334
104.7
83.9
14.3
334
242.4
Nonazeotrope
334
248.4
Nonazeotrope
334
103 162 164 164
-
99.55
89.5 80.2 80 78
v-1
9 9 9 76
202.8 84.1
Nonazeotrope 9 74.1
334 334
108.5 109 111.2 132.7 89.4
89.5 28.6 86.7 87.5 43.6 95.5 49 Compound forma- v-1 tion Nonazeotrope 98.9 74.4
334 41 334 334 315
199.3 162.1 164.5 222.0 144.9
119-22 110.7 110.6 205.0
99.8
334
86
Nonazeotrope 99.8
334 334
334
79.5
334
30 95.6 Evaporation behavior 20.2 85 87.5 99.5
287 196 334 96
212.1 142 195.1
99.7 96.02 98.8
85 51.8 78.3
164.2
96.9 98.7
60 71
334 334
76.8 96 94.5 94.3 47.8
13 55.7 40 38 41
334 334 76 334 334
93.6 34.9 Nonazeotrope
334 334
93.3 162.9 147
... ...
" 100 m m . 2-Ethoxy-3,4142.9 dihydro-1,2 -pyran P i m e l i c a c i d , 100 m m . 272 Butyl isopropenyl ether 114.8 147.6 3-Heptanone 143.7 4-Heptanone 5 - M e t h y l - 2 -hexanone 144 II
2
CHEMISTRY
•·.
( i s o m e r s ) 146
86.3 94.6 94.3 94.7 93.0 94
18.8 42.2 40.5 44 75 36.2
v-1
334 365 334
334 334 334 334 84 334
TABLE
I
BINARY
SYSTEMS
15
Β-Component No.
Formula
Name
Water (continued) 311
C H 7
0
1 4
3
Ethyl 3-ethoxypropionate 100 m m . 3-Methoxybutyl acetate 2 -(2 -Methoxyethoxy) ethyl acetate Heptane 5 -Methyl - 2 -hexanol 1 -Butoxy- 2-r thoxyethane 1 -Butoxy-2-propanol 2 - E t h y l -1,5 -pentane diol 1 -(2 -Ethoxyethoxy) 2-propanol 2-Ethoxyethyl 2-methoxyethyl ether 2 -(2 - P r o p o x y e t h o x y ) ethanol 1 -Diethylamino -2 propanol 3-Diethylamino propylamine Styrene 2-(2,4-Dichlorophenoxy) ethanol Acetophenone (Epoxyethyl)benzene Ethylbenzene 11
312 313
C H C H
314 315 316
C7Hi C H 0 C H 0
317 318
C H C H
319 320 321
7
1
4
7
1
4
0 0
3
4
6
7
l
6
7
1
6
7
1
6
?
1
C H
1
7
2
6
0 0
2
6
0
3
2
Ae°z
c
C
7
H
1
6
0
3
322
C H 7
1 7
NO
323
C H
1 8
N
324 325
7
CgHgCLjOj,
326 327 328
QHeO C H
329 330 331 332 333
CeHio
334
C
8
C
8
8 10 H
C
8
n
N N N
8
H
n
N
335
C H
1
336
C
340 341 342 343 344
C C C
H K P
8
8
8
8
n
n
0
2
8 12°2 H
8 12°4 8 14 C H 0
C
H
C
H
8
1
4
C H 0 C Hi 0 C Hi 0 8
C
C
1
4
8
4
8
4
8 14 - 2 8 14°2 H
<
>
H
345
C
8 14°2
346
C
8 14°3
347 348 349
350
H
H
C H 0 ^8^ι 0 8
1
4
4
C
8 15
C
8 16°
H
H
B.P.,°C.
N
3
4
m-Xylene α -Methylbenzyl alcohol Ν -Ethylaniline α -Methylbenzylamine 2-Methyl ^5-ethylpyridine ar-Methyl-1,2,3,6tetrahydrobenzonitrile 2-Methyl-l,2,3,6tetrahydrobenzaldehyde 3,4-Dihydro-2,5dimethyl-2H-pyran2 - carboxaldehyde Diethyl fumarate Diisobutylene Bicyclo[2.2.1] heptane - 2 - methanol Diisobutylene oxide 2-Ethyl-2-hexenal 2-Octenal 1,1 - D i a l l y l o x y e t h a n e 2 -Ethyl - 3 -hexenoic acid Vinyl 2-methylvalerate B i s (2 - v i n y l o x y e t h y l ) ether Butyl acetoacetate Diethyl succinate 2 - (Aminomethyl) bicyclo[2.2.1] heptane 2 -Ethylhexaldehyde
B.P.,°C.
Wt.%A
Data Ref.
100 170.1 107.8 171.3 208.9 98.4
. . . 149.9 170.1
97 50.5 96.5
63 71 65.4
334 334 334
Nonazeotrope 12.9 79.2 96.5 59.1
334 334 84
95.6 98.6
42 72
334 334
253.3
Nonazeotrope
334
198.1
Nonazeotrope
334
215.8
99.5
82
Nonazeotrope
334 334
159.5
97.2
55
334
169.4 145.1
99.8 93.9
93 40.9
334 334
139.1 203.4 204.8 188.6
~100 99.1 99.2 92 91 94.5 99.7 99.2 99.4
~99.6 81.5 77.6 33.0 30.6 40 89 83.9 83.8
334 334 334 334 84 334 335 334 334
178.3
98.4
72
334
205.4
99.1
82.6
334
176.4
97.7
92.2
334
170.9 218.1 102.3
97.4 99.5 82
56 87.5 12
334 334 334
203.9
150.9
99.7 94 97.6 99.2 95.3
91 37 60.9 76.2 41
334 334 334 334 334
231.8
99.9
97.4
334
148.8
95
38
334
198.7 213.9 216.2
99.4 99.4 99.9
82 84.1 91
334 334 334
185.9 163.6
99 96.4
82 51.6
334 334
.. .
201.6 194.2 136.2
It
H H H
337 338 339
2
Azeotropic
.. . 176
...
ADVANCES
IN
Β-Component No.
Formula
Water (continued)
H 2 O
351
C H
1 6
0
352
C H 8
1
(
p
353
C H 8
l
i
P
354
C H
1
6
0
355 356 357
8
8
C
C
C
358 359
C
360
C
361 362
C
C
C
8 8
8
8 8
II
l P 2
H
l c P 2
H
8
2
l t P 2
H
8
S
l P 2
H
8
l P 2
H
l P 3 l P 3
H
H
363
C
364
C H 8
1
365
C H
1 7
366
CgHnN
36 7
Q H n N
368
CeH
1 7
N
369
CeH
1 7
NO
8
l A
H
8
0
6
4
C1
370 371 372
CeHieO
373 374
Ç8 18^2
375 376
CeH C H 8
1
8
0 0
377
C H
1
8
0
378 379
2,4,4-Trimethyl1,2-epoxypentane 2,4,4-Trimethyl2,3 - e p o x y p e n t a n e 2-Butylthioethyl vinyl ether 2-Butoxyethyl vinyl ether 2,3-Epoxy-2-ethylhexanol 2-Ethylbutyl acetate 2-Ethylhexanoic acid
l t P 2
H
C H 8
1
8
0
H
C
8
H
18°2
8
C
8
H
1 8
2
2
2
18°2
C H 8
1
8
0
2
380
C
381
C H
382
C H
383 384 385
C H C H C H
386
C H 8
1
9
N0
2
387
C H
1
9
N0
2
388
C ^ O ,
8 iaP3 H
8
8
03
1 8
1
8
8
1 9
8
1 9
8
1 9
8
Name
0
4
N N NO
Hexyl acetate Iso-octanoic acid (isomers) 4 - Methyl - 2 -pentyl acetate 2-Butoxyethyl acetate 2,5-Diethoxytetrahydrofuran 2-Ethoxyethyl 2vinyloxyethyl ether 2 - (2 - E t h o x y e t h o x y ) ethyl acetate l-Chloro-2-ethylhe x a n e N - E t h y l c y clone x y l amine 5-Ethyl-2-methylpipe ridine ar-Methylcyclohexylmethylamine 4-Ethyl-2,6-dimethylmorpholine Octane 2 - E t h y l -1 - h e x a n o l Iso-octyl alcohol (isomers) 2 - E t h y l -1,3 -hexanediol 1-Butoxy-2-ethoxyethane 1,1 - D i e t h o x y b u t a n e 5 -Ethoxy- 3-methyl pentanol 2-Ethyl-3-methyl1,5-pentanediol 2 -Hexyloxyethanol 2 - (2 - M e t h y l p e n t y l o x y ) ethanol 2 - (2 - B u t o x y e t h o x y ) ethanol B i s (2 - e t h o x y e t h y l ) ether l,2-Bis(2-methoxyethoxy) ethane Dibutylamine 2 -Ethylhexylamine 2 -Diisopropylaminoethanol 2,2'- Butyliminodi ethanol 1,1' - E t h y l i m i n o d i 2-propanol V i n y l benzoate
CHEMISTRY Azeotropic
B.P.,°C.
B.P.,°C.
Wt.%A
SERIES
Data Ref.
100 140.9
93.4
33
334
127.3
91
25
334
210.5
99.3
80
334
.. . •.. 162.3
97.0
52.8
334
100 97.0 99.9 99.5 97.4
99.5 52.4 96.4 97.6 61
334 334 334 84 334
227.6
...
171.0 220
99.9
96
334
146.1 192.2
94.8 98.8
36.7 71.9
334 334
173.0
98
60
334
194.0
99.3
82.3
334
217.4
Nonazeotrope
334
173
97.3
55
334
164.9
97.1
58
334
163.4
97.1
57.0
334
.. .
99.0
79
334
158.1 125.7 184.8
97.5 89.6 99.1
49 25.5 80
334 334 335
186.5 243.1
82 99.8 Nonazeotrope
334 334
164.2 146.3
96.8 94.2
50 34.5
334 334
211.7
99.9
97
334
Nonazeotrope 99.7 91
334 334
265.5 208.1 197.1 230.6 188.4
...
159.6 169.1
190.9
.. . 238.9
99.6
86
Nonazeotrope 99.4
69
Nonazeotrope 97 50.5 98.2 64 99.2
85
334 334 334 9 334 334 334
Nonazeotrope
334
Nonazeotrope 99.3 82.6
334 334
TABLE
I
BINARY
SYSTEMS
17 Azeotropic
Β-Component No.
Formula
H 0
Water (continued)
2
389
C
390
CçHuN
9
l,2-Epoxy-3phenoxyp ropane 5-Ethyl-2-vinylpyridine Cumene Bicyclo[2.2.1]hept5-ene-2-ol acetate 5-Ethyl-2-pyridine ethanol Isophorone " 25 p . s . i . g . l-Methyl-2,5endomethylene cyclohexane -1 methanol Triallylamine 5-Ethyl-3-hepten2-one Dimethyl pimelate 2,6-Dimethyl-4heptanone 2-Heptyl acetate 3-Heptyl acetate 3-(2-Ethylbutoxy) propionic acid Nonane
1 0 P 2
H
391 392 393
C H
394
CçHiP
395
C H
396 397
CoHiijsr
398 399
CcHi 0 C H O
400 401 402
9
NO
1 3
9
l
O
s
CoH
0
1 6
6
9
4
i e
^-9
Η
C H C H
1β 2 0
9
1
9
1 8
8
0 O
2
a
403
C 9 H 2 0
404
C9H20O
405
C9H20O2
406
C9H20O3
II
407
408
C9H20P3
409 410 411
C H C H C H 9
2 1
9
2 1
9
412
C H
413 414
C C
415 416
C C
9
1 0
1 0
1
0
1
0
Name
2
2
H H H H
1
N N N0 N0
1
O O
1 0
1 2
1
1
4
3
4
4
N
2
2
4
2,6-Dimethyl-4heptanol 2 -Ethyl-2-butyl 1,3-propanediol 1 - (2 - B u t o x y e t h o x y ) 2-propanol 2-Methoxymethyl2,4-dimethyl1,5-pentanediol 1,1,3-Triethoxypropane Ν -Methyldibutylamine Tripropylamine 1,1' - I s o p r o p y l i m i n o di-2-propanol 2-(2-[2-(3-Aminopropoxy) ethoxy] ethoxy)ethanol Dimethyl phthalate 2-Phenoxyethyl ace tate Dicyclopentadiene N i c o t i n e , 110 m m . 478 m m . 572 m m . 624 m m . 760 m m . Ethyl bicyclo[2.2.1] hept-5-ene-2carboxylate 2 - (2 - P h e n o x y e t h o x y ) ethanol N-Butylaniline N-Ethyl - a-methylbenzylamine N,N, a-Trimethylbenzylamine 11
B.P.,°C.
99.8
96.1
334
15^4
99.4 95
85 43.8
334 334
188.6
98.6
70
334
.. .
215.2 251
418
C
419 420
C10H5N Ci H
1 5
N
421
Ci H
1 5
N
1
0
H
14°2
H
0
0
1
4
O
3
Nonazeotrope 83.9 99.5 130 86.5
334 334 334
211.1 151.1
99.7 95
90.6 38
334 334
193.5 248.9
98.7 99.9
73.4 96.8
334 334
169.4 176.4 173.8
97.0 97.8 97.5
51.9 58.9 57.6
334 334 334
15θ!7 150.8
100 94.8 95
> 99 82 39.8
334 332 334
178.1
98.5
70.4
335
Nonazeotrope 230.3
... 163.1 156 248.6
...
282.9 260.6 172
... ...
11
10
Ref.
244.4
11
C
Wt.%A
100
11
417
B.P.,°C.
Data
198 297.9 240.4
99.9
334
95
334
Nonazeotrope
334
-
334 334 41
Nonazeotrope
334
Nonazeotrope 98.9 100
334 334
99.9 97.4 67.7 98 Nonazeotrope 99.70 ... 99.02 .. . 98.50 ... 99.85 97.48
334 334 106 106 106 106 106
99 96.5 94.3
99.2
70 48.0
80
Nonazeotrope 94.4 99.8
ν ν ν ν ν
-1 -1 -1 -1 -1
334 334 334
201.2
99.2
80
334
195.8
98.6
74.8
334
ADVANCES
IN
B-Component No.
Formula
Name
Water (continued) 422
C
423 424
CIOHHP
425 426 427
CioHi 0
428
H
1 0
1 5
NO
10 ltP
C
H
6
1 0
C
4
l P 2
H
10 18°2
C
H
l
C
429 430 431
C10P2 0O2
432
C
433
^10^21^1
434
P 1 A 1 N
435
C 1 0 H 2 2 O
436 437 438 439 440
C 1 0 H 2 0 O 2 C 1 0 H 2 0 O 2
H2o0
1 0
3
C 1 0 H 2 2 O C 1 0 H 2 2 O
C
H 2O2
1 0
2
C 1 0 H 2 2 O 2
C
1
H 2O
441
C
1 0
442
C
1
443 444
CioH
445
C
1
0
H
2
446 447 448
C
1 0
H
2 3
0
2
3
H 2O4 2
H
0
2
p
2 3
N
5
C10H23N
C
C
N
3
NO
11 1403 11 1403 H
H
449
C
450
CiiH
451
C
452 453 454
C11H20O4
ll
n
H
lP3
H 2
1
8
0
0
2
O
C H220 n
C11H22O2
455
456 457 458 459 460
C
11 24 H
C11H24O C11H24O2 C H2402 n
2-(a - M e t h y l b e n z y l amino) ethanol Dicyclopentenol Trimethyltetrahydrobenzaldehyde Diisopropyl maleate V i n y l 2-ethylhexanoate V i n y l octanoate (isomers) 2-Ethylhexyl vinyl ether 2-Ethylbutyl butyrate 2 - E t h y l h e x y l acetate 4 - M e t h y l- 2 - p e n t y l butyrate 2-Butoxyethyl 2vinyloxyethyl ether C h l o r ode c a n e (isomers) Ν - Butylcyclohexylamine Decyl alcohol (isomers) 2 -Ethyloctanol 2 -Propylheptanol 1,2- Dibut oxyethane 1,1 - D i i s o b u t o x y e t h a n e 2 -(2 -Hexyloxyethoxy) ethanol l,2-Bis(2-ethoxyethoxy) ethane Bis[2-(2-methoxyethoxy)ethyl] ether Decylamine (isomers) Diamylamine (isomers) N,N-Dimethyl-2-ethylhexylamine 2 -Dibutylaminoethanol Butyl salicylate Ethyl 6 -formylbicyclo [2.2.1]hept-5-en-2carboxylate Allyl 6-methyl-3,4epoxycyclohexane carboxylate Isopropyl 6-methyl3-cyclohexenecarboxylate 5 - E t h y l - 3- nonen 2-one Diethyl pimelate 5 - E t h y l - 2 - nonanone 2,6- Dimethyl- 4 -heptyl acetate 4-Methoxy-2,6dipropyl-1,3dioxane Undecane 5 - Ethyl - 2 -nonanol 2,2-Dibutoxypropane 2,6-Dimethyl-4heptyloxyethanol 1,1,3,3 -Tetraethoxypropane
CHEMISTRY Azeotropic
B.P.,°C.
B.P.,°C.
Wt.%A
SERIES
Data Ref.
100
.. . .. .
Nonazeotrope 100 96.6
334 334
204.5 228.7 185.2
99.0 99.9 98.6
77.0 93 68
334 334 334
.. .
99.1
74
334
177.7 199.6 198.4
97.8 98.6 99.0
59.1 74.9 73.5
334 334 334
182.6
98.2
60.8
334
226.7
99.8
90
334
210.6
99.7
84
334
209.5
99.5
81
334
217.3 220.5 217.9 203.6 160.5
100 99.9 99.8 99.1 97.4
94.8 94.0 92 76.8 52.5
335 334 334 334 334
259.1
100
98.1
334
246.9
Nonazeotrope
.. .
Nonazeotrope 82 99.5
203.7
334 9, 3 3 4 334
190
99.3
76
334
176.1 228.7 268.2
98.2 99.9 99.9
58 91.0 95.8
334 334 334
.. .
100
97
334
251.4
100
98.1
334
84
334
99.6 100 99.6
92 98.3 87.1
334 334 334
192.2
98.7
67.6
334
223.6 194.5 225.4
99.6 98.85 99.7 98.9
88.1 96 89.1 69.6
334 332 334 334
225.5
99.9
91
334
220.1
99.8
87.4
334
215.2 226.4 268.1 222.9
.. .
99.7
TABLE
I
BINARY
SYSTEMS
19 Azeotropic
Β-Component No.
Formula
Name
Water (continued) 461
C
462 463 464
C C C
465
Ci H o0
466 467 468 469
Ci H C H
470
C
1
2
471 472
C
1
2
473
Ci H
474 475 476 477 478 479
C C
480
H
n
H H H
1 2
1
2
1
2
2
2
8
9
P4 P
2 f l
2
2
2
0
4
C
1 2
H
2 2 ° 2
C
1 2
H
2 2 ° 2
H H
1 2
C
2
2
2
1
2
1
2
0
2
N
3
2
H H
4
0
4
p 0
2
2
C H p Ci H Ci H £> 1
C
2
2
2
2
2
2
12
4
2 P
H
2
2
2
2
6
26°2
H
Ci H Ci H
483 484 485 4Ç6 487 488
492 493
1
1
04 0 N
2
481 482
489 490 491
1 4
2
1
N O
5
2
2
6
2
2
6
0 0
Ci H
2
6
0
3
C i 2 H
2
6
0
3
2
C
H
2
7
N
C i 2 H
2
7
N
X
2
Ci H Ci3H 2
Ci H C H 4
1
C
C
4
2
2
2
0 P 0
7
4
2 4
2
2
2
0 N
2
3
14 24 H
14 2tt°4 H
CuH^O
494
C
1
495
C
1
496
C
14 28°2
497
C
14 28°2
498
C
499
C
500 501 502
C
4
4
H
2
H
8
2
0 p
2
2
H
H
1
4
U
H H
2
9
3
N P
14 3P2 H
Cl5 28°4 H
C 1 5 H 3 2 O
1 -Dibutylamino-2propanol Diethyl phthalate Triisobutylene oxide Ν - B u t y l - a- m e t h y l benzylamine sec-Butyl - 6- methyl 3-cyclohexenecarboxylate Dibutyl fumarate D i b u t y l m a l e ate 2-Ethylhexyl crotonate V i n y l decanoate (isomers) Diethyl 2-ethyl3 -methylglutarate Dicyclohexylamine 2,6,8-Trimethyl4-nonanone 2-Ethylbutyl 2ethylbutyrate 2-Ethylbutyl hexanoate Hexyl 2-ethylbutyrate Hexyl hexanoate Dodecane 2-Butyl-l-octanol 2,6,8-Trimethyl4-nonanol 1,1-Diethoxy2-ethylhexane 1,1 - D i i s o p e n t o x y e t h a n e 3-Ethoxy-4-ethyloctanol Bis(2-butoxyethyl) ether 1,1,3 - T r i e t h o x y h e x a n e Dihexylamine Tributylamine T r i b u t y l phosphate Decyl acrylate (isomers) 2 -(Ethylhexyl)phenol Ν -(Ethylhexyl) aniline 1,3,6,8 - T e t r a m e t h y l 1,6 - c y c l o d e c a d i e n e Dibutyl adipate Trimethylnonyl vinyl ether 2-Ethylbutyl 2-ethylhe x a n o a te 2-Ethylhexyl 2-ethyl butyrate 2-Ethylhexyl hexanoate Hexyl 2-ethylhexanoate Ν-(2-Ethylhexyl) cyclohexylamine 7-Ethyl-2-methyl4-undecanol 2-(2,6,8-Trimethyl4 - n o n y l oxy) e t h a n o l Dibutyl pimelate 2,8-Dimethyl-6isobutyl - 4 -nonanol
B.P.,°C.
B.P.,°C.
Data
Wt.%A
Ref.
100 229.1 294.3
.. . 239.3
99.8 99.9 99.3
88.4 98.4 72
334 334 334
99.8
92
334
92 98.5 98.4 93.4
334 334 334 334
88
334
.. .
100 99.9 99.9 99.9
.. .
99.9
285.2 280.6 241.2
255.8 255.8
100 97.1 Nonazeotrope
334 38
218.2
99
84
334
222.6 236.2 230.3 245.2 214.5 253.4
99.6 99.7 99.7 99.8 99.45 99.9
85.6 91.2 88.8 93.3 98 97.5
334 334 334 334 332 334
225.5
99.6
89.7
335
207.8 213.6
99.3 99.3
78.6 78.8
334 334
249.2
100
98
334
254.6
99.8 99.6 99.8 99.8 100
94.7 85 92.8 82 99.4
334 334 334 334 334
99.9 100 100
94.9 > 99 99.3
334 334 334
99.5 100
82.3 >99
334 334
223.4
99.6
84.3
334
261.5
99.9
95.8
334
252.8
99.9
94.8
334
267.2
99.9
96.4
334
254.3
99.9
94.6
334
99.7
334
96.3
334
99.0 > 99.5
334 334
.. .
239.8 213.9
.. . ...
297.0
.. . 220.5
.. .
.. . 264.3
.. . .. . 265.4
100 99.9 100 100 99.9
97.2
334
ADVANCES
IN
CHEMISTRY Azeotropic
Β-Component No.
Formula
Water (continued)
H 0 2
503
C
504
C
H
1 8
0
H
2
8
0
4
505
Ci$H
3 0
O
2
506
Ci6H
3 1
N
507
Ci6H
508
C
1 6
H
3 4
509
C
1 6
H
3 5
510
Ci H
511
C
512
CieH
3 8
513
CieH
3 9
NO
514
C
3 6
O
1 6
1
6
1 8
2 0
0
3 2
7
H
0 N 0
3 6
2 4
H
2
N
2
0
2
4
5 1 5 C20H36O4 516
C
517 518 519 520 521
C H C oH4 C H C iH C H
522
C
2 0
H
O
4 0
2 0
2 0
2
4 3
2
3 8
2 4
5 2
4
H5 0 8
6
2
B.P.,°C.
11
11
524
C H 3
8
Ammonia
H N 3
525 526
C ^ N C
3
H
4
527
C ^ g F
528
C HJQ 4
11
11
529
C H^ 8
8
Wt.%A
100
98.7
334
100 100
99 98.8
334 334
100
99.45
334
99.9
97.9
334
99.8
96.4
334
97.6
334
100 100
>99
334
100
>99.9
334
.99.9
334
100
>99.5
334
100
>99.9
334
100
>99.9
334
>99.5 100 100 99.6 99.8 100 100 99.6 Nonazeotrope
334 334 334 334 334
100
99.9
334
100
99.8
334
-21.6 -6.5 5 15 23.5 7.8 37.1 56 72 84.2 95
7.9 11.6 14.5 17.1 19.6 75.2 82 83.7 87.2 89.9 92.7
99.0
v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1
159 159 159 159 159 161 161 161 161 161 161
Nonazeotrope -45 44.3 34 -40.5 56.8 43 59.0 66 60.9 81 62.1 94 63.4 104
v-1 v-1 v-1 v-1 v-1
334 127 127 160 160 160 160 160
M i n . b.p. 98-100%
v-1 v-1
162 162
-33.4
Ethylamine, 0°-30° C. -32 Propadiene 2-Fluoropropene -24 B u t a n e , 300 p . s . i . g . 500 p . s . i . g . 700 p . s . i . g . 900 p . s . i . g . 1100 p . s . i . g . I so-octane, 200-1600 p.s.i.g. " > 1400 p . s . i . g . 11
Ref.
B.P.,°C.
-59.6
E t h a n e , 200 p . s . i . g . " 300 p . s . i . g . 400 p . s . i . g . " 500 p . s . i . g . 600 p . s . i . g . P r o p a n e , 200 p . s . i . g . " 400 p . s . i . g . " 600 p . s . i . g . " 800 p . s . i . g . " 1000 p . s . i . g . " 1200 p . s . i . g .
CjHg
Data
100
Bis( α - methylbenzyl) ether 286.7 Bis(4-methyl-2pentyl) maleate Tridecyl acrylate Bis(methylcyclohexylme thyl) a m i n e ... 2-Ethylhexyl 2ethylhexanoate 280.4 B i s (2 - e t h y l h e x y l ) ether 269.8 Bis(2-ethylhexyl) amine 280.7 3,9-Diethyl-6tridecanol 309 Bis(a - methylbenzyl) ethylenediamine 1,1 - B i s ( 2 - e t h y l h e x y l o x y ) ethane 2-[Bis(2-ethylhexyl) a m i n o ]ethanol Bis(2-ethylhexyl) fumarate Bis(2-ethylhexyl) maleate 2-Ethylhexyl 3(2 - e t h y l h e x y l o x y ) butyrate Decyl ether (isomers) Eicosanol (isomers) Didecylamine (isomers) ... A l l y l 9,10-epoxystearate ... Tetra(2 -ethylbutoxy) silane Tri(2-ethylhexyl) 1,2,4-butane tricarboxylate
Hydrogen Sulfide
HS 523
3
O 0 N 03 0 Si
4 2
2
3 1
Name
SERIES
TABLE
I
BINARY
SYSTEMS
21 Azeotropic
Β-Component No.
A =
Formula
He
530 C H
A=
Methane, 5-170 a t m .
Sulfur Dioxide
0 S 2
Methyl
2
532 A
533
ether
Sulfur
S Se
Selenium
CHC1F
2
Chlorodif luor 0 methane " 4.93 a t m . 2059 m m . Chloromethane, 5380 m m . 1,1 - D i f l u o r o e t h a n e 11
534
535
268.9
...
C H 3 C I
C 2 H 4 F 2
II
60 p . s . i . a . " 112 p . s . i . a . M e t h y l e t h e r , 2340 m m . Hexafluor opr opene, 2059 m m . Heptafluoropropane, 2328 m m . Perfluorocyclobutane, 2059 m m .
536 Czi^O
538
C HF
539
C F
A =
6
3
4
7
8
CC1 F 3
540 541
A=
C H 0 C2H 0 2
688
CC1
C H 4 O
543 544
C HC1 C H N
545
C
546
C H Q
2
2
2
4
542
3
3
H
2
2
C l 2
4
4
CsHp
6
-6.1
-7.1
2
...
17 21
24.9
Carbon Tetrachloride
76.74
20.2 32
64.7 Methanol Trichloroethylene 86.2 A c e t o n i t r i l e , 371.2 m m . ... 1,2 - D i c h l o r o e t h a n e 83.45 A c e t i c a c i d , < 50 m m . ... 90 m m . ... 340 m m . " 530 m m . ... 760 m m . 118.1 " 1080 m m . " 1400 m m . ... Ethyl alcohol 78.3 Acetone, 513.2m m . ... 31.29 300 m m . 450 m m . 41.56 600 m m . 49.36 760 m m . 56.08 Allyl alcohol 97.1 97.2 Propyl alcohol 2 - B u t a n o n e , 342 m m . ... It 79.6 11
11
11
551
C H
3
Cftf)
552 C ^ g C ^ 553 C H O 554 C H 0 555 CgHg
556
4
1 0
5
4
C 7 H 8
6
282 260 260 260 260 281 281 282
...
11
549 550
v- 1
25.0 -30.5 0.00 24.90 40.08 4.44 25 0
.. .
33.5
11
CjjHgO
102
86 261 346
11
548
165
25 -41.4 0.00 2.1 Nonazeotrope
-40.8 0.04
11
547
v- 1
65
Compound formation
Trichlorofluorom ethane
Acetaldehyde Methyl formate
4
4
Ref.
444.6
11
3
Nonazeotrope
0
-23.6
II
C F
Wt.%A
-10
II
537
B.P.,°C.
Dichlorodifluoromethane -29.8
C C I 2 F 2
=
B.P.,°C.
Helium 4
531 C Hf> A=
Name
Data
2
E t h y l acetate η-Butyl alcohol 2"-Furaldehyde Benzene " 40° C . " 760 m m . " >1800 m m . Toluene
76.7 117.75 162 80.1
...
80.1
...
110.7
0.00
78 77.55 73.80 71.22 69.31 76.2 74 90 46.3
v - -1
86.5
261
Nonazeotrope
15.6 20
346
102 102
55 82
Ideal system 84.5 45 80 75.5 Nonazeotrope 18.7 99.28 99.42 51.5 99 64.6 98.46 76 97.7 90 97.0 ... 84 65 9 45 9.03 31.22 11.80 41.47 12.48 49.26 12.6' 55.98 88.5 72.3 88.5 72.8 84.3 50.0 73.7 81.6 57 74.8 97.6 76.55 Nonazeotrope M i n . b.p. 98 Nonazeotrope Nonazeotrope M i n . b.p. . .. Nonazeotrope
346
v --1 V " -1 v --1
V V V V V V
V V
-1 -1 -1 -1 -1 -1
-1 -1
V
-1 -1 -1 -1 -1
V
-1
V V V V
245 184 22 197 132 132 132 132 132 132 132 136 23 10 10 10 10 334 334 108 108, 184 334 136 349 245 107 107 107 245, 309
22
ADVANCES
IN C H E M I S T R Y
Β-Component No.
Formula CS CH I
Carbon Disulfide Iodometfrane 1,1 - D i c h l o r o e t h a n e 1-Chloropropane E t h y l acetate Ethyl ether
2
557 558 559 560 561
3
C 2 H 4 C I 2
C H CI 3
7
C H 0 C HidO 4
8
2
4
C H C 1 F
2
562
C
563
C 2 H 2 C I 2 F 2
564
C F
565 566
C 1 F
2
3
C
3
C
3
F
H
Name
5
6
8
8
Chlorodifluoromethane Chloropentafluor 0 ethane l,2-Dichloro-l,2difluoroethane, 755 m m . Hexafluor opropene, 2059 m m . Perfluoropropane, 6.064 a t m . P r o p a n e , 86.2p . s . i . a . 6.002 a t m . Perfluorocyclobutane, 2059 m m . t !
567
C H C 1
568
569 570
C
C l 2 F
2
C H C 1
3
CH 0
2
2
4
Chloroform Formic acid Methanol 400 m m . 500 m m . 600 m m . Tetrachloroethylene Acetonitrile Acetic acid Ethyl alcohol, 20 p . s . i . g . A c e t o n e , 101 m m . " 129 m m . 202 m m . 250 m m . 308 m m . " 455 m m . " 546 m m . Methyl acetate
CH 0 4
11
11
11
571 572 573 5-74 575
C 2 C I 4
C H N 2
3
C H 02 2
4
C H 0 3
Azeotropic Data B.P.,°C. 46.2 42.55 57.2 46.6 76.7 34.6
6
11
fl
C H<0
577 578 579
C Hg02
3
41.2 46 45.2 46.1 34.4
2
Wt.%A
18.6 94 55 97 1
Ref.
v - -1
116 334 334 334 334
- 4 0 . 8 (-17.1V2059 mm.) -38.5
-45.6
48.7
15
29.8
-41.4
87.6
96
-6.1
-17.3
69.7
346
12.5
0 0 0
46 68 68.3
261 280 261
.. .
8.6
21.0
61.2 100.75 64.7
...
... ...
121.1 81.6 118.1 101.7
... ...
11
576
B.P.,°C.
Nonazeotrope
Dichlorofluoro7.63/723 m m . methane 1,2-Dichloro-l,1,2,2tetrafluoroe thane, 0.00 2.22 723 m m .
F
2
SERIES
... ... .. .
57.1
...
25
. .. . ..
88.9 36.3 88.4 41.6 46.2 87.9 Nonazeotrope Nonazeotrope Nonazeotrope 82 15 20 30 35 40 50 55 64.74
346
89 74.3 75.0 76.1 76.3 76.7 77.1 77.3 64.35
261
V
-1 -1 -1 -1 -1 -1
V
-1
56 31 233 233 233 64 334 56
-1
335 286 286 286 286 286 286 286 31,
V V V V V
V
1
Ethyl formate 2 -Bromopropane 2-Butanone
3
C H Br C HeO 3
7
4
C HeO 4
580 581 582 583 584
C 4 H 8 O 2
C H 4
C H 6
C
6
H
1 0
O
1 2
0
1 2 ° 2
C9H O 10
2
C H 2 C l B r
585
CH2CI2 C H 2 C I 2
586
C
6
H
14
2-Butanone Isopropyl formate Ethyl ether 4 - M e t h y l - 2 -pentanone Butyl acetate Ethyl benzoate
54.1 59.35 79.6 79.6 68.8 34.5 115.9 126.2 213.3
Bromochloromethane Dichloromethane
69 40.7
Dichloromethane 2,2- D i m e thylbutane, 742 m m .
40.0 49.74
87 62.7 62.2 65 Nonazeotrope 17 79.9 70 13 Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope
Nonazeotrope
35.6
53 v o l .
qc;
195, 252 195, 252 V -1 183, 184 334 195 177 V -1 V -1 157 V -1 63 334
96
235
TABLE
I
BINARY
SYSTEMS
23 Azeotropic Data
B-Component No.
A = 587 588
Formula
CH2O2 C2H4O2 C H NO 3
7
Name
Formic Acid Acetic acid N,N -Dimethylf amide 11
11
589
" Pyridine
C 5 H 5 N
CH Cl Si 3
590
3
C H SiCl 3
9
CH3NO2
B.P.,°C.
100 m m . 200 m m . 760 m m .
Nitromethane
C C C C C
Butyl alcohol sec-Butyl alcohol tert-Butyl alcohol Isobutyl alcohol Benzene Cyclohexane
A =
e
3
e
4
4
4
4
6
H H H H H6
1 0
1 0
1 0
l 0
C6 !2 H
CH 603 604
A =
O O O O
153.0
153.2 158.8 98.5 117.0 158.8 107.43
90'
107.9 153 115.5
Chlorotrimethylsilane
597 598 599 600 601 602
3
Nonazeotrope
Trichloromethylsilane
Methanol Acetonitrile, 60° C . Ethyl alcohol Acetone, 45° C . Isopropyl alcohol Propyl alcohol
3
178.1
CH 0 C C1 F
607
C2H2CI2
608
C2H2CI2
609 610 611
C2H Cl2
612 613 614 615
C C C C
616
2
3
3
4
C H 0 C H 0
C
2
4
2
4
3
179
64.51
.. .
78.32
.. .
82.40 97.25 97.15 117.73 99.53 82.41 107.89 80.1 80.75
64.33 12.2 Nonazeotrope 76.05 29.0 Nonazeotrope 79.33 27.6 Nonazeotrope 89.09 48.4 97.99 71.4 91.14 45.8 80.04 21.2 94.46 57.6 12.7 69.5 26.5
v-1 v-1
55 22 55 22 55 135 55 55 55 55 55 343 343
v-1 v-1
268 268
v-1 v-1 v-1
2
H60 H60 H N H 0 3
6
3 6°2 H
C H NO C H NO 3
7
3
7
Nonazeotrope Nonazeotrope
V.p. curve, azeotrope
302
non
64.7
1,1,2 - T r i c h l o r o t r i fluoroethane cis-l,2-Dichloroethylene trans -1,2 - D i c h l o r o ethylene 1,2 - D i c h l o r o e t h a n e Acetaldehyde Acetic acid
47.5
39.9
6
60.3
51.5
15.1
48.3 83.5 20.2 118.1
9.02 41.9 35 59.5 Nonazeotrope Nonazeotrope
-1
V
-1
V V
-1 -1
47 14.8
V
-1
56.1 108 132 150 57.1
Nonazeotrope 32 102 124 46 140 56 17.7 53.9
V
-1
107 132 149 131.18 120.25
29 99 34.6 120 40.4 135 Nonazeotrope Nonazeotrope
it " " " Methyl
4.4 a t m . " 7.8 a t m . " 11.2 a t m . 1 -Nitropropane 2 -Nitropropane
V
-1 -1
Nonazeotrope
4.56 a t m . 7.82 a t m . 11.6 a t m . acetate
335
V
Ethyl alcohol 78.3 Methyl ether -23.65 A c r y l o n i t r i l e , 1 7 5 m m . 37 A c e t o n e , 752 m m . ...
11
617 618
non
Dichloromethylsilane
Methanol
4
606
3
61.4
101.2
Chlorotrimethyl silane, 30°-40°
2
v-1 v-1 v-1 v-1
295 210 210 210 210 360
1.2
V.p. curves, azeotrope
...
Ethane Propane
3
2
56
Methane
4
C2H.6 C H8
CH^ljSi
A =
v-1
orm-
CH 0 C H N CaHgO CaHgO C H O C H O 2
Ref.
100.75
591 592 593 594 595 596
4
B.P.,°C. W t . % A
.. .
29 55.07
V
5 5 335 171 205, 285 7, 6 8 130 335 7, 130 192 335 335 335 31, 58 335 335 335 55 55
ADVANCES
IN
B-Component No.
Formula
CH 0
Name
B.P.,°C.
2 -Methoxyethanol 752 m m . 800 m m . T r i m e t h y l borate 60 p . s . i . g . " 30 p . s . i . g . 200 m m . V i n y l acetate
C3H9BO3
11
11
621 622 623 624
C H60 4
2
M
C H80
2 -Butanone Butyraldehyde Τ e t r a h yd r o fu r a n , 740 m m . E t h y l acetate, 40°-60°
4
C4H8O C HeO 4
625
626 627
11
C H 4
O
1 0
628 629 630 631 632
C
633
C HeO
4
H
Methyl propionate Butyl alcohol, crit. region
N
n
D i e t h y l a m i n e , 740 m m . Isoprene 3 - M e t h y l -1,2 -butadiene çis -1,3 -Pentadiene trans -1.3- Pentadiene
^ H g
C5H3
M
634 635 636 637
1,3-Butadienyl methyl ether 3-Methyl-1-butene 2 - M e t h y l -1 -butene 2 - M e t h y l - 2 - butene 1 -Pentene
5
^5 10 5 10 5 10 H
C
H
C
H
638 639 640 641
CsH C H C H
642 643 644 645
^-5 12 C H 0 C H 0 C H
5
5
C
1 0
1 0
1 0
O O
2
5 12 H
π
H
5
1
2
5
1
2
6
6
çis-2 -Pentene 2-Pentanone Isopropyl acetate 2 -Methylbutane
2
Pentane A m y l alcohol 2,2 - D i m e t h o x y p r o p a n e Benzene
...
11
11
646 647 648 649
QHgO
650
C6 12
651 652 653 654 655 656
^6^12
CÔH
1 0
^6 10 6 10 Η
C
H
H
Q H 1 2 O
C H 6
l z
O
C6H14
CeHi4
6δ!θ
.. . ... ...
72.7 72.6 79.6 74.8
65
76.7 79.7 117.75 54.7 34.3 40.8 44.0 42.0
90.7 21.2 32 37.7 29.92 30.1 37.1 102.2 88.7 27.6
...
36.15 137.8 80 80.1
108 64.7 p.s.i.a. 128 112.7 p.s.i.a. 141 159.7 p.s.i.a. 152 " 209.7 p . s . i . a . 161 259.7 p . s . i . a . 93.3 2,5 - D i m e t h y l f u r a n 72.9 1,3-Hexadiene 82 2,4-Hexadiene 3-Methyl-l,377 pentadiene C y c l o h e x a n e , <760 m m . " <760 m m . ... " <760 m m . ... " <760 m m . ... 66.4 cis-3-Hexene 94.2 Butyl vinyl ether 116.2 4 - M e t h y l - 2 -pentanone 49.74 2,2 - D i m e t h y l b u t a n e 60.27 2 -Methylpentane 3 -Methylpentane 63.28 " "
B.P.,°C.
Wt.%A
Ref.
64.7
11
620
SERIES
Azeotropic Data
Methanol (continued)
4
619
CHEMISTRY
Nonazeotrope Nonazeotrope 54.0 27 100 33 84 29 22 25 58.8 36.6 59.05 36.6 70 64.5 Nonazeotrope
v-1 335 v-1 335 115, 335 335 335 335 335 96 135 v-1 37
59.1 31.1 % alcohol i n creases with pressure 62.1 48.6 62.0 50
v-1 v-1
Nonazeotrope
v-1
66.2 29.57 34.7 38.1 36.5 36.5
335 84
40 5.2 8.5 16 v o l . % 15 v o l . % 12.9 v-1
62 57.5 v-1 17.9 4.28 v-1 27.4 8.1 11.2 33.1 v-1 13 v o l . % 26.4 8.92 v-1 26.3 31.8 7 vol. % Nonazeotrope v-1 70.2 64.0 24.62 4 24.2 6.98 v-1 7 30.85 v-1 Nonazeotrope 61-62 45 58 38 v-1 1
102 123 138 148 159 61.5 <58 -58
49 54 58 62 65 51 -40 -40
115 228
v-1 v-1 v-1 v-1 v-1
-58 -40 27.5 34 30 32.6 31.6 38 42 26.8 26 v o l . % 49.6 52 62 Nonazeotrope v-1 17 v o l . % 39.6 21 v o l . % 45.6 47.1 20 v o l . %
75, 135 335 324 324 291 291 249 335 249 249 249 291 249 291 135 335 324 249 324 135 201 182, 9 7^
ΔΙΌ 2 27 75 5 275 275 275 335 80 80 80 317 317 317 317 291 335 135 291 291 291
TABLE
I
BINARY
SYSTEMS
25
B-Component Formula
No.
CH 0
Methanol (continued) Hexane
4
657
6 14
C
H
658 659 660 661 662
C H
663
°7 16
6
1 4
It
Butyl ethyl ether 1,1 - D i m e t h o x y b u t a n e 2,2- Dimethoxybutane Toluene trans -1,3 -Dimethyl cyclopentane Heptane 406 m m . 2-Methylhexane 3-Methylhexane 2,2,3 - T r i m e t h y l b u t a n e ρ-Xylene 2"-Ethyl-2-hexenal Octane 406 m m . 2,6-Dimethyl-4heptanone N o n a n e , 406 m m .
0
6 14°2 6 14°2
C
H
C
Name
H
°7 14 Η
Η
Azeotropic B.P.,°C.
7 7 7 Q Ce
C
H
C
H
C
H
H
C
16 16 16 10 H 0 1 4
8 18 H
11
670 671
C H 9
1
8
0
C9H20
672
C
673
C
674
C H
675
C4H10
676
CH N C H 4
6
677
C H
8
II
D e c a n e , 406 m m .
10 22 H
n
H
2
II
U n d e c a n e , 406 m m .
4
CH S
Methanethiol 2-Methylpropene, 95 p . s . i . a . 2-Methylpropane
4
4
8
Methylamine Butadiene " 5 atm. 20 a t m . 1 - Butene " 5 atm. " 20 a t m .
5
90.77 98.4 9θ!θ5 91.85 80.88 138.35 176 125.75
...
169.4
...
150.7
...
171.8
...
26.4 49.5 50.57 28 56 62.6 Nonazeotrope 64.5 81.5 70.8 63.6 57.3 45 v o l . 58.8 46.1 43.83 44 v o l . 57.1 44 v o l . 57.6 38 v o l . 54.1 64.0 5 Nonazeotrope 67.5 62.75 47.65
C C1F
Chloropentafluoroethane 1,1 - D i f l u o r o e t h a n e
2
678
C2H4F2 C2Cl2F
679
4
C4H10 C2G13F3
680
C2C14F2
681 C2C1 682 683 684 685
686 687 688 689 690
4
C2H3CI3 CaHgO
C3H3O C4H10O C2HCI3 C2H4CI2 C2H4O2 C3H6CI2 C.HgO C He0 4
2
Ref.
v-1 %
175 324 335 334 201 202 291 174 366 291 291 291 84 334 174 366
% % %
-
Nonazeotrope 48.93 83.4 64.1 Nonazeotrope Nonazeotrope Nonazeotrope
-
v-1
334 366 174 366 249 366
6.00
...
-11.70
53 -13.00
19.5 4.9
145 21
-6
.. .
20 20 20 20 20 20
58 74 96 50 64 74
11
4
Wt.%A
64.7 68.95 68.95 92.2 114 106-7 110.7
11
664 665 666 667 668 669
B.P.,°C.
Data
... -38.5 -24.7
-41.3
1,2-Dichlorotetrafluoroethane Butane
-0.5
-2.2
1,1,2-Trichlorotri-
47.5
fluoroethane 1,1,2,2 - T e t r a c h l o r o difluoroethane Ethyl alcohol
92.4 78.3
83.8
198
59
102
Nonazeotrope 96.2 43.8
Tetrachloroethylene 1,1,2 - T r i c h l o r o e t h a n e Acetone Isopropyl alcohol Butyl alcohol
121.1 113.65 56.1 82.3 117.7
112.9 26 Nonazeotrope 19 81.7 110 68
Trichloroethylene 1,2 - D i c h l o r o e t h a n e Acetic acid 1,2 - D i c h l o r o p r o p a n e 2-Butanone Ethyl acetate, 700-760 m m .
86.2 83.45 117.9 96.3 79.6
39 82.2 Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope
96, 334 335
v-1
197 64 334 334
197 334 334 184 v-1
274
26
ADVANCES
IN
B-Component Formula
No.
C H C H 2
691
2
Name
11
692
C H 2
" Ethane
6
B.P.,°C. -84 103.7
Crit. press. - 3 5 ° , 0 ° , 40° F .
.. .
-88.3
Crit. press -35°, 0°, 4 0 ° F . Propyne, -50° to 35° C .
C H 3
4
C ^ C l , 694 695 696 697 698 699 700 701
CaHgO CaHgO C3IÎ5O2
^3Ηβ0 C HeO
2
4
C
H
6
1
4
0
C H2C1 2
702 703 704 705 706 707 708 709
2
CsHgO C 3 H 6 O
C
H g 0
3
2
C HeO C HeO 4
4
C
H
6
1
0
4
C H C1 C H C1 2
710 711
çis-1,2-Dichlor 0 ethylene Ethyl alcohol Acetone Ethyl formate M e t h y l acetate Methylal 2 -Butanone Tetrahydrofuran Isopropyl ether
3
2
4
2
C H C1 C H C1
.. .
Nonazeotrope
v-1 v-1
293 293 137 293 293 137 28
Calculated 61.9 73 Nonazeotrope 61.7 73 Nonazeotrope Nonazeotrope 69.8 44.5 Nonazeotrope
v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1
5 5 5 5 103 5 103 103
Calculated Nonazeotrope Nonazeotrope Nonazeotrope 48.6 79.3 Nonazeotrope Nonazeotrope Nonazeotrope
v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1
5 5 5 5 103 5 103 103
18 19 v-1 '. ! !
78.3 56.4 54.0 57.2 42.6 79.6 66.1 68.0
trans - 1 , 2 - D i c h l o r 0 ethylene Ethyl alcohol Acetone Ethyl formate M e t h y l acetate Methylal 2-Butanone Tetrahydrofuran Isopropyl ether
78.3 56.4 54.0 57.2 42.6 79.6 66.1 68.0
Vinyl Chloride 1,2 - D i c h l o r o e t h a n e Acetone
83.5 56.1
Nonazeotrope Nonazeotrope
334 334
74.1 113.9 57.4
Nonazeotrope Nonazeotrope
96 96
48.35
13.4
C 2 H 4 C I 2
C H F 0 CgHgO
2,2,2-Trifluoroethanol Ethyl alcohol
...
714
Acetonitrile 715 716 717 718
C^H^Cla C H3N CaHgO C H NO
81.55 83.15 77.1
3
2
3
3
2
719 720 721 722 723 724 725 726
3
3
7
5 12 C6H C H N
C
H
6
6
7
7 16 Q 18 CÇHJJO C
H
H
Qo 22 C H H
n
2
2
C H 2
4
2
4
8 10 CeHio C
H
Ethylene
4
78 .*3
... 153
.. .
65
...
134 98.4 125.75 150.7 173.3 195.4
2
1,2 -Dibromoethane m-Xylene £-Xylene
81.75
226
57.65
-79.1 49 Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope 58 13 45 30.7 Nonazeotrope 69.55 76.7 79.82 81.45 Nonazeotrope
v-1 v-1
v-1 v-1
267 334 25 334 334 334 22 247 368 368 368 368 368
•103.7
Ethane, -35°, 0°, 40° F . -88.3 " 0°, -40°, -100° F . ...
6
C H Br 728 729
1,2 - D i c h l o r o e t h a n e Acrylonitrile Acetone, 45° C . Ν, Ν - D i m e t h y l f o r m amide " 100-500 m m . Pentane, 24 p . s . i . g . Benzene, 278 m m . 2-Picoline Heptane Octane Nonane Decane Undecane
3
C H 72 7
3
3
39* 44
60.3
1,1,1-Trichloroethane 1,1,2 - T r i c h l o r o e t h a n e 1,1 - D i c h l o r o e t h a n e
2
712 713
Ref.
B.P.,°C. W t . % A
11
693
SERIES
Azeotropic Data
Acetylene Ethylene
2
4
CHEMISTRY
131.5 139 138.4
...
...
Nonazeotrope
Nonazeotrope 131.0 94
v-1 v-1
137 129
113 113
TABLE
I
BINARY
SYSTEMS
27 Azeotropic
B-Component Formula
No.
730 731 732 733 734 735
C2H4CI2 C3IÏ6CI2 CaHeO
C4H8CI2O C H C6H C H 6
6
7
1
1 2
6
C2IÎ4O 736 737
C H C1 C H
738 739 740 741 742
C^HgOz
743
2
5
3
C4H8O C4H
1 0
C H
1
6
0
4
Name
1,2-Dichloroethane
Acetaldehyde Chloroethane Propylene oxide, 35 p . s . i . g . V i n y l acetate Ethyl vinyl ether Butane Ethyl ether Isopropyl ether
Ethylene Oxide
C2H4O2
Acetic A c i d
C H Q
745 746
C H
747 748 749 750
C H60
751
C H
752
C H N
2
6
3
3
2
e
4
3
C4H3O2 C4H3O2 C H9NO 4
4
5
l
6
0
5
H
760 761
C H
Nonazeotrope 119.4 79.5 Nonazeotrope
Pyridine
115.5 345 88.7 36.15 134 68.7 68.60 68.3 143.41 144
II
II
762 763 764 765
CçHi 2
Cumene Nonane
152.8 150.2 150.2
^10 16
C a m p h e n e , 100 m m . Decane
0
H
C9H20 H
C H 2 1 0
2
II
769
CiiH
2 4
C 1 2 H 2 0 O 2
C12H26 C2H5CI C4H10
Undecane II
Isobornyl Dodecane
.. .
173.3 173.3
II
767 768
165 117.1
98.25
Heptane
II
766
76.7
143.6 125.75
1
8 18
334
22
139.9
o-Xylene Octane
8
C
-6.5
Acetic anhydride £-Dioxane Ethyl acetate N,N-Dimethylacetamide Butyl alcohol
II
7 16
10.5
v-1 v-1
C
9
334 96 334 334 243 334
Ideal s y s t e m Nonazeotrope
759
4
6
Nonazeotrope Nonazeotrope Nonazeotrope -7 16 18.9 76.5 Nonazeotrope
140.7 97.25
Isopropyl ether 2,6-Lutidine
7
6
96
Propionic acid Propyl alcohol
C Hi 0 ^ Η
6
73 72.5 35.5 -0.5 34.5 68.3
9.5
11
v-1
757 758
C H N
12.3
Nonazeotrope
C Hu
C5H12
334 334 334 235 235 235
118.1
alcohol
Crit. press. Isopropyl acetate Pentane 2-Picoline Hexane
C 5 H 1 0 O 2
Nonazeotrope 72.7 60.8 Nonazeotrope 80.1 15 v o l . % 74.7 38 v o l . % 73.7 35 v o l . %
78.3
Ethyl
11
753 754 755 756
Ref.
Wt.%A
20.2
-0.5
Butane
B.P.,°C.
83.65
96.3 1,2 - D i c h l o r o p r o p a n e 82.3 Isopropyl alcohol B i s (2 - c h l o r o e thyl) e ther 1 7 9 . 2 80.1 Benzene Cyclohexane 80.75 80.8 2,4- Dimethylpentane
C2H4O C4H10
744
B.P.,°C.
Data
acetate
Chloroethane η-Butane " 738.6 m m .
194*5 194.5 225.8 216
205, 285 48 205, 285 334 180 334
295 205, 285 373 138.1 51.1 323 348 20.2 Nonazeotrope 334 Nonazeotrope 187 144.12 40.4 369 334 Nonazeotrope 187, 189 68.25 6.0 334 Nonazeotrope v-1 358 147.28 24 364 148.1 22.9 370 162.3 19.5 187, 189, 91.72°33 355, 373 372 116.6 78 105.7 53.7 v-1 189, 355, 359 76 116 84 112.8 69 187, 189, 355 324 113.25 69.6 v-1 294 60.6 90 116.75 79.5 187, 189, 355 324 117.2 79 v-1 358 116.10 87 117.72 95 187, 189, 355 324 117.17 78 v-1 294 Ideal system Nonazeotrope 187 170.8 120.3
21.1 43
v-1
12.4 -0.5 -0.5
-1.4
15.6 20.2
v-1
255 263
ADVANCES
28
IN
Azeotropic
B-Component No.
A =
Formula
C H C10 2
770
5
C ^ C I O
7 7 1 C4H8CI2O
Name
B.P.,°C.
2-Chloroethanol
7 7 2 C4H8O2 773
2-Chloroethyl vinyl ether, 120 m m . Bis(2 -chloroethyDether, 50 m m . 96 179.2 £-Dioxane 101.3
A =
C2H5NO 11 10
Acetamide
C2H5N02
Nitroethane
C
H
774 775 776 777 778 779 780
C HeO C HeO C4H10C C H p C H p C H O
781
C Fi
782
C HeO CaHgO
A =
3
3
4
1 (
4
1 (
4
l 0
Ethyl alcohol Isopropyl alcohol Propyl alcohol Butyl alcohol sec-Butyl alcohol tert-Butyl alcohol Isobutyl alcohol
2
Ethyl Alcohol
C3H7NO2 C3H7NO2 CsHeO C H O
1-Nitropropane 2-Nitropropane Isopropyl alcohol 2 -Butanone
787 788 789
C H 0 C H 0 C H 0
Butyraldehyde Ethyl vinyl ether £-Dioxane, 200 m m . 400 m m , 600 m m . 760 m m . E t h y l acetate, 40°-60° C.
e
8
4
8
4
8
2
It
11
11
11
790
C H 0 4
8
2
" "
791 792 793 794 795 796 797 798 799 800 801 802 803 804
QHKP C4HKP C4H10O2 C4H11N Q H 1 1 N
C5HA C5H10 CSHKP C5H10O C5H10O CAP CsH 0 C Hi 02 12
5
241.1
114.07 78.32 82.40 97.15 117.75 99.53 82.41 107.89
55.62
14
341 334 334 334
Nonazeotrope Nonazeotrope Nonazeotrope
... 78.03 81.82 94.49 107.94 97.16 82.22 102.68
55
98
12.6 10.6 31.8 58.6 27.6 4.5 40.8
55 55 55 55 55 55 55
2
77.4 m m . 760 m m .
131.18 120.25 82.3 79.6 79.6 75.7 35.5
.. . ... ... ... ... ...
II 77.05 117.75 Butyl alcohol sec-Butyl alcohol 99.4 134 2-Ethoxyethanol Butylamine 77.8 Diethylamine 55.5 E t h y l a c r y l a t e , 1 0 0 m m .4 4 . 9 31.10 2-Methyl-1-butene Isopropyl vinyl ether, 737 m m . 54.8 102.35 2-Pentanone Propyl vinyl ether 65.1 A m y l alcohol 137.8 Butyl methyl ether 70.3 80 2,2 - D i m e t h o x y p r o p a n e Benzene, 310 m m . ... 180 m m . 400 m m . ... 168.4 m m . ... 233.5 m m . " 336.4 m m . ... " 584 m m . ... 209 m m . 80.1 760 m m . 11
11
11
11
11
11
Nonazeotrope
v-1
155
Nonazeotrope
v-1
7, 134 55 55 116 134 334 335 334 124 124 124 124 228
78.3 56.4
Acetone
783 784 785 786
4
Ref.
B.P.,°C. W t . % A
222
P e rfluo roheptane, crit. region
6
2
4
Data
Ethane
C H6 7
2 -Methylnaphthalene
SERIES
128.7
11
A =
CHEMISTRY
Nonazeotrope 78.28 93.6 v-1 Nonazeotrope v-1 74.0 39 74.8 34 70.7 60.6 Nonazeotrope v-1 46.4 68 62.4 82 72.19 88 78.25 >98 % A l e . increases v-1 with press. 15.95 ... 30.97 72.18 25.8 Nonazeotrope v-1 Nonazeotrope v-1 v-1 Nonazeotrope 82.2 49 . Nonazeotrope 32 54.4 30.1 22 v o l . % 52.6 78 93.3 60 18.4 Nonazeotrope 65.5 20 Min. b.p. 45 26.2 32.5 23.2 51.2 28.1 29.97 21.33 38.37 23.72 47.15 26.32 61.06 30.35 35.0 24.3 67.9 31.7
v-1 v-1
v-1 v-1 v-1 v-1
v-1
117 117 228 134 134 335 335 334 335 291 334 134 334 134 334 201 22 240 240 328 328 328 328 256 191, 344
TABLE
I
BINARY
SYSTEMS
29 Azeotropic
B-Component Formula
No.
C H 0 2
804
805 806 807 808 809 810
6
C H6 6
C H N C Hio 6
7
6
CÔHIO
C Hio QHio 6
6
C
1 2
H
Name
B.P.,°C.
Ethyl Alcohol (continued) B e n z e n e (continued) " 5570 m m . " 11,720 m m . " 19,160 m m . Aniline 1,3-Hexadiene 2,4-Hexadiene 3 -Methylcyclopentene 3-Methyl-l,3pentadiene C y c l o h e x a n e , 296 m m . 420 m m . 643 m m . " 760 m m . " 760 m m . 2-Ethyl-1-butene 1 -Hexene cis-2-Hexene cis- 3-Hexene Methylcyclopentane cis-3-Methyl-2-pentene trans-3-Methyl-2pentene trans-4-Methyl-2pentene Butyl vinyl ether Isobutyl vinyl ether Paraldehyde Hexane " 1545 m m . 2 - Methylpentane Ethyl butyl ether Isopropyl ether 1,2- D i e t h o x y e t h a n e Triethylamine Toluene 11
C H
818
C H
819 820 821 822
C H 0 C H 0
823 824 825 826 827 828
C H
6
1
2
C
6
H i 2
C
6
H i 2
C
6
H i 2
6
C
C C
1 2 H i 2
H
6
6
1 2
H
6
1
6
1 2
6
1 2
l P 3 C Hi C
6
2
H
6
4
6
1
4
QH140 c ^ p C
6
H
C H C H
l P 2
6
1 5
7
8
N
... ... 184.35 72.9 82 64.9 77
.. . •.. 64.95 63.49 68.8 66.4 72.0 70.52 67.6 58.4 94.2 83.4 124.5 68.95
...
60.27 92.2 68.3 121.1 89.7 110.7
327 m m . 800 m m . 1,3-Heptadiene 2,4-Heptadiene 1,1-Dimethylcyclo87.85 pentane cis-1,2 -Dimethyl 99.53 cyclopentane trans -1,2 - D i m e t h y l 91.87 cyclopentane cis -1,3-Dimethyl91.73 cyclopentane trans -1,3 -Dimethyl 90.77 cyclopentane 2 , 3 - D i m e t h y l - 1 - pe nte ne 84.2 103.47 Ethylcyclopentane 1,1,2,2- Te tr amethyl 75.9 cyclopropane 79.20 2,2 - D i m e t h y l p e n t a n e 89.78 2,3 - D i m e t h y l p e n t a n e 80.50 2,4-Dimethylpentane 86.07 3,3- Dimethylpentane 93.47 3 -Ethylpentane 98.4 Heptane 11
... .. . .. .
11
829 830 831
° 7 1 2 C H i 2
832
C
833
°7 14
834
C H 7
1
4
835
C H
1
4
836 837 838
C H C H u C H
839 840 841 842 843 844
Η
7
C H 7
7
1
4
H u Η
7
7
1
4
1
4
7
7
7 16 C H C
H
7
7 7 7 C
C
1
C
H
C
H
7
6
16 16 16 H
H
1
6
11
180
Wt.%A
Ref.
132.9 166.9 191.1
56 69.5 81
M i n . b.p. M i n . b.p. 57.2
... 20 v o l . %
256 256 256 138 80 80 291
M i n . b.p. 41.2 49.3 60.8 64.8 64.9 57.0 56.1 59.5 49.6 60.05 60.4
25.5 27.3 29.8 31.3 40 23 v o l . 22 v o l . 22 v o l . 26 v o l . 22.7 24 v o l .
B.P.,°C.
78.3
11
811 812 813 814 815 816 817
Data
mm.
...
.. .
58.8
v-1
% % % % v-1 %
20 v o l . %
80 316 316 316 316 147 291 291 291 291 304 291 291
15 v o l . % 291 52.6 335 48 73 33 335 69.2 Nonazeotrope 334 20.8 v-1 304 58 26.3 v o l . % 251 2 91 12 v o l . % 53.1 73.8 49.3 335 17.1 335 64 Nonazeotrope 334 76.9 51 335 66.7 v - 1 138, 76.5 191 117 76.2 117 81.6 80 M i n . b.p. M i n . b.p. 80
•. .
.. .
68.0
3 7 vol. %
291
72.1
46 v o l . %
291
69.6
39 v o l . %
2-91
69.5
38 v o l . %
291
69.1 67.1 73.1
37 v o l . % 35 v o l . % 48 v o l . %
291 291 291
62.6 63.9 68.6 64.6 67.1 70 72
30 25 34 29 38 38 48
37.5
43
vol. vol. vol. vol. vol. vol.
% % % % % % v-1 239, v-1
291 291 291 291 291 291 138, 335 158
ADVANCES
30
IN
B-Component No.
844
Formula
Name
Ethyl Alcohol (continued) C
7 16
11
11
845 846 847
^7 16 °7 16 C8 16 H
Η
H
848
C
8 16
849
C
8 16
850
H
H
C8 16 H
851
C
8 16
852
C
8 16
853
C
8 16
854
C
8 16
855 856 857 858 859 860 861
C C C C C C C
1
8
1
8
862
C Hi
8
863
C
864
C Hi
865 866
CeHieO
H
H
H
H
8 8
8
8
8
8
8
H H H Hi H H H
1 8 1
8
1
8
1
8
8
8
8 18 H
8
C
8
8 18°2 H
C H60S 2
867
C H6
C H 0
2
C H 0
3
869
3
6
4
Dimethylsulf oxide Benzene,
6
2
868
C ^ C i p
25°-70°
Ethylene G l y c o l
872
C He02 C H30 4
4
carbonate, 10 m m . " 25 m m . " 50 m m . " 72 m m . Bis(2-chloroethyl) ether, 50 m m .
3
C5H12O3
2 -Vinyloxyethanol Ethylene glycol monoacetate " 150 m m . 2 -(2 -Methoxyethoxy) ethanol 50 m m . " 200 m m . Aniline, 37.1 m m . " 104.7 m m . " 257.9 m m . 11
873
C H N 6
7
B.P.,°C.
B.P.,°C.
Data
Wt.%A
Ref.
78.3
. ·. ...
90.05 91.85
54.5 71.0 68.7 69.3
43 45 36 v o l . 36 v o l .
119.54
76.2
65 v o l . %
291
124.32
76.9
70 v o l . %
291
124.45
76.9
70 v o l . %
291
119.35
76.2
64 v o l . %
291
121.52
76.5
66 v o l . %
291
117.5
75.9
62 v o l . %
291
109.29
74.3
52 v o l . %
291
104.91 106.84 115.61 117.73 117.65 118.93 117.71
73.9 73.6 75.5 75.8 75.8 76.0 75.8
50 46 57 60 59 61 61
% % % % % % %
291 291 291 291 291 291 291
109.84
74.3
53 v o l . %
291
99.24
71.8
40 v o l . %
291
114.76
75.3
56 v o l . %
291
113.47 142.1
57 v o l . % 75.1 Nonazeotrope
291 334
243.1
Nonazeotrope
334
V.p.
164
... ...
vol. vol. vol. vol. vol. vol. vol.
curve
v-1 v-1 % %
158 158 291 291
197.4
Ethylene
It
870 871
Azeotropic
SERIES
Heptane
H
(continued) 400 m m . 750 m m . 2 -Methylhexane 3 -Methylhexane 1,1 - D i m e t h y l c y c l o hexane cis -1,4 - D i m e t h y l cyclohexane trans -1,3 - D i m e t h y l cyclohexane trans -1,4 - D i m e t h y l cyclohexane 1-Ethyl-l-methylcyclopentane l,cis-2,trans-3Trimethylcyclopentane l,trans-2,cis-4Trimethylcyclopentane 2,4,4-Trimethyl2-pentene 2,2- Dimethylhexane 2,3- Dimethylhexane 3,4- D i m e thylhexane 2 -Methylheptane 3 - Methylheptane 4 -Methylheptane 2,2,3-Trimethylpentane 2,2,4-Trimethylpentane 2,3,3-Trimethylpentane 2,3,4-Trimethylpentane Butyl ether 2-Ethyl-l,3hexanediol
CHEMISTRY
... ... 96 178.6 143
.. · ... 194 115 151
... ... ...
88 107 122 163
13.9 7.5 2.6 0
262 262 262 262
92.7 164
... 17.8 13
335 60 94
Nonazeotrope Nonazeotrope
147 147
...
...
114 149 95 120 145
30 4 12 8.75 12.7 16.8
284, 335 335 335 59 v-1 59 v-1 59 v-1
TABLE
I
BINARY
SYSTEMS
31 Azeotropic
B-Component No.
Name
Formula
C2H5O2 874
CgHiP
875
C H 6
Q
1 4
Ethylene G l y c o l (continued) Hexyl alcohol 2 -(2 -Ethoxyethoxy) ethanol
3
" 11
876 877 878 879
B.P.,°C.
Q H e C HaO C HeO C HoN 7
7
7
100 m m . 36 m m .
Toluene Benzyl alcohol o-Cresol Κ -Methylaniline, 31.8 m m . " 95.3 m m . 244 m m . ο-Xylene Ν ,N -Dimethylaniline, 39.3 m m . 115 m m . 293 m m . s-Collidine B u t y l ether 2 - (2 - B u t o x y e thoxy) ethanol 2 -Diisopropylaminoethanol, 10 m m . 50 m m . 100 m m . Phorone Naphthalene 2 -Hexylthioethyl vinyl ether Tripropylene glycol methyl ether
CgH^o C H N 8
n
Nonazeotrope
202.8 137.3 110.6 205.2 191
192 134 108.5 110.1 193.1 189.52
45.5 33 26.6 2.3 56 26
284, 335 335 243 335 60 188
22.9 26.6 30.0 6.9
v-1 v-1 v-1
144*4
95 120 145 135.7
17.6 21.8 26.5 9.7 6.4
v-1 v-1 v-1
171.3 142.1
95 120 145 170.5 139.5
230.6
M i n . b.p.
79 111 127 197.8 217.9
74 104 121 184.5 183.6
11
C H CeH C H
885
C H
8
8
8
n
1 8
1
8
N 0 0
3
NO
1 9
11
11
A =
886 887 888
CoH 0 CioH Cj()H oOS
889
CXQH220
8
2
890
Ci2H
891 892 893
Ci H 0 Ci Hio C H Q
1
2
0
4
O
2 6
4
1 6
3 4
CgH^S
8 9 4 C5H10 895
A =
1 4
C H 5
1
C 5 H 1 0
897
C 5 H 1 2
898 899
C H C H 5
1
2
6
U
C2H6S2 900 C s H ^ 9 0 1 C5H12S 902 C H 903 C H 904 C H 905 CeH 7
8
7
U
7
1
6
1 6
906 C8H 907 Q H
1
A =
1 8
8
C H N 2
Hexyl ether, 50 m m . Anthracene 2-Ethylhexyl ether, 10 m m .
Methyl Sulfide Cyclopentane 2 - M e t h y l - 2 -butene 2 -Methyl -1 -butene 2 -Methylbutane Pentane 2,2- Dimethylbutane
0
896
Phenyl ether, 50 m m .
7
908 C ^ ^ N O
Methyl Disulfide 2 -Methylthiophene Ethyl isopropyl sulfide Toluene Methylcyclohexane Heptane trans-1,3 -Dimethyl cyclohexane 2,3 - Dimethylhexane 2 -Methylheptane
Dimethy lamine 2 - (Dimethylamino) ethanol
334
157.1
11
882 883 884
Ref.
Wt.%A
197.4
11
880 881
B.P.,°C.
Data
59 59 59 188 334, 335 284 335 335 335 59 147
10 15 18 42 46
329
M i n . b.p. 243
îèi'o 259.3 137.0 340 135
192 138.5 111.5 120.4 192.3 112.8 197
59 59 59 335
82 77.2 75.1 62.3 64.5 35.6 98.3
v-1
76 76 76 335 59 335 305 335
87
37.32 87.5 53.6 17.0 25.0 46.6 79.8
70 70 70 70 70 70
111.92 107.22 110.85 101.05 98.40
Nonazeotrope 106.37 108.93 98.92 28.6 26.3 96.44
. .. ...
70 70 70 70 70
120.30 109.15 117.70
107.22 102.84 106.22
73.3 48.2 69.5
70 70 70
49.35 38.60 31.25 27.90 36.15 49.70
37.09 34.83 30.64 26.62 31.80 36.50
109.44
7.4 134.6
Nonazeotrope
334
32
ADVANCES
IN
B-Component No. A=
Formula C H N 2
909 910
A=
C 4 H 1 1 N
C4H11NO2 C2H7NO
911 912
A=
C^O C H
n
4
N 0
C H N C4H8Ô C HKP 2
913 914 915 916 917
8
2
Acetone 2,2»-Iminodiethanol, 10 m m . Ethylenediamine p-Dioxane Butyl alcohol Isobutyl alcohol Benzene Toluene
2
4
C 4 H K P
CÔHÔ C H 8
C3UF 0
A =
Diethylamine 2,2'-Iminodiethanol
2-Aminoethanol
2
7
Name Ethylamine
7
5
CHEMISTRY Azeotropic
B.P.,°C
B.P.,°C.
SERIES
Data
Wt.%A
Ref.
16.6 55.5
Nonazeotrope Nonazeotrope
334 334
Nonazeotrope
334
Nonazeotrope
334
Nonazeotrope 124.7 35.7 120.5 50 Nonazeotrope 104 30.8 103 30
334 335 335 334 76 334
171.0 56.1 150 116.9 101.3 117.7 107.9 80.1 110.7
Pentaf luoropropionic
2
Acid 918
A=
C6F14
P e r f l u o r o h e x a n e , 25° C .
CsHaClFaOj^ 919
C H NO 3
7
C H F 0
A=
3
920
A =
2
4
2
C3H NO 7
. . .
3-Chloro-2,2,3trifluoropropionic A c i d N,N, -Dimethylforma m i d e , 20 m m .
Nonazeotrope
115-120
2,2,3,3-Tetrafluoropropionic A c i d N,N-Dimethylforma m i d e , 20 m m .
v-1
237
...
93
67
93
101-106
...
93
91-4 187
66 ...
93 93
40
C3H3CIF3NO 3-Chloro-2,2,3921
A=
trifluoropropionamide Ν,Ν-Dimethylf o r m a m i d e , 20 m m .
C3H NO 7
C3H3F4NO 922
A=
CjHyNO
C3H3N 923
A =
C H5N
A =
C 3 H 6 C 3 H 8 4
C H C H C3H C H
6
3
928 929 930
A =
3
4
4
6
8
6
C3H4CI4 931
A =
C H C1 5
A =
8
C H 0 C H 3
932
6
4
6
0 3 ^ 0 2
933
C H 0 s
8
.. . 153
Acrylonitrile
77.2
Propadiene
C 3 H 4
C H
propionamide Ν ,N - Dimethylf or m a m i d e , 20 m m . "
Propionitrile
3
C3H4 924 925 926 927
2,2,3,3-Tetrafluoro-
2
4
97.4
Nonazeotrope
334
-32
Propyne Propene Propane 1,3-Butadiene
-23.2 -47.7 -42.1 -4.5
Nonazeotrope Nonazeotrope -42 11.6 v o l . % Nonazeotrope
334 334 334 334
Propyne Propene Propane 1,3-Butadiene
-23.2 -47.7 -42.1 -4.5
Nonazeotrope -42 11.7 v o l . % Nonazeotrope
334 334 334
Nonazeotrope
250
Tetrachloropropane Tetrachloropentane, 12-150 m m . 2-Propyn-l-ol Benzene
115 80.1
Acrylic Acid Ethyl acrylate
141.2 99.3
78
v-1
9
Nonazeotrope
95
334
TABLE
I
BINARY
33
SYSTEMS Azeotropic Data
B-Component No.
A =
Formula
C3H5CI 934
A =
3-Chloropropene 2 -Chloropropane
C^Cl C H C10 3
5
9 3 5 C5H7CIO A = 936 A =
. . .
10
341
Propene Propane, 10°--190°F.
-48 . . .
Nonazeotrope
v - 1 128
Nonazeotrope Nonazeotrope
334 334
6
C^O
939
C H 0
940
CaHgO C H80
3
8
1.2- Dichlor opropane Propylene oxide, 20 p . s . i . g . 1.2- P r o p a n e d i o l
96.3 60 187.3
2
Acetone Isopropyl alcohol
56.5 82.3
Nonazeotrope
•. ·
Nonazeotrope Nonazeotrope
v-1
3
941 C H 0 942 C H 0 943 C ^ C l 4
4
2
4
6
2
Diketene V i n y l acetate 1 - Chlorο - 2- methyl propene 2 -Butanone, 15-500 p.s.i.a.
C HgO 4
CgHgOjj
946 C5H10 947 948
C H C H
949
5
1 0
5
1
C H
6
6
O
2
2
C H
951 952
C H C H
953 954 955 956 957
C C C C C
958 959
C H60 0 ΗβΟ C HaO
960 961 962 963
CsHeOi C H C H C H 0
6
1
2
6
1
2
6
1
2
6
6
6
6
7
H H H H H
1 2
1 2
1
Cyclohexane
0 0
4
1
4
1
6
5
6
1 2
6
1 4
72.7 68
1 4
964
C H50
965
CsHgO
966
C H60 C H O
967 968
C H 0 C H C7H
3
3
A l l y l acetate Cyclohexane Hexane Isopropyl ether
55.6
96.5 29.97 88.7 36.15
... .. .
80.1 80.75 80.75 72.0 52.6 1 11155 . 99 126.2 58.0 68.95 98.4 96.6 82.3
8Ô.*8 68.8 68.3
Propionaldehyde Propylene oxide, 30 p . s . i . g . 2-Methylfuran
48.7
Propylene Oxide Ethyl ether
35 34.5
69 63.7
45, 46 334 334 241
81
Nonazeotrope
67*4
CsHgO
4
2
Methylcyclopentane 1,1,2-Trimethylcyclopropane 4-Methyl-2-pentanone B u t y l acetate 2.3- Dimethylbutane Hexane Heptane A l l y l Alcohol Isopropyl alcohol A l l y l vinyl ether
3
3
6
Isopropenyl acetate 1 - Pentene Isopropyl acetate Pentane " <100 m m . Benzene, 45° C . it
950
A=
83
C H
938
A =
v-1
v - 1 337
2
A=
Nonazeotrope
Ref.
Nonazeotrope
3
C&Cl
A =
W t . % A
116.45 156.85
5
A=
945
45.15 34.9
B.P.,°C.
Epichlorohydrin 1,2,3-Trichloropropane
3
3
944
2-Chloro-2-propen-l-ol 2-Chloroallyl vinyl ether
B.P.,°C.
CsHgClO C H C1
9 3 7 C3H8
A =
Name
v-1
Nonazeotrope 28.9 19 v o l . % Nonazeotrope 32.5 20 Nonazeotrope Nonazeotrope v-1 Nonazeotrope v-1 v-1 53.0 67.5 67 57 42.3 32 v o l . % v-1 Nonazeotrope Nonazeotrope v-1 46.5 256, 49.8 59 89.5
254, 334 147 291 334 131 131 23 36 186 256 256 291 157 63 256 334 256
5 63 58 12.5 Nonazeotrope
172 341 334 1 147 176 334
Nonazeotrope Nonazeotrope
334 270
Nonazeotrope 66.6 95.1 74.0
32.6
10
49.6
v-1
243
1 0
3
6
7
8
1 6
2
1.3- Dioxolane Toluene Heptane
75.6 110.6 98.4
Nonazeotrope 72.3 81
334 334
ADVANCES
34
IN
Azeotropic
B-Component No.
Name
Formula
1,3-Dioxolane (continued)
= 969 970
CgHxgO C H o
Butyl ether Nonane
C H 0
Ethyl Formate
971
C H Br
972 973 974 975 976 977 978 979 980 981 982 983 984 985 986 987 988 989 990
C H Br CsHejO C H C H C H C H CeHg C H C H
=
9
2
3
=
6
3
2
C H 0 3
991 992 993 994 995 996 997 998 999 1000 1001 =
2 -Bromopropane
7
6
3
Methyl Acetate
2
2 -Bromopropane 2-Methylfuran Cyclopentene Cyclopentane 1 -Pentene Pentane Benzene 1,3-Cyclohexadiene Cyclohexene Cyclohexane 2,3-Dimethyl-1-butene 2,3- D i m e t h y l - 2 - butene 3,3-Dimethyl -1 -butene 2-Ethyl-1-butene 1 -Hexene cis-2-Hexene 3 - M e t h y l - 2 -pentene 4 - M e t h y l -1 -pentene trans-4-Methyl 2-pentene Methylcyclopentane 2,2 - D i m e t h y l b u t a n e 2.3- Dimethylbutane Hexane 2-Methylpentane 3 -Methylpentane 2.4- Dimethylpentane Heptane 2-Methylhexane 3 - Methylhexane 2,2,3 - T r i m e thylbutane
7
5
8
5
1
0
5
1
0
5
1
2
6
8
6
1
0
Q 12 C Hi Q H CeHi CéHi Q H C6H Q H Q H i Q H H
6
2
1
2
2
1
2
2
1 2
1
2
1
2
2
C H Q>H C6H 6
1
1 4
1 4
Q>H Q Q H Q H C Hi C H C H H
1
2
1 4
4
1
6
1
6
7
6
7
1
6
7
1
6
C H 0 3
6
1002 1003 1004
C H60 CgHgN
1005 1006 1007
Q H u Q H
4
2
3
C5H11NO 1
C
6
8 18 H
Propionic A c i d Acetic anhydride Pyridine N,N-Dimethylpropionamide Hexane Heptane Octane M
" 1008 1009
C9H20
1010
C n H
= 1011 1012
CioH
Nonane Decane Undecane
2 2
2
4
C H<s0 3
C H 8
3
1
0
C
8 10
C
6 12
H
= 1013
A = 1014
Satd. with N a propionate
Methyl Glycolate Ethylbenzene m-Xylene
s-Trioxane H
C H C10 3
7
CgH^C^O
Cyclohexane
Propylene Chlorohydrin Bisfchloroisopropyl) e t h e r , 100 m m .
CHEMISTRY
] .P.,°C.
B.P.,°C.
SERIES
Data
Wt.%A
Ref.
75.6 .42.1 .50.8
334 334
Nonazeotrope Nonazeotrope
54.1 59.35
53.0
59.4
195,
252
56.95 59.35
.. .
44.4 49.3 30.1 36.08 80.1 80.25 83.1 80.6 55.62 73.38 41.4 64.8 63.58 68.55 70.64 54.0 58.45 71.8 49.65 58.05 68.85 60.2 63.25 80.7 98.45 90.0 91.85 80.9
14.5 55.6 Nonazeotrope 27.7 41.7 37.9 43.2 30.0 3.3 22 34.05 99.7 56.7 98.0 56.7 90.2 56.5 83.0 54.9 42.8 48.95 71.8 55.1 39.9 8.8 60.1 52.8 63.6 52.5 69.8 53.7 73.7 54.45 36.7 48.3 50.0 53.0 43.7 48.0 51.75 49.25 50.05 54.7 56.65 56.0 56.3 55.1
195 270 126 126 126 126 126 126 126 126 126 126 126 126 126 126 126 126
51.3 68.0 38.2 48.25 60.7 51.6 57.4 72.4 96.45 88.6 84.9 74.2
126 126 126 126 126 126 126 126 126 126 126 126
140.7 138 115.5
Nonazeotrope 67.2 148.6
175.5 68.85 98.15 125.12 125.12
...
179.3 23.6 Nonazeotrope 2.0 97.82 24 120.89 24.2 ... 6 .. .
150.67 174.06 193.85
134.27 54 80.5 139.76 Nonazeotrope
151.2 136.15 139
M i n . b.p. M i n . b.p.
...
v-1
v-1 v-1
250 370 295 189 189 189 154 154 189 189 189
52 52
114.5 80.75
M i n . b.p.
52
73/100 121.9
Nonazeotrope
334
TABLE
I
BINARY
SYSTEMS
35 Azeotropic Data
B-Component No. = 1015
Formula
1017
Nonazeotrope
CjH NO
Propionamide D e c a n e , 50 m m . " 100 m m . " 200 m m . " 760 m m . U n d e c a n e , 50 m m . 100 m m . " 200 m m . " 760 m m . D o d e c a n e , 50 m m . 100 m m . " 200 m m . 760 m m .
6
CloH22
C
11
H
24
C
1 2
H
2 6
C H N0 3
= 1025 1026 1027 1028 1029 1030 = 1031 1032 1033
7
2
CaHeO C H p C H p C H p C H p 4
1 (
4
1 (
4
1 (
4
1 (
C H N0 C H 0 CsHeO C H O CiHidO C H O C H p 3
7
3
8
4
l d
4
l d
4
1 {
C H O C Hs0 3
e
4
2
CAO2 C H30 4
2
1034 1035
C He0 QEfeCl
1036 1037 1038 1039 1040
C ^ X Q O
4
2
C H N CsH O C Hi O 4
n
10
5
C
0
6
H
6
2
216
26 26 26 26 26 26 26 26 26 26 26 26
1- Nitropropane Isopropyl alcohol Propyl alcohol Butyl alcohol sec-Butyl alcohol tert-Butyl alcohol Isobutyl alcohol
131.18 82.40 97.15 117.73 99.53 82.41 107.89
Nonazeotrope 8.8 96.95 32.2 115.30 4.1 99.40 Nonazeotrope 15.2 105.28
55 55 55 55 55 55
2- Nitropropane Isopropyl alcohol Propyl alcohol Butyl alcohol sec-Butyl alcohol tert-Butyl alcohol Isobutyl alcohol
120.25 82.40 97.15 117.73 99.53 82.41 107.89
4.2 82.24 24.9 95.97 52.4 111.61 18.0 98.70 Nonazeotrope 33.1 105.28
55 55 55 55 55 55
11
11
11
11
11
C C C C C
H Hio Hio H O H
6
1 0
6
1 0
6
1 2
6
6
11
11
1046 1047
C H 0 C HisN 6
6
1 2
... 173*3
•·m
... •·. 194.5 ...
Isopropyl Alcohol 82.3 72.7 V i n y l acetate p-Dioxane E t h y l acetate 77*05 " 40°-60° C . Methyl propionate *79*6 1- C h l o r o - 2 - m e t h y l propane 68.9 Ethyl ether 34.6 Butylamine 77.8 Isopropyl vinyl ether 2- Pentanone 102.35 B e n z e n e , 155 m m . " 243 m m . 509 m m . 607 m m . " 760 m m . " 196 m m . 512 m m . 4920 m m . 10,180 m m . 15,380 m m . 1.3- Hexadiene 72.9 2.4- Hexadiene 82 3 - M e t h y l - 1 , 3 - p e n t a d i e n e 77 M e s i t y l oxide 128 C y c l o h e x a n e , 129 m m . 270 m m . " 434 m m . 549 m m . " 760 m m . 4- Methyl-2-pentanone 115.9 Diisopropylamine 84.1 11
1041 1042 1043 1044 1045
222 3 5 7.5 11.8 15 16 17.3 21 26 26 26 31.6
11
C 3 H 8 O
52
88 106 126 168 105 123 142 183 115 132 152 193
11
1019 1020 1021 1022 1023 1024
Ref.
B.P.,°C. W t . % A
N,N-Dimethylformamide 153 Benzene 80.1
6
11
1018
B.P.,°C.
CjHyNO C H 7
1016
Name
70.8
... 75.9 77"
22.4 2. 5. ·
v-1 v-1 v-1
28
63.8 19 Nonazeotrope 84.7 60 16.5 Nonazeotrope 31.8 20.6 41.8 23.6 60.4 29.9 65.3 31.4 71.74 33.7 37.2 22.4 60.3 30 134.7 62 166.3 79 186.1 91 Min. b.p. Min. b.p. Min. b.p. Nonazeotrope 26.3 18.3 42.5 23.3 54.1 27.1 60.2 29.2 69.4 32 Nonazeotrope 79.7 40
v-1
335 47 228 228 335 335 334 335 341 11 316 316 316 316 316 256 256 256 256 256 80 80 80 334 316 316 316 316 316 11 335
36
ADVANCES
IN
A -
Formula C H O 3
Isopropyl Alcohol (continued) Hexylamine Toluene
e
1 0 4 8 C6H15N 1049
C H
1050
CeHu
1051
C H
1 6
1052
CgH
1 6
1 6
7
8
8
1053
C H
1054
C H
1055
C H 8
1 6
1056
C H 8
1 6
1057
C H 8
1 6
1058
C H 8
1 6
1059
C H
1 8
A =
8
8
II
Diisobutylene trans -1,2 - D i m e t h y l cyclohexane cis-1 -Ethyl - 2-methyl cyclopentane trans-1-Ethyl-2methylcyclopentane trans-l-Ethyl-3methylcyclopentane 1,1,2-Trimethylcyclopentane 1,1,3-Trimethylcyclopentané l,cis-2,trans-3Trimethylcyclopentane l,cis-2,trans-4Trimethylcyclopentane 2,2,4-Trimethylpentane
1 6
8
C HeO 3
1060 1061 1062 1063
C C C C
3
H H H H
8
5
S 0 O O
8
4
5
Name
2
1 0
1 0
2
B.P.,°C.
CgHgCl CgHg
132.7 110.7 110.6 102.3
79 v o l .
%
291
128.05
82.2
83 v o l .
%
291
121.2
81.6
76 v o l .
%
291
120.8
81.4
75 v o l .
%
291
113.73
80.4
66 v o l .
%
291
104.89
78.5
53 v o l .
%
291
117.5
81.1
71 v o l .
%
291
116.73
80.9
71 v o l .
%
291
99.3
77.3
48.5
66.4
8.65
P r o p y l Alcohol 97.25 1 - P r o p a n e t h i o l , 7 6 6 m m. 6 7 . 8 Ethyl acetate, 40°-60° C. 77.05 3-Pentanone 101.8 P r o p y l acetate 101.6 200 m m . " 400 m m . " 600 m m . " 760 m m . 132 Chlorobenzene B e n z e n e , 239 m m . " 44.7-309.7 p.s.i.g. " 123 m m . " 289 m m . 423 m m . " 610 m m . " 760 m m . 342 m m . " 573 m m . " 2420 m m . 5020 m m . 10,050 m m . 18,200 m m . C y c l o h e x a n e , 161 m m . " 250 m m . " 429 m m . 560 m m . 760 m m . 4-15 atm. Π8*3 2 -Methylpentanal (Trimethylsiloxy) p r o p a n e , 735 m m . 100.3 110.7 Toluene 110.6 II 110.7 II S t y r e n e , 50 m m . 11
11
11
6
1
2
11
11
11
1067 1068
C H 0 C H OSi
1069
C H 7
8
1070
CeH
8
6
6
1 2
1 6
334 327 335 335
Nonazeotrope 52 69 80.6 54.5 77.8 81.4
11
C H
Ref.
Wt.%A
123.42
11
1066
B.P.,°C.
82.3
1
1064 1065
SERIES
Azeotropic Data
B-Component No.
CHEMISTRY
... .. .
Nonazeotrope 57 94.9 94.7 49 31.4 59.96 39.2 77.06 88.04 44.8 94.7 48.9 80 96.5 10.5 45 E f f e c t of p r e s s . 8.0 28.0 49.8 11.6 59.9 13.6 15.7 70.1 77.10 17.1 53.7 12.3 15.3 68.6 27.5 117.6 37 147.5 50.5 183.8 218.3 66.1 9.9 33.8 44.3 11.8 15.0 58.0 16.5 65.4 18.5 74.69 E f f e c t of p r e s s . 95 86 87.5
v-1
181 v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1 316, 316, 316, 316, 316,
50.5 49 v-1 51.5 92.6 v-1 84 38.5 % P r O H increases with press. 9... 2.6
29
228 334 264 306 306 306 306 334 24 277 344 344 344 344 344 256 256 256 256 256 256 316 316 316 316 316 278 334 193 327 334 202 211 211
TABLE
I
BINARY
SYSTEMS
37
B-Component No.
Formula
C HeO
=
Name
1071
C
8 10
E t h y l b e n z e n e , 50 m m .
1072
C
8 10
ρ-Xylene
H
H
8
2-Methylthioethyl v i n y l e t h e r , 22 m m .
1073
=
^ Ηβ0 C H 3
1074 1075
6
2 -Methoxy ethanol
2
Benzene Cyclohexane
6
Q H 1 2
M
1076 1077
C H
1078
C H
1079 1080 1081
Ce io C H
1082
CeHiô
1083
^8^16
7
1
H
8
8
H
8
C
1
0
H i 2
8
1084
C
8 16
1085
C
8 16
H
H
1086
^8^16
1087
^8^16
1088
C
1089 1090 1091
C H C Hi C H
1092
Ç9K20
1093 1094
C H o
=
8 16 H
8
1
8
8
9
8
1
9
8
2
C H 0 3
1095 1096 1097
8
C H
2
6 14°
3
C C
1 0
H 6
6
H
C C C C C
1104 1105 1106
^12^26 Ci H
C
7
8
8
8
1
H8 H60 H H 0 H
1
1
0
1 8
0
0
8
H
2
4
C
16
3
H
3
2 O
0
4°
C H 0 8
3
C
1,2 -Propanediol
2
O
5
1098 1099 1100 1101 1102 1103
1107
trans-2 -Heptene 1- tert-Butoxy-2methoxyethane S t y r e n e , 57 m m . " 62 m m . E t h y l b e n z e n e , 62 m m . ρ-Xylene ?-Vinylcyclohexene, 57 m m . cis-1,3-Dimethyl cyclohexane trans-1-Ethyl-2methylcyclopentane trans-1-Ethyl-3methylcyclopentane 1,1,3-Trimethylcyclopentane l,cis-2,cis-3-Trimethylcyclopentane l,trans-2,cis-3-Trimethylcyclopentane 2,4,4-Trimethyl1-pentene 2,4- Dimethylhexane 2,2,3-Trimethylpentane 1,1,3-Trimethylcyclohexane 2,2,3,4 - T e t r a m e t h y l pentane 2,3,4 - T r i m e t h y l h e x a n e 2,3,5 - Τ r i m e thylhexane
4
7 16C>2
C
2
5 10°2 H
4
... 138.4
3-Vinyloxy-lpropanol
Wt.%A
Ref.
% P r O H increases with press. 92 ...
211 327
... ...
75
20
329
124.5 80.1 80.7
...
98.0
67.9
...
138.35
Nonazeotrope v-1 Nonazeotrope 15 v-1 77.5 19 v o l . % 92.9
331 334 331 291
119 54.8 56.8 51.9 119.3
76 291 152 152 291
45 62 v o l . 50.1 34.3 54 v o l .
% v-1 v-1 %
.. .
44.4
30 v o l . %
291
120.9
105.6
36 v o l . %
291
121.2
106.3
32 v o l . %
291
120.8
106.0
35 v o l . %
291
96.7
20 v o l . %
291
123.0
107.4
35 v o l . %
291
110.2
100.2
20 v o l . %
291
95.5 99.3 99.7
20 v o l . % 26 v o l . % 25 v o l . %
291 291 291
136.6
113.1
41 v o l . %
291
133.02 139.0 131.34
111.4 113.5 110.6
39 v o l . % 39 v o l . % 40 v o l . %
291 291 291
104.89
101.44 109.43 109.84
187.8
3 - V inyloxypropanol ... Benzene 80.1 Dipropylene glycol, 10 m m . .. . Toluene 110.6 Coumarone 173 0-Xylene 144.4 142.1 Butyl ether Naphthalene 218.1 Tripropylene glycol m e t h y l e t h e r , 50 m m . .. . Dodecane 216 252.5 Tetradecane Bis( 2-ethylhexyl) e t h e r , 10 m m . 135
1,3-Propanediol
B.P.,°C.
97.25
2-(Methylthio)ethanol
C H OS 3
B.P.,°C.
P r o p y l Alcohol (continued)
3
=
Azeotropic Data
M i n . b.p. Nonazeotrope
94 334
Nonazeotrope v-1 1.5 110.5 Azeo. distillation 10 135.8 334, 136 Azeo. distillation
60 335 120 335 335 120
Nonazeotrope 67 175 179 76 84
76 60 60 335
214 10-15
94
38
ADVANCES
1108 1109 1110 1111 1112 1113
A —
Formula CaHgS C H 6
1 2
C
6
H
12
C
6
H
12
C H 6
1
4
6 14 CTH C
H
1
6
CHEMISTRY
Azeotropic
B-Component No.
IN
B.P.,°C.
SERIES
Data
Wt.%A
Name
l.P.,°C.
E t h y l Methyl Sulfide Cyclohexane 1 -Hexene Methylcyclopentane 2,3- Dimethylbutane Hexane 2,2 - D i m e t h y l p e n t a n e
66.61 80.35 63.50 71.85 58.10 68.75 79.20
Nonazeotrope 29.4 62.71 65.59 64.1 18.7 57.41 63.94 56.6 88.2 66.37
Ref.
70 70 70 70 70 70
1114
C ^ g O
C3H9BO3
T r i m e t h y l Borate Tetrahydrofuran
68.7 65
Nonazeotrope
A = 1115
C H N C H
Isopropy lamine Hexane
32.4 68.7
Nonazeotrope
334
A = 1116 1117
CjHçNO CgHgCl C H N0
1-Amino-2-propanol Chlorobenzene l,l'-Iminodi-2p r o p a n o l , 100 m m . Toluene Heptane
159.9 131
128.30
13
259
185 110.7 98.4
Nonazeotrope 110 5 6 96.6
334 259 334
1,2 - P r opanediamine Butyl alcohol Isobutyl alcohol Toluene
120.9 117.7 107.9 110.6
126.5 123 105
49 65 32
335 335 334
3
9
6
1 4
6
1
1118 1119
C H 0,Η
1120 1121 1122
C C C C
A =
7
H H H H
3
4
4
7
5
8
1 6
N O O
1 0
1 0
1 0
2
8
C C1 F
7
1123
C C1 F
6
1124 1125
C H CeF
1126 1127 1128
C C C C
1129 1130
C H20 C H C H 0
4
A =
A =
3
5
2
7
4
1
6
0
1 6
HF 0 H H H 7
8
8
8
1
0
1
0
1
0
4
A =
3
8
A = 1132 A =
1
1 6
0
2 2
C H C H C1 4
1131
4
4
5
C4HA C H 7
8
C H S 4
1133 1134
2
4
C ^ I Q S
1136 1137 1138 1139
QsHi C H C H C H
1140 1141 1142
C H C H
2
6
L
2
6
1
4
7
1
4
7
1
6
7
1
6
4
2
90.6 98.53 102.6
Nonazeotrope 92.3 76 67 96.35
Perfluorobutyric A c i d Ethylbenzene m-Xylene £-Xylene
122.0 136.15 139 138.4
115.4 117.5 117.6
238
Vinylacetylene 2-Chloro-l,3b u t a d i e n e , 740 m m .
83.97 85.15 84.76 80.10 80.85 71.85 68.75 90.80 89.90 80.55 98.40
V V V
-1 -1 -1
354 354 354
52 52 52
80 83 82
Nonazeotrope
334
Nonazeotrope
334
Nonazeotrope
Diketene T o l u e n e , 60 m m . Thiophene 2-Butanethiol Isopropyl methyl sulfide Benzene Cyclohexane Methylcyclppentane Hexane trans -1,3 - Dimethyl cyclopentane 2,3- Dimethylpentane 2,4 - D i m e t h y l p e n t a n e Heptane
115
97.4
2,2,3-Trichloroheptafluorobutane 1,2 - D i c h l o r o h e x a fluorocyclopentene Heptane P e r f l u o r o c y c l i c oxide
M a l e i c Anhydride m - X y l e n e , 150 m m . Uibutyl phthalate, 50 m m .
v - -1
v-1
151
41
10
84
82.27
. ..
70
83.42 . .. Nonazeotrope 77.90 41.2 71.47 14.0 68.46 11.2 82.00 80.90 76.58 83.09
67.7 64 42.7 83.2
70 70 70 70 70 70 70 70 70
TABLE
I
BINARY
SYSTEMS
39 Azeotropic Data
B-Component No. A =
Formula ^HgCl
1143
1144
C H C1 4
6
2
C H
Name 2-Chloro-l,3butadiene 1,3- D i c h l oro - 2 100 m m " 340 m m 3-Butene-2-one, 100 m m " 340 m m
B.P.,°C.
butene, . .
Nonazeotrope Nonazeotrope
v-1 v-1
151 151
. .
Nonazeotrope Nonazeotrope
v-1 v-1
151 151
A = 1145
Cfifi 0 ΗβΟ
2,3-Butanedione 2- Butanone
A = 1146 1147 1148 1149
QHgOa C H O C6H C7H C H 0
V i n y l Acetate Butyl alcohol Cyclohexane Heptane Butyl ether
A = 1150
QHgOa C H80
Acetic Anhydride Isopropenyl acetate Isopropyl acetate Isopropyl ether
139.9 97.4 88.7 68.3
2-Chloroethyl V i n y l Ether Isoamyl alcohol 50 m m .
109.1
2
4
4
1 0
1 2
1 6
8
1 8
5
2
1151
C
1152
C6H
A =
H
5
1
O 2
0
0
1 4
C H C10 4
1153
7
C Hi 0 5
2
11
C H Cl20 4
1154
1155 1156
8
C H 4
O
1 0
3
GiH O u
C H 8
1 8
0
A = C H O 1157 C ^ g C ^ 4
1158
e
C H C1 4
9
1159
C Hi O
1160
C H<jO
4
0
5
Bis(2-chloroethyl Ether) Diethylene glycol 3- Heptanol 2 - E t h y l -1 -hexanol, 50 m m . 2-Butanone Isopropyl formate 1 - C h l o r o -2-methyl propane sec-Butyl alcohol 374 m m . 2-Methylfuran Benzene 14.7 p . s . i . a . " 66.7 p.s.i.a. 118.0 p . s . i . a . " 125.0 p . s . i . a . Phenol, 200-760 m m . 2,5- Dimethylf ur an Cyclohexane, 14.7 p . s . i . a . " 66.7 p . s . i . a . 118.0 p . s . i . a . " 125.0 p . s . i . a . 11
90.7 79.6 72.7 117.7 80.7 98.4 142.1
131.8 67
11
CgHgO C HaO C H 6
6
1 2
245.5 156.4 109 79.6 68.8 68.8 99.5
.. . 8•. 0 . 1. ... .. . ..3 ..3 9
11
1 1 6 5 QH14 1166 C6Hi 1167 C Hi 1168 C Hi 1169 q , H
2,3 - D i m e t h y l b u t a n e Hexane Methyl cyclohexane Heptane 2,5- Dimethylhexane
4
7
4
7
6
1
A = 1170 1171
8
C HeO C H 0 C H 0 4
4
8
4
8
2
Butyraldehyde Isobutyraldehyde Butyric acid
Nonazeotrope
334
Nonazeotrope 67.4 61.3 72 83.5 Nonazeotrope
334 334 334 334
Nonazeotrope Nonazeotrope Nonazeotrope
334 334 334
109 39
99 99
335 335
174.6 141.2
92 28
60 334
96
90
335
178.65
11
1162 1163 1164
Ref.
B.P.,°C. W t . % A
80.85 80.85 80.85 58 68.95 101.15 98.4 109.4 74.8 69.5 163.3
310
Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope 47 78.1 45 78.2 133.0 67.6 90.0 160.7 Nonazeotrope Nonazeotrope Nonazeotrope 71.0 128.7 156.4 182.5 71.6 71.5
...
52.5 61.0 64.0 69.0 45.5 44 42 15.1 29.6 80 73 95
Nonazeotrope Nonazeotrope
V V V V V V V V V
-1 -1 -1 -1 -1 -1 -1 -1 -1
310 8 8 310 74 321 321 321 321 33 334 321 321 321 321 186 73 256 256 256 256 256 256
96 334
ADVANCES
40
IN
B-Component No. A
Formula C H O
1172 1173 1174 1175 1176 A = 1177 1178 1179
4
e
C H
1 0
4
Q
C H O C H O CeHi C H 0 4
1 0
6
1 0
4
6
1
4
C 5 H 5 N
QH
1
NO
3
CllH
2
4
C H 0 C H O Q H O Q H C H 0
A =
C Hg0
4
8
4
2
1 0
1
0
6
6
1
4
C 7 H 8
4
1186 1187 1188 1189
2
CUHeQi
A = 1180 1181 1182 1183 1184
1185
2
Q H
1
C H40 C H 5
6
2
6
CÔHI
B.P.,°C.
Butyraldehyde (continued) Isobutyl alcohol 1,1 - D i m e t h o x y e t h a n e M e s i t y l oxide Hexane 1,1 - D i m e t h o x y b u t a n e
74.8 Nonazeotrope Nonazeotrope Nonazeotrope 60 26 Nonazeotrope
334 334 334 334 334
Butyric A c i d Pyridine Ν ,N -Dimethylbutyr a m i d e , 100 m m . Undecane
162.45 115.5
163.2
370
124.5 194.5
130 162.4
p-Dioxane Butyl alcohol Isobutyl alcohol Benzene, 200-760 m m . Isopropyl ether Toluene, 200-760 m m .
101.3 117.75 108
Cyclohexane
2
233 m m . " 301 m m . " 415 m m . " 581 m m . " 756 m m . Butyl acetate 2-Butoxyethanol
.. .
68.3
...
A = 1192 1193
C Hi20 C H 0 6
6
1
4
C He0 C5Hg0 4
Isobutyric A c i d Methyl acetoacetate Ethylbenzene 30 m m . Mixed xylenes " 56 m m .
2
3
1 0
C
8
C
8 10
H
2
2
...
135.1 161.45 80.1 80.75
... ... ... ...
126.1 171.1 154.7 171.7 136.15
11
1194
H
C4H 0
A
8
1195 A 1196 1197 1198 1199 1200 1201 1202 A =
C
Propyl Formate
2
Hexane
6 14 H
C^gS C6H14S C H 7
C
8
8 16 H
8 16 CgHig C Hig
C
H
8
C
8 18 H
1203
C ^ C l C H O
1204
C H9Cl Sn CgH Cl Sn
1205
Ci H
A =
4
1 0
4
3
1 8
2
2 7
2
ClSn
92 32.6 84.5
Nonazeotrope 101.3 Nonazeotrope Nonazeotrope Nonazeotrope
295 370
v - -1 v - -1 V-
-1
V V
-1 -1
V
-1
V
-1
215 208 124 334 124
77.05
11
1190 1191
Ref.
B.P.,°C. W t . % A
107.9 64.5 128.3 68.7 114
Isobutyl alcohol, 100-760 m m . 2 -Ethoxyethanol 2-Furaldehyde Benzene
Q H 1 0 O 2
SERIES
Azeotropic Data
Name
E t h y l Acetate
2
O
0
CHEMISTRY
.. .
...
...
38.7 50.1 45.1 51 53.6 52.3 63.0 54.1 71.1 55.3 Nonazeotrope Nonazeotrope
316 220 350 43, 44 43, 44 316 316 316 316 316 334 334
Nonazeotrope 133.0 8.8 48.0 0.8 133.0 10.0 62 1.0
334 84 84 84 84
Nonazeotrope Nonazeotrope Nonazeotrope 71.6
56
80.9 68.95
63.6
324
29.5
Tetrahydrothiophene Isopropyl sulfide Toluene trans -1,3 -Dimethyl cyclohexane Ethylcyclohexane 2,5 - D i m e t h y l h e x a n e 2 - Methylheptane Octane
120.79 119.25 110.85
118.40 Nonazeotrope
70 70
120.30 131.85 109.15 117.70 125.70
115.90 120.46 107.95 113.96 117.79
70 70 70 70 70
1-Chlorobutane Butyl alcohol
77.9 117.75
Nonazeotrope
Butyltin T r i c h l o r i d e Dibutyltin dichloride, 17 m m . Tributyltin chloride, 17 m m .
113/17
43.1 80.7 16.8 38.2 60.3
V
-1
335
157
Nonazeotrope
334
166
Nonazeotrope
334
TABLE
I
BINARY
SYSTEMS
41 Azeotropic
B-Component No
= 1206 1207
= 1208
=
1209 1210
Formula
C4H9NO C H C H 8
1
8
9
l g
0 O
N 0
U
3
1
2-Methyl-2-nitropropyl vinyl ether, 10 m m .
B u t y l Alcohol sec-Butyl alcohol Isobutyl alcohol, to c r i t . r e g i o n
1 (
C A P C H p 4
1212 1213 1214 1215 1216
(
1217 1218 1219 1220 1221 1222 1223
C H!iN 4
C 5 H 5 N 5
- C
2
H i 2
6
C 6 H 1 2 O C 6 H 1 2 O
C H 6
1
0
2
2
C 6 H 1 4
C H C H 6
1
7
8
0
4
126.7
73
334
169.4
128
98
334
...
2
99.5
7 12°2 H
C
1226
C H 7
1 8
1227
C H
1
7 16 H
8
SiO 0
Nonazeotrope
v-1
Nonazeotrope 97.8 14.84 Nonazeotrope 118.6 69 Nonazeotrope Nonazeotrope Nonazeotrope
v-1
Cyclohexane Butyl vinyl ether Hexaldehyde B u t y l a c e t a t e , 50 m m .
79.8 93.3 116.8
80.8 94.2 128.3
.. .
126.2 11 Hexane 68.95 171.1 2-Butoxyethanol Toluene 110.7 " 200 m m . .. . " 400 m m . ... 600 m m . ... 760 m m . ... B u t y l a c r y l a t e , 100 m m . 6 9 . 7 7 20 m m . ... " 150 m m . ... II 147 Heptane 98.4 II 98.4 (Trimethylsiloxy) butane .. . E t h y l b e n z e n e , 50 m m . ... " 100 m m . ... 300 m m . ... 500 m m . ... " 760 m m . 136.15 Octane 125.75 Butyl ether 142.1 Dibutylamine 159.6 Nonane 150.7 11
A = 1232 1233 1234 1235 1236 1237
C H C H 0 Q ^ N 8
1
8
8
1
8
C9HJJ0
C H O 4
6
1
2
2
7
1
4
7
1
6
1
8
8
8
s e c - B u t y l Alcohol
1 0
C H 0 Q>Hi 0 C H C H C Hj C H 4
2
2
75, 334 335
y
11
1228 1229 1230 1231
334
Nonazeotrope
750 m m . .. . ether to c r i t . r e g i o n 34.5 1 - B u t a n e t h i o l , 7 7 0 m m . 98 Butylamine 77.1 Pyridine 115.5 Methyl methacrylate 99.8 Benzene, 45° 8u!l 1!
11
1225
341
8.6
v-1
107
11
C
71-81
117.75
11
1224
Ref.
Nonazeotrope
Ethyl
C A P
C H80
Wt.%A
142.1
11
1211
B.P.,°C.
2-Methyl-2-nitro1-Propanol
C H p 4
B.P.,°C.
128.3
Butyl ether 2,6 - D i m e t h y l - 4 heptanone
C4H9N03 Q H
Name
Morpholine
Data
Butyl acetate s e c - B u t y l acetate Methylcyclohexane Heptane Diisobutylene Iso-octane
9.5 7.8 77.1 27.3 117.6 67.2 68.2 3.2 Nonazeotrope 105.5 27.5 66.8 17.7 85.45 22.9 97.7 26.5 105.3 29.7 69 75 39 87.7 77 92.2 117 98.2 93.85 18 -94 -16 Azeotropic 36.3 63.65 42.1 51.0 59.7 115.85 65.1 108.45 43.2 117.6 82.5 Nonazeotrope 115.9 71.5
75 181 334 v-1 141 147 v-1 24 v-1 344, 362 147, 335 335 335 117 117, 335 174, 335 v-1 335 v-1 377 v-1 124 124 v-1 124 v-1 124 v-1 334 76 76 76 174, 175 141 v-1 193 92 92 92 92 92 175 335 334 174, 175
v-1 v-1 v-1 v-1 v-1 174,
99.5 126.1 112.2 101.5 98.4 102.3 99.3
Nonazeotrope Nonazeotrope 89.7 38.2 88.1 36.7 91 35 88.0 33.8
334 334 352 352 37 352
ADVANCES
42
IN
B-Component No.
1238
Formula
C4H10O C H 6
Name
Isobutyl Alcohol Benzene " " " " "
6
11
" " "
C H O 1239
1240
4
1 0
C H
1 8
8
C H O 6
u
4
1242 1243 1244 1245 1246 1247 1248
Butyl ether, 600 m m .
C4H10O2 C Hio0
1241
Ethyl Ether
0
2
C
6 12°2
C
4 10°2
H
H
C 5 H 8 O 2
C5H10O2 C 6 H 1 2 O 2
C H 6
N2
1 4
C 6 H 1 4 O 3
C H C H 8
8
8
1
0
1
0
1249 1250 1251 1252
C H
1253 1254 1255 1256 1257
8 16 C H
1258 1259 1260 1261 1262 1263 1264 1265 1266 1267 1268
^8^18
8
Q i o C H H
8
C
1
e 16 H
C
H
8
C
C C
0
1
6
8 18 8 18 8 18 H
H
H
C9H12 C
9 12 H
Cç)H C9Hi
18
8
C 9 H
1
8
C 9 H
1
8
C 9 H 2 0 C 9 H 2 0 C 9 H 2 0
1269
C 9 H 2 0
1270
C 9 H
1271 1272 1273 1274 1275 1276
C9H20
2
o
C 9 H 2 0
C9H20 C9H20 C9H20 C
9 20 H
1,2-Dimethoxy ethane Isopropyl ether
1,4-Butanediol
$.P.,°C.
Methyl methacrylate P r o p y l acetate B u t y l acetate 2,5-Dimethylpiperazine 2 - (2 - E t h o x y e t h o x y ) ethanol S t y r e n e , 50 m m . E t h y l b e n z e n e , 50 m m . " 57 m m . " 735 m m . it m - X y l e n e , 735 m m . 0-Xylene, 735 m m . ρ - X y l e n e , 735 m m . trans -1,2- Dimethyl cyclohexane Ethylcyclohexane cis-2-Octene 2,5 - D i m e t h y l h e x a n e 3,3-Dimethylhexane 3-Ethyl-3-methylpentane Octane o-Ethyltoluene M e s i t y l e n e , 735 m m . Butylcyclopentane Isobutylcyclopentane Isopropylcyclohexane 1 -Nonene Propylcyclohexane 3,3 - D i e t h y l p e n t a n e η-Nonane Ί, 2 , 3 , 3 - T e t r a m e t h y l pentane 2,2,4,4 - T e t r a m e t h y l pentane 2,3,3,4-Tetramethylpentane 2,2,3-Trimethylhexane 2,2,4 - Τ r i m e t h y l h e x a n e 2,3,3 - T r i m e t h y l h e x a n e 2,3,5 - T r i m e t h y l h e x a n e 2,4,4 - Τ r i m e thylhe xane 3,3,4 - Τ r i m e t h y l h e x a n e
B.P.,°C.
107
80*1
80*1
78.36 28.4 45.0 67.4 79.3 43.0 59.5 79.4 159.9 207.5
Wt.%A
Ref.
12 2.7 4.2 6.4 7.4 4.2 6.0 7.9 21.0 33
Ill 316 316 316 316 256 256 256 256 256
34.5 142.4
Ideal system
v-1
257
85.2 68.3
334
Nonazeotrope
230 94
Min. b.p.
4 -Vinyloxybutanol
2 -Ethoxy ethanol
SERIES
Azeotropic Data
80.1 111 m m . 240 m m . 525 m m . 760 m m . 206 m m . 394 m m . 759 m m . 5420 m m . 12,930 m m .
CHEMISTRY
134.0 99.8 101.6 126.2 164
Nonazeotrope Nonazeotrope 125.7 13 Nonazeotrope
v-1 v-1
147 220 221 334
202.8
60*62 134.9 136.15 137.9 143.1 137.4
Nonazeotrope 42.5 v-1 59.8 27.6 v-1 53.9 42 v o l . % 50.0 43.3 v-1 126.2 45 v-1 128 48.9 v-1 127.7 57.2 v-1 129.6 47.9 v-1 127.3
334 110 110 291 167 227 167 167 167
123.42 131.78 125.6 109.10 111.97
115.6 120.2 117.9 105.1 107.1
27 33 28 16 17
118.26 125.75 165.15 163.4 156.56 147.6 154.5 146.87 156.72 146.17 150.8
111.7 122.5 135.0 133.7 130.2 127.4 129.6 128.1 130.2 126.4 128.0
23 v o l . % 33.6 v-1 91 v o l . % 85.7 v-1 61 v o l . % 49 v o l . % 56 v o l . % 48 v o l . % 59 v o l . % 45 v o l . % 50 v o l . %
291 227 291 167 291 291 291 291 291 291 291
140.27
124.1
40 v o l . %
291
122.28
114.3
26 v o l . %
291
141.55 133.60 126.54 137.68 131.34 130.65 140.46
124.6 120.8 116.8 122.8 119.5 119.1 124.0
41 34 26 41 32 34 40
291 291 291 291 291 291 291
...
vol. vol. vol. vol. vol.
vol. vol. vol. vol. vol. vol. vol.
% % % % %
% % % % % % %
291 291 291 291 291
TABLE
I
BINARY
SYSTEMS
43 Azeotropic
B-Component Formula
No
C4H10O2
=
1277
H
C4H10O3
= 1278
C H
1 2
1279 1280
G H
6
1281
C HiP
3
1282
C H
4
1283 1284 1285 1286
C H N
1287
5
6
0
3
6 12°3
C
H
6
6
8
1
0
4
7
C8H
10
CeHio C8Hi 0 8
3
8 18°4
C
H
1288 1289
CioHe C H OS
1290 1291 1292 1293
C
1294 1295 1296
C H Gi H
n
1
4
H9N
1 2
C12H10 12So° C H p S C
1
1
2
2
2
3
p
2
1
2-Ethoxyethanol (continued) tert-Butylcyclohexane
10 20
C
Name
0
C14H10
Diethylene Glycol 2 -(2 - M e t h o x y e t h o x y ) ethanol Benzene 2 -(2 - V i n y l oxyethoxy) ethanol 2 - (2 - E thoxye thoxy) ethanol Triethylene glycol, 3 m m . Indole Ethylbenzene £-Xylene 2 - (2 - B u t o x y e t h o x y ) e t h a n o l , 10 m m . 2 - [2 - (2 - E t h o x y e thoxy) ethoxy]ethanol, 2 m m . " 3m m . Naphthalene 2 -(Benzylmércapto) ethyl vinyl ether C a r b a z o l e , >10 m m . Biphenyl Phenyl ether, 4 m m . 2-(2-Ethylhexylthio) ethyl vinyl ether H e x y l e t h e r , 50 m m . Fluorene, 10-760 m m . P h e n a n t h r e n e , 20 m m . " 100 m m . " 200 m m . 300 m m . " 400 m m . Benzyl ether, 5 m m . Bis(2 -ethylhexyl) ether, 10 m m . 11
1297 1298
1299
C
1
4
H
1
0
C4H10S C4H10S
2-Butanethiol
C H
Ethyl Sulfide
4
1 0
1300 1301 1302
C H 7
1
4
1303
C H
1
4
1304 1305 1306 1307 1308
4
C1A4O
6
S
6
6 12 C H C
H
7
7 14 C Hi C Hi C
H
7
6
7
C
C
6
7 16 8 18 H
H
C4H10S
1309 1310 1311
C H 7
1
1312
C H
1
1313
C
6
i
2
6 12 C H
C
H
7
4
4
7 16 H
Isopropyl methyl sulfide
B.P.,°C.
Cyclohexane Methylcyclopentane trans -1,3 - Dimethyl cyclopentane 1,1- D i m e t h y l c y c l o pentane 3 - Methylhexane
Wt.%A
Ref.
134.0 171.5
133.3
73 v o l . %
291
245.5 193.6 80.1
.. .
Nonazeotrope Nonazeotrope Min. b.p.
334 334 94
Nonazeotrope
334
253 136.15 138.2
Nonazeotrope v-1 Azeo. distillation Azeo. distillation Azeo. distillation
60 120 120 120
109
Nonazeotrope
334
87 135 Azeo.
43 83.4 distillation
335 60 120
M i n . b.p. Nonazeotrope Azeo. distillation 23
329 100 120 335
M i n . b.p. 129.9 Min. b.p. 146 180 203 217 226
329 335 100 100 100 100 100 100 335
202.8
.. .
98
.. .
218.1
.. .
294 355.9 100
137* 294
... ... ...
135
15.5 93 96.2 98.5 99.5 99.9 40
114
335
85.15 84.76
Nonazeotrope
70
Nonazeotrope Nonazeotrope
70 70
92.07
80.10 Benzene 80.85 Cyclohexane trans -1,3 -Dimethyl cyclopentane 90.80 1,1 - D i m e t h y l c y c l o 87.90 pentane M e t h y l c y c l ohe x a n e 101.05 91.60 3-Methylhexane 89.90 2,3- Dimethylpentane 80.55 2,4- Dimethylpentane 2,2,4 - T r i m e t h y l p e n t a n e 99.30
Isopropyl Methyl Sulfide
B.P.,°C.
Data
88.89
41.0
70
86.98 92.10 89.19 87.93 80.53 91.44
26.1 94.5 48.3 38.6 2.26 77.0
70 70 70 70 70 70
84.76 80.85 71.85
79.76 30 Nonazeotrope
70 70
90.80
84.38
80.4
70
87.90 91.60
83.62 84.38
64.9 82.4
70 70
44
ADVANCES
IN C H E M I S T R Y
B-Component No, .
Formula
C4H10S
=
1314 1315 1316
=
C H C H C H 7
1 6
7
1 6
7
1 6
C H C H C H
1320
C H 7
1 4
1321 1322 1323 1324
C H
1 6
= 1325 1326
= 1327 1328
= 1329
Γ330
=
7
1 4
7
1 4
7
1
7
4
Η
C9H20 C10H22
Ethyl Disulfide Nonane 3-Ethyl-3-methylheptane
C4H11N
Diethylamine
C H 4
C H C H
1 0
6
u
6
1 5
S
2
O NO
C H N0
2
3
4
n
1
CjF
5
1 6
N0
1332
C F
0
Perfluorocyclopentane Perfluoropentane, 9.6°-25° C . Perfluorohexane, 15°-25° C .
5 12 F
6
1
4
C H4F 0 5
=
8
CgHiP C H 0 5
1 2
1335
C H40 C H 0
1336
C H
1337 1338 1339 = 1340 1341 1342 1343 1344 1345
5
5
6
6
C
6
1
H
C5H5N 5
5
7
C
C
C
n
1 2 8
2 - F u r aldehyde Furfuryl alcohol, 25 m m . Benzene
Methylcyclohexane Heptane
4
7 16
C H C H C H
2
2,2,3,3,4,4,5,5Octaf l u o r o - 1 -pentanol Active amyl alcohol Isoamyl alcohol
Cyclohexane
H
7
C
2
6 12
C H
2,2 -Iminodiethanol 2,2',2"-Nitrilotriethanol, 2 mm„ 1
1,2 - D i c h l o r ohexafluorocyclopentene P e r f l u o r o c y c l i c oxide
C5F10 C
1333 1334
Isopropyl ether 2 -(Diethylamino) ethanol
C H 6
N 0
Pyridine Piperidine 3-Pentanol Toluene
7 16
Heptane
8 10 8 10
Ethylbenzene o-Xylene
H
H
H
Azeotropic Data B.P.,°C.
II
B.P.,°C.
Wt.%A
Ref.
84.76 89.90 80.55 79.20
Methyl P r o p y l Sulfide 95.47 Ε t h y l c y c l ope ntane 103.45 Methylcyclohexane 101.05 trans -1,3 - Dimethyl 90.80 cyclopentane 1,1- D i m e t h y l c y c l o 87.90 pentane 91.60 3-Methylhexane 89.90 2,3- Dimethylpentane 106.85 2,2-Dimethylhexane 2,2,4 - T r i m e t h y l p e n t a n e 99.30
^8 18
1331
_
Isopropyl Methyl Sulfide (continued) 2,3- Dimethylpentane 2,4- Dimethylpentane 2,2 - D i m e t h y l p e n t a n e
C4H10S
1317 1318 1319
Name
SERIES
83.83 79.39 78.40
72.8 29.7 23.3
70 70 70
95.41 95.06
90.7 78.0
70 70
90.11
24.3
70
87.66 90.53 89.10 95.42 94.00
9.7 32.95 22.75 94.4 62.2
70 70 70 70 70
154.11 150.65
148.62
41.2
70
163.00
153.02
80.2
70
55.5 68.3 162.1
Nonazeotrope
334
Nonazeotrope
334
126/2 m m . 195
Nonazeotrope
334
90.6 102.6
v- -1
354
Nonazeotrope
v- -1
237
Nonazeotrope
V ' -1
237
90.4
80
...
.. .
128.5 132.0
330 330
Nonazeotrope Nonazeotrope
161.45
80.1
Nonazeotrope Nonazeotrope
ν· -1 ν· -1
80.75
Nonazeotrope
V" -1
101.05 98.40
100.8 98.3
4.1 5.3
115.5 106 115.6 110.8
105.8 117.4 110.1
3.4 45 22.2
98.40 98.40 136.15 143.6
95.60 25.3 13.3 95 Nonazeotrope Nonazeotrope
v - -1 v - -1
ν -1
348 52, 331 52, 331 114 114
147 334 141, ότι
355, 373 ν --1 141 363 372
TABLE
I
BINARY
SYSTEMS
45
B-Component No. , A
—
1346 1347 1348 1349 A = 1350 1351 1352 1353 A
= 1354 1355 1356
Formula C H N C H 5
5
8
1
8
C9H20 C10H3N2 C
1
0
H
2
2
C H S 5
6
^7 16 C H Η
8
1 8
8 18 CePie C
H
CsHeS C H 7
C
C
1
4
7 16 8 16 H
H
1357 1358 1359 1360 A = 1361 1362 1363 1364 1365 A = 1366
A 1367 1368
C H C H Q H 8
8
1 8
1 8
1
C H C H 5
5
8
1
0
1 0
C5H10 C H 5
1
2
C5H12 CsH Cl C7Hi2Cl 8
4
C H 0 CsHiaO C H 0 5
8
5
1 2
4
Name
109.5 56.1 115.1 89.9 Nonazeotrope Nonazeotrope
2 -Methy lthiophene Heptane 2 - Methylheptane 2,5-Dimethylhexane 2,2- Dimethylhexane
111.92 98.40 117.70 109.15 106.85
97.77 109.97 106.12 104.62
2.2 67.8 39.6 33.2
70 70 70 70
3 -Methy lthiophene Ethylcyclopentane Heptane trans -1,3 - Dimethyl cyclohexane 1,1,2 - T r i m e t h y l c y c l o pentane Octane 2 - Methylheptane 2,5- Dimethylhexane
114.96 103.45 98.40
102.82 3.9 Nonazeotrope
70 70
120.3
113.17
66
70
113.75 125.70 117.70 109.15
110.47 114.15 111.86 107.12
43.2 82 58.8 31.7
70 70 70 70
Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope 33.6 72.5
v - -1
248 248 248 248 248
Nonazeotrope
v - -1
250
129.5 128.5 131.85
Nonazeotrope 127.8 60
v - -1
131.85 131.85 128.9 128.9
129.4 Nonazeotrope 127 124.6
330 87, 88 314 2 87, 88 314
99.3 68.3
Nonazeotrope
334
61.8/200 m m . Methyl Methacrylate Butyl methacrylate, 200 m m . 117.7 Nonazeotrope 2-Ethoxyethyl Nonazeotrope m e t h a c r y l a t e , 200 m m . 134.3
147
Isoprene 3 - M e t h y l - 1 -butene 2 - M e t h y l -1 -butene 2-Methyl-2-butene 2 -Methylbutane P e n t a n e , 758 m m .
34.3 21.2 32 37.7 27.6 36
Tetrachloropentane
...
Tetrachloroheptane, 12-150 m m .
II
A
A
5
2 - M e t h y l -1- butanol
2
It
C5H4O2
1370
QH
1371
C
1372
C H
1373
C5H8O2 C5H8O2 C5H10
=
O
u
CsH 0 8
A
A = 1374 1375 A = 1376 A = 1377
2
8 14°2 H
8
C6H
1
4
0
1 4
3
Ref.
B.P.,°C. W t . % A
115.5 125.75 150.7 274 173.3
Cyclopentanone Active amyl alcohol Isoamyl alcohol
C Hi 0
B.P.,°C.
Pyridine (continued) Octane Nonane 2,2'-Dipyridyl Decane
II
1369
Azeotropic Data
Ethyl Acrylate Isopropyl ether
2,4- Pentanedione Isopropenyl acetate
140.2 96.5
Nonazeotrope
Cyclopentane Benzene 2,2 - D i m e t h y l b u t a n e
49.4 80.1 49.7
Nonazeotrope 49.1 82.3
C5H10 C5H12
3 - M e t h y l - 1 -butene
C5H10 C5H12
2 -Methy 1- 2 -butene
2-Methylbutane
Pentane
355 355 147 355
147
147
V
-1
230 214
22.5 27.6
Nonazeotrope
248
37.7 36.15
Nonazeotrope
248
46
ADVANCES
IN
B-Component No.
A =
Formula
C H O 5
C Hi
1380
C Hi2
1381 1382 1383
C7H C Hi CeHi6
1384
C H
A=
7
C HidO
2-Pentanone
5
A=
Cyclohexane
6
C H O 5
A = 1385
A = 1386
A=
3-Pentanone
1 0
Methylcyclohexane Heptane 1,3-Dimethylcyclohexane 2,5-Dimethylhexane
1 4
7
6
8
1 8
C5Hio0
2
C HioQ2 5
NO
1 5
C H 5
Isopropyl Acetate 2,5-Dimethylfuran
CÔHSO
C7H
B.P.,°C.
Cyclohexane Heptane
6
Valeric Acid N,N-Dimethylvalera m i d e , 100 m m .
Pentane
1 2
B.P.,°C.
Wt.%A
80.75 98.4
. . . . . .
14.8 48
256 256
. . .
5.0
256
102.35 80.75
102 101.15 98.4
... ...
40 35
256 256
120.7 109.4
... ...
83 60
256 256
88.7 93.3
Nonazeotrope
334
145.8
295
186.35 141
30.8
36.15
Q H 6
Benzene
80.2
Nonazeotrope
1388 1389
C6H12 C6Hi
Cyclohexane Methylcyclopèntane
80.75 72.0
Nonazeotrope Nonazeotrope
1390
O7F16
1391
C H
82.5 101.15
Azeotrope Nonazeotrope
A=
7
1
Perfluoroheptane, crit. region Methylcyclohexane
4
C H 0 5
A m y l Alcohol
1 2
1392 1393 1394 1395 1396 1397
Q H O C H O C H N QHie CeH C H2 02
1398 1399 1400 1401 1402 1403 1404 1405 1406
C H 0 C H C1 C H FO 05Η Ν QHioO C7H F Q H
1407 1408 1409 1410 1411
C C C q
1412 1413 1414 1415 1416 1417 1418 1419
C5H
A=
6
l ô
6
1 4
2
1 8
n
4
C5H12O
A=
5
1 2
6
5
6
5
7
7
8
QH9N Q H 7
7
1
4
0
Hi5N H N H j H ^ 1 5
8
1
0
C9H20
C5H12O 1 2
S
QH5CI QH5FO Q H N Q H p C H C H F C H 7
1
7
n
7
7
7
8
(
Benzene Methylcyclopentanone 2,5-Dimethylpiperazine C paraffins Octane Diamyloxymethane 8
Active A m y l Alcohol Isoamyl alcohol Chlorobenzene o-Fluorophenol 2-Picoline M e sityl oxide o-Fluorotoluene Toluene 2,6-Lutidine 2,4-Dimethyl3-pentanone 1,2-Dimethylpiperidine 2,6-Dimethylpiperidine Ethylbenzene n-Octane 2,2,5-Trimethylhexane
Isoamyl Alcohol 3-Methyl-1-butanethiol Chlorobenzene o-Fluorophenol 1-Picoline M e sityl oxide C hydrocarbons o-Fluorotoluene Toluene 7
Ref.
95.4
1387
2
SERIES
Azeotropic Data
3-Methyl-2-butanone
1 0
Q5H12
1378 1379
Name
CHEMISTRY
v-1
52, 229 v - 1 231 v - 1 52, 231 v-1 v-1
155 52, 231
137.8 80.2 138 164 120-130 125.75 . . .
Nonazeotrope M i n . b.p. Nonazeotrope M i n . b.p. 121.8 . . . Nonazeotrope
v - 1 344 87, 88, 314 334 314 314 334
128.5 131 132 .. . 129 129.5 114 111 144
Nonazeotrope 124.4 43 Nonazeotrope 132.8 49 Nonazeotrope 112.0 16 109.9 12 Nonazeotrope
125 128 128 136 126.0 124
124.1 130.3 130.7 125.0 117.0 115.5
21 ... 54 53 34 29
v - 1 246 330 330 330 330 330 330 330 330 330 330 330 330 330
131 116 132 ... 129 129.5 95-120 114 111
115.6 22.89 123.9 38 Nonazeotrope 132.8 61 Nonazeotrope M i n . b.p. 112.1 14 109.7 10
181 330 330 330 330 314 330 330, 371
TABLE
I
BINARY
SYSTEMS
47 Azeotropic
B-Component No.
Formula
C H 5
1420
1 2
0
G7H9N
1421
C H
1422
C7H15N
1423
C7H15N
1424 1425 1426
^ 10 8 18
7
1
0
4
Η
C
H
C9H20 C5H12O
1427 1428
C H„ C H
1429
C6H
5
Isoamyl Alcohol (continued)
2 , 6 - L u t i d i n e , 70 m m . It 2,4-Dimethyl3-pentanone 1,2-Dimethylpiperidine 2,6-Dimethylpiperidine Ethylbenzene η-Octane ^, 2,5- Τ r i m e thylhe xane
2-Methyl-1-Butanol 7
8
C H
1 2
0
2 - M e t h y l - 2 -butanol Benzene
6
11
1430
C H 7
C5H12O3
1432 1433 1434 1435 1436 1437 1438 1439 1440 1441 1442 1443 1444 1445 1446 1447 1448 1449 1450 1451 1452 1453 1454
C8H5CI2 C9 12 C Hi H
9
2
C9H12 C H 9
C
1
2
9 12 H
9Hl2 CIOHH C
CIOH
C C C C C
C
C
1
0
1
0
1
0
1
0
H H H H
1 4
1
4
1
4
1
4
1
4
10 14 10 14 10 14 H
H
H
11 10 Ql 16 C H C
H
H
n
2
2
C11H24 C C
1 2
H 6 2
12 26 H
Q2 26 H
C
13 26 H
C F 6
1
2
1455
C F
1
4
1456
C Fi4 Q H
6
6
1
4
0
Perfluorocyclic Ether
330 330
125
124.5
8
330
128
132.5
81
330
128 136 126 124
132.6 125.7 117.0 116.0
76 49 30 26
330 330 330 330
128.9 95-120 110.7
Hexane, 325 m m . " 479 m m . 689 m m .
314 314
M i n . b.p. M i n . b.p.
101.7
...
80.0 lÔÔ'.ô
15 4.95 56 32.5
v-1
52 272 52 272
v-1
192.95
... ...
. ..
161.99 161.31 165.15
86-90 100-101 161.4 160.9 164.3
9 vol. 13 v o l . 16 v o l .
% % %
49 49 291 291 291
176.08
173.4
26 v o l .
%
291
169.35 164.72 183.27 173.30 169.11 172.76 181.13 183.78 183.75 177.10
167.9 163.8 177.9 170.7 167.6 170.3 176.3 177.9 177.9 173.3
21 12 32 16 13 24 29 31 30 22
vol. vol. vol. vol. vol. vol. vol. vol. vol. vol.
% % % % % % % % % %
291 291 291 291 291 291 291 291 291 291
197.93 241.1 198.1 198.1 195.88 169.79
185.9 48 Nonazeotrope 40 182.8 40 180.6 178.7 40 52 144.2
vol.
%
vol. vol. vol. vol.
% % % %
291 98 291 291 291 291
185.6
173.6
30 v o l .
%
291
177.9 232.78
168.9 191.6
23 v o l . 70 v o l .
% %
291 291
v-1
237
v-1 v-1 v-1
79 79 79
... Nonazeotrope
Perfluorohexane, 25°
Perfluorohexane
Ref.
Max. b.p. Nonazeotrope
110.7
ar-Dichlorostyrene, 15 m m . " 29 m m . £-Ethyltoluene m - E thyltoluene o-Ethyltoluene 1,2,3-Trimethylbenzene 1,2,4-Trimethylbenzene Mesitylene Butylbenzene sec-Butylbenzene tert-Butylbenzene Isobutylbenzene m -Diethylbenzene £-Diethylbenzene 5-Ethyl-m-xylene £-Cymene 1,2,3,5 - T e t r a m e t h y l benzene 2 -Methylnaphthalene t e r t - A m y l benzene tert-Amylcyclohexane n-Undecane n - D o d e c a n e , 217 m m . 2,2,4,4,6-Pentamethylheptane 2,2,4,6,6- Pentamethyl heptane 1-Tridecene
Wt.%A
144*
715 m m .
2 - (2-Methoxy ethoxy ) ethanol
11
B.P.,°C.
131
80.2 715 m m .
Toluene
8
11
1431
B.P.,°C.
C hydrocarbons Toluene
7
7
Name
Data
... ... .. .
25 35 45
83.4 83.7 80.0
ADVANCES
48
IN
Azeotropic
B-Component No. A
=
Formula C F 6
1457
A =
1
2
1 4
F
2
7
N
C H C1 C ç H ^ O j 6
1458
A =
C
3
3
C6H4CI2 1 4 5 9 C9H6O2N2 1 4 6 0 C15H10O2N2
A = 1461
C H Br C H 0 6
5
6
1
2
Name
C H C1 C H CçH^O* 6
5
6
1
4
A = 1464
C H F C H
A = 1465
C H N0 C H
1466
6
6
6
5
6
C
1
2
6 12 H
2
237
1,2,4-Trichlorobenzene 2,4-Tolylene diisocyanate, 40 m m .
Nonazeotrope
v-1
119
67.0/15 o-Dichlorobenzene 2,4-Tolylene Nonazeotrope d i i s o c y a n a t e , 15 m m . 128.7 Di-p -isocyanatodi phenylmethane, 192.0 Nonazeotrope 5 m m . Bromobenzene Cyclone xanol, 250 m m . " 500 m m . 730 m m .
156.1 127.0 144.4 158.6
113.6 136.8 150.6
Chlorobenzene n-Hexane ^",4-Tolylene d i i s o cyanate, 40 m m .
131.8 68.95
Nonazeotrope
Benzene Cyclohexane
80.1 80.75
128 m m . 155 m m . II 287 m m . II 307 m m . II 495 m m . It 602 m m . II 760 m m . M 14.7 p . s . i . a . It 66.7 p . s . i . a . II 118.0 p . s . i . a . 186.8 p . s . i . a . It 66.7 p . s . i . a . It 116.5 p . s . i . a . II 165.9 p . s . i . a . II 217.0 p . s . i . a . II 268.7 p . s . i . a . Methylcyclopentane 4 - M e t h y l - 2- pentanone, 450-760 m m . Hexane It 4-18 a t m . Perfluor ometh^lcyclo hexane · Perfluoroheptane Methylcyclohexane 2,3-Dimethylpentane 2,4- Dimethylpentane Heptane, 180-450 m m .
"
1469
CÔH
1 4
1470
C Fi
4
1471 1472 1473 1474 1475
C F
6
H
1 2
7
7
1
C Hi6 C H C H 7
7
1
6
7
1
6
84.9 80.1 210.85 80.75
II
C
...
Nitrobenzene Cyclohexane
II
6 12 0$Η Ο
Ref.
B.P.,°C. W t . % A
v-1
II
1467 1468
Data
Nonazeotrope
Fluorobenzene Benzene
5
6
B.P.,°C.
SERIES
Perfluorohexane (continued) Tris(perfluorobutyl) amine, 25°
11
A = 1462 1463
CHEMISTRY
It
80.75
... ... ... ... ...
...
... ... ... .. . ... ...
71.85
.. .
68.95
.. . 73-78 83 101.05 89.79 81
.. .
98.4
85.5 81.5 74.8
147
147
-1 v - -1 v - -1 V"
318 318 318
52
Nonazeotrope
V
-1
119
Ideal
V
-1
12
system
52
Nonazeotrope
77.6
51.2
77.4 28.4 33.1 48.3 50.4 63.7 69.8 77.56 77.4 137.1 165.8 193.0
52.5 47.6 48.0 49.3 49.4 50.8 51.3 51.9 50.2 61.5 67.0 71.5 59.7 64.9 67.6 71 74 16
... ... .. .
71.7
Nonazeotrope Nonazeotrope Nonazeotrope 59 61 Nonazeotrope 78.8 79.4 48.4 >75 Nonazeotrope Nonazeotrope
44, v-1 191, 3 4 3 74, 111 316 316 316 316 316 316 316 321 v-1 321 v-1 321 v-1 321 v-1 v-1 276 v-1 2 76 v-1 276 v-1 276 v-1 276 230 v-1 v-1 v-1 v-1
v-1 v-1 v-1 v-1
66 229 276 51 51 230 190 51 240 229
TABLE
I
BINARY
49
SYSTEMS Azeotropic Data
B-Component Formula
No.
C H CeFieO CeHie 6
1476 1477 1478 1479
6
Ceïïie C Hi 0 8
8
3
C6H 0 C Hi O 6
1480
6
0
Name
B.P.,°C.
Benzene (continued) Perfluorobutyl ether Octane 2,2,4-Trimethylpentane, 35°-75° C . 2 - (2 - B u t o x y e t h o x y ) ethanol
80.1 100 125.75
CeHioCU C H 0 6
1 2
11
1483 1484 1485 1486 1487 1488
A = 1489 A = 1490 1491 1492 1493 1494 1495 1496
C Hg0 C Hi 0 8
2
8
8
C H C H C H 9
1 2
9
1 2
9
1 4
SiO
0 Η6θ C H 6
1 2
Pyrocatechol 1,3,5-Triethylbenzene
2
1 8
7
C 6 H 1 2 O
C H 6
N
1 3
Q H 1 4
C H C H N 7
8
7
9
7 16 C H N
C
H
8
.. . .. . ...
245.9 215.5
184.35 Aniline Cyclohexanol 134 Cyclohexylamine Hexane, 556-731 m m . 110.7 Toluene Ν - M ethylaniline, — 95°-145° 98.4 Heptane N,N -Dimethylaniline, 36.7 m m . 101.4 m m . 243.1 m m . Iso-octane, 86-741 m m . £ - C v m e n e , 50 m m . " 100 m m . 300 m m . " 500 m m . 760 m m .
C H N 6
230.6
•.. .. .
C 9 H 1 0
n
11
C
C
e 18 10 14 H
H
11
11
A
71.5
Azeotropic Max. b.p. 195.53 111 111 120 140 180 195.89
75.8 39.2 70 73 70 71 87 8.9
95.6 162 149 158.5
95 7 2 14
214.7
242 242 356 138
...
Nonazeotrope
v-1 v-1
59 138
...
95 74.5 120 76.1 77.5 145 Nonazeotrope 21.3 1()6!3 23
v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1 v-1
59 59 59 356 92 92 92 92 92
.. . .· · .. ·
.. .
... ...
172.80
. .. ...
31.3
C H,C1N
Aniline H y d r o chloride Diphenylamine, 100 m m . 250 m m . " 350 m m . " 740 m m . " 2500 m m .
... .. . 215
45.8 48 50 65
1 8
2
7
7
9
C
1
2
H
U
N
11
324
v-1 147, v-1 v-1
Nonazeotrope Nonazeotrope Nonazeotrope
27.3
3
34, 335 303 76 324
8.9
143.5
1 2
76 57 334 253 76 57 57 76 76 253
193
144 144.06
9
7
v-1
175.5
3-Picoline 2,6-Lutidine
8
H N H 0 H H o
6
1503
.. .
345 334
C H N C H N
6
6
6
=
Nonazeotrope
Nonazeotrope 121.12 42 84.1 129.2
A
1502
v-1
128.8 124.5 125.75 150.7
C C C C
=
51 52
2-Picoline Paraldehyde Octane Nonane
A = 1499 1500 1501
Ref.
68 Nonazeotrope
... .. .
11
1497 1498
Wt.%A
Nonazeotrope
181.42 Phenol C y c l o h e x a n o n e , 5 0 m m . 73 If 155.6 50 m m . Ethylene diacetate 189.86 Cyclohexanol, 60 m m . " 70 m m . 90 m m . " 200 m m . 160.65 11 195.14 Phenyl acetate 2-Ethyl-l-hexanol, 25 m m . « -Methylstyrene 152.8 Cumene 158.9 Propylbenzene (Trimethylsiloxy) 181.9 benzene 11
1481 1482
B.P.,°C.
334 369 369
v-1
27
... ... ... 265 .. .
233 270
153 153 153 153 153
ADVANCES
50
IN
B-Component No.
=
Formula C H N 6
1504
8
1 1
C
2
1 0
H
Azeotropic
Name
B.P.,°C.
2 - Amino-3-methylpyridine 1 -Methylnaphthalene, 20 m m . " 50 m m . " 150 m m . " 290 m m . 400 m m . " 760 m m . 2 -Methylnaphthalene, 16 m m . " 50 m m . " 150 m m . " 400 m m . 550 m m . " 760 m m .
221
155.6
...
11
1505
€ιι ιο Η
244.8
... ...
11
=
CAoO C H 0
Cyclohexanone
1506
1507 1508
C H O C H 0 CgH^Ojj
M e s i t y l Oxide 4 - M ethyl - 2 - pentanone 4 - H y d r o x y- 4- m e t h y l 2-pentanone 3-Hepten-2-one 4-Methyl - 2-pentyl acetate 2,6-Dimethyl-4heptanone
—
6
Cyclohexanol,
1 2
6
1 0
6
1 2
1509 1510
C H
1 2
1511
CgHigO
7
0
C6H12
=
C H C H
1514 1515 1516 1517 1*518
C6H13N
1519
= 1520 1521
=
C
H
H
H
^6 C
Η
H
C H 7
C H 6
1523
q,H
7
1
0
2
l P 2
H
C H 6
C
Toluene
8
C
1524
Methylcyclopentane H e x a n e , 200-760 m m .
12
6 14
o
1 4
O
1 2
8 16°2 H
1525
= 1526 1527 1528
COH Q H C H
1
6
C
1 2
2
1 4
0
O 0
8 18° H
2
2
2
Butyl Acetate s e c - B u t y l acetate 2 -Butoxyethanol Butyl ether
98, 98, 98, 98, 98, 98,
99 99 99 99 99 99
109 57.5 137 69.5 165 76.8 196 92 209 96 Nonazeotrope
98, 98, 98, 98, 98, 98,
99 99 99 99 99 99
Nonazeotrope
V
-1
57
334 334
146.1
Nonazeotrope
334
169.4
Nonazeotrope
334
Nonazeotrope
334
80.85
.. . .. . 68.95 110.7 80.5 98.4
71.72 68.95 110.7
. ·.
4-Methyl-2-pentyl acetate 2,6-Dimethyl-4heptanone
115 68.2 136 75.2 166 89.7 187 96.4 198 98.7 Nonazeotrope
Nonazeotrope Nonazeotrope
Cyclohexanol 161 Cyclohexyl formate, 50 m m . Cyclohexyl vinyl ether, 45 m m . 4-Methyl-2pentanone
Ref.
169.2 162.9
80.8
8
Wt.%A
334
2,2,3 - T r i m e t h y l b u t a n e
H
7
Data
Nonazeotrope
7 16
1 2
B.P.,°C.
SERIES
128.3 116.2
7 16 7 16
6
6 14 C H C
...
161.1
1 2
1522
=
0 0
241.1
Cyclohexanol 4-Methyl-2-pentanone, 450-760 m m . Cyclohexylamine Hexane Toluene 2,4 - D i m e t h y l p e n t a n e Heptane
6
C
C
100 m m .
Cyclohexane
1512 1513
CHEMISTRY
V
-1 -1 -1 -1
V
-1
Nonazeotrope
V
-1
Nonazeotrope
V
-1
Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope 80.2 48.6
80.0
V V V
46.6
66 242 231 230 214 52, 231 214
85, 231 230
79.4
50
147
71-80
21
341
116.2
146.1
Nonazeotrope
334
169.4
Nonazeotrope
334
Nonazeotrope Nonazeotrope 125.9 95
334 334 334
126.1 112.2 171.1 142.1
TABLE
I
BINARY
51
SYSTEMS Azeotropic
B-Component No.
Formula
A = 1529
C H C H
1
1530
C H
1 7
6
8
C
1531
H
6
6
1
1
2
C
1
2
H
6
2
z
NO
0
2
C H 9
0 O
1 2
8
2
S 0
2
1532 C
15 18
C
16 34
H
1533
1534
A =
H
C
H
6
1
C H
151 142
75 75
225 225
7
Perfluoroheptane, crit. region Toluene 150-760 m m . Methylcyclohexane
1
8
1 7
C
6
H
C H 8
1
Nonazeotrope Nonazeotrope
113 113
0
6
77 92
2
Hexyl A l c o h o l 2-Ethylbutyl acetate
157.1 162.3
154.4
A =
CA4O
4
2
Isopropyl E t h e r 1,2- D i e t h o x y e t h a n e
68.3 121.1
Nonazeotrope
334
C H 8
4-Methy 1-2 -pentanol 4 -Methyl - 2- pentyl acetate
131.8 Nonazeotrope
334
C
6
H
C H 8
Min. b.p.
329
02
1 6
1
O S
4
1 6
OS
C H 0 C H C Hi6 Ci Hi CioHu Ci H Ci H CioH o C H CioH CioH o 6
1 4
9
1 2
9
0
4
0
1 4
0
1 4
2
1 0
2 0
2 0
2
CIQH O 2
2
2 -Buty lthioethanol 2-Butylthioethyl vinyl ether 2-Butoxyethanol Cumene cis -Hexahydroindan Butylbenzene sec-Butylbenzene tert- Butylbenzene p-Cymene n- Butylcyclohexane sec-Butylcyclohexane Isobutylcyclohexane cis-1 -Methyl -4 isopropylcyclohexane trans-1 -methyl - 4 isopropylcyclohexane
Γιό!7 ...
146.1
... 171.2 152.4 167.7 183.4 173.3 169.1 177.2 180.95 179.3 171.3
151.7 159.9 169.6 166.0 164.4 167.4 165.6 165.1 161.5
172.7
170.5
v-1
155 52 229 52, 231
89 106.9
1 4
6
68.95
Nonazeotrope
0
4
1
C6H 0 C Hi 0
1556
124 139 138.4
147.0 163.6
6
A = 1543
A = 1546 1547 1548 1549 1550 1551 1552 1553 1554 1555
334
2-Ethyl-l-butanol 2-Ethylhexaldehyde 3-(Chloromethyl) heptane, 50m m . 100 m m .
1 4
8
11
1545
Nonazeotrope
101.15
C H 0 C H 0 C H C1 6
A =
156.2 110.6
Azeotropic Nonazeotrope Nonazeotrope Nonazeotrope
8
1539
1544
b.p.
2,4-Dimethylsulfolane A m y l naphthalene, 20 m m . H e x a d e c a n e , 20m m .
Hexane
4
1538
1542
Max.
v - 1 289
353
m-Xylene p-Xylene
H
C7F16
A =
Nonazeotrope
25
Paraldehyde
8 10 8 10
1537
1540 1541
205.15
8
2
C
Ref.
<80
Toluene
2
C
C . B.P., C. Wt.%A
4-Hydroxy-4-methyl 166 2-Pentanone x - E t h y l t o l u e n e , 20m m .
2-Ethoxyethyl Acetate
CÔHI 03 7
1535 1536
Hexanoic A c i d Octanoic acid, 20-100 m m . N,N-Dimethylhexana m i d e , 100 m m .
B.P.,
H
C H C6Hi 03
A =
Name
Data
v-1 v-1
334 335 335
61 68
335
72.5
% % %
168 291 168 168 168 168 291 291 291
162.0
45 v o l . %
291
160.9
41 v o l . %
291
10.3 38 v o l . 73.4 47.9 39.1 56.6 56 v o l . 53 v o l . 40 v o l .
%
52
ADVANCES
IN
Azeotropic
B-Component No. A =
Formula C H 6
1557
A =
Q
1 4
C HH0 6
C 3 H 1 0
1559
C H
A = 1560 1561 A = 1562
8
1
C H 6
1
0
4
Naphthalene 2 - Methylnaphthalene
CJJH^Q 6
1
C H 8
0
4
1
0
8
3
A = 1564
C
H
n
1
3
0
C H O C H N 6
1
1
4
2
155.5
1567
1568 A = 1569
A = 1570 1571 1572 1573 A = 1574 A = 1575 1576
C C
S
H H
1
3
O
1 0
1
0
Cj Hio 4
C
1
4
H
C H 6
1
C H 9
C F 7
1
0
4
N0
2
N0
3
5
2
1
CVH C F C H C H
1
1
8
1
8
9
2
0
0
6
C H60
2
C
O
7
H
1 2
1 0
v-1
271
218.1
142.9
v-1
204
241.1
Nonazeotrope
98
Nonazeotrope Nonazeotrope Nonazeotrope
334
Nonazeotrope Min. b.p. Nonazeotrope Nonazeotrope Min. b.p.
100 334
Min.
100
288.7
8
7
t
l,l',l"-Nitrilotri-2propanol, 10m m .
Phenyl ether, 100 m m . Toluene p-Cresol ethylcyclohexane
8
7
l,l -Iminodi-2-propanol
Benzoic A c i d
C H C H 0 C H 7
291
Nonazeotrope
Triethylene G l y c o l
Perfluoroheptane Heptane, crit. region Perfluorocyclic oxide Octane, crit. region Nonane, crit. region
6
1 6
8
23 v o l . %
151.6
271
202.8
Carbazole L o w press. Phenyl ether, 4 m m . Fluorene " High press. Phenanthrene, Low press. Glycol decreases with Benzyl ether, 5 m m .
9
1 2
Ref.
v-1
188.4 72 241.1
294
11
1565 1566
B . P . , C . Wt.%A
Nonazeotrope
2 - (2 -Ethoxyethoxy ) ethanol Bis (2- ethoxyethyl) ether 10 m m . 2- M e t h y l n a p h t h a l e n e M
1563
Data
Dipropylene G l y c o l
3
8
C H
SERIES
171.2
Hexylene G l y c o l Ethylbenzene, 400 m m . Ethylcyclohexane, 400 m m .
2
6
CioH
B.P.,°C.
2 -Butoxy ethanol (continued) 3,3,5-Trimethylheptane
2
C10H22
1558
Name
CHEMISTRY
U
102 294
340
12.4
334 98
100 100 100
b.p.
decreasing pressure 145.5 . . . 28
335
133/10 1 1 77 77
Nonazeotrope
334
82.5 102!6
Azeotropic Nonazeotrope Azeotropic Nonazeotrope
v-1 v-1 v-1 v-1
155 354 155 155
189/100 m m . 181
176.5
27
76
110.7 201.7 101.1
Nonazeotrope Nonazeotrope
v-1 v-1
213 114, 309
60°-100° C. 1577 1578
C H C HnN
1579 1580 1581 1582
C Hie C Hi8 C H O Ci H 0
A = 1583
A = 1584
7
1
6
8
8
8
1 0
2 2
2
2
6
C H O 7
9
1 0
O
C H 0 C H O 7
9
Benzyl Alcohol
G
C H
0
98
m - C resol 2
Ethyl
benzoate
297 114
99.3 217.3
Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope
225.5
Nonazeotrope
334
103
341
78.3
334
v-1 v-1
266 52 334
205.2
Benzyl vinyl ether, 25 m m .
8
1
Heptane 2-Methyl-5-ethylpyridine 1 Iso- octane 2,2,4-Trimethylpentane Decyl alcohol (isomers) 2,6,8-Trimethyl4-nonanol
Evaporation data Evaporation data v - 1
202.2 212.4
26.6
112
TABLE
I
BINARY
SYSTEMS
53
B-Component No. A
Formula
A
Name
B.P.,°C.
B.P.,°C. W t . % A
o-Cresol s-Collidine
191 171.30
197.20
C H 0 C H N
202 163 157 142-5
204.9 204.4 202.5
202 71.8 Nonazeotrope
212 98
24.5
112
8
1586 1587 1588
C H N
x-Cresol Pyridine Pyridine Pyridine
1589 1590
C H 0 CioH CnHio
m,p-Cresols Naphthalene 2- Methylnaphthalene
202 218.1 241.15
1591
C HeO C H O
D-Cresol Ethyl benzoate
201.7 212.4
CjHçN C HnN
N-Methylaniline N,N-Dimethylaniline, 95 - 1 4 5 °
196.25
1592
2,6-Lutidine Decane
143.41 174.0
o-Toluidine D i e t h y l - 0- t o l u i d i n e , 20 m m .
200.7
Methylcyclohexane
100.93 98
7
A
8
7
9
O 7 H 9 N 7
9
7
A
8
8
7
A
9
1 0
2
8
C7H9N
A 1593
C
1594
C H9N C H N
A
10 22 H
7
n
1
7
C Hi4
A
7
1595
H
C F
1597
C Hi 0 C H NO
8
1
A
4
C H C F H
1600
C H
7
A
8
8
1 6
1
8
1
8
1
8
7
A
3
11 10
C
H
8
A
0
1 6
C F 1602 1603 1604
0
0
C H 1601
2
1 9
1598 1599
C
Perfluorocyclic
0
6
7
9
1 6
0
C
H
8
8
9
2
C H C1 8
1605
A
5
C ^ Q O S
C H C H 8
1606
1607
8
8
1
0
C Hio 8
A 1608
C
11 10 H
oxide
Heptanoic A c i d N,N-Dimethylheptanamide
102.5
3
188
63.0
367 367 367
78 80 90
Nonazeotrope
v-1
59
Nonazeotrope
v-1
358
95.8
Nonazeotrope 85
173
48
40 v o l .
v-1
%
114, 309 207
222.0 Max. b.p.
295
Heptane 98 P e r fluor obutyl ether 100 136.15 Ethylbenzene " 100-760 m m . 2,2,4- T r imethylpentane 9SÛ
Min. b.p. Nonazeotrope Nonazeotrope Nonazeotrope
50 52 229 52
Dipropylene G l y c o l Methyl Ether 2- Methylnaphthalene
Nonazeotrope
241.15
P e r f l u o r o c y c l i c Oxide 102.5 131.78 Ethylcyclohexane 2,2,4- T r i m e t h y l p e n t a n e 99.24 2,3,4- T r i m e t h y l h e x a n e 131.34
e 16 H i C H o C
bases bases bases
Heptane
7 16
C
1596 A
Ref.
C H 0 QHiiN 7
1585
Azeotropic Data
ar-Trichlorostyrene 2 - (2-Isoamyloxyethoxy ) ethanol, 6.7m m . Styrene Ethylbenzene, 10-100 m m . " 30°-120° C . X y l e n e , 20 m m . Methyl Salicylate 2- Methylnaphthalene
96.3 87.5 98.4
v-1
98
80 v o l . % 60 v o l . % 80 v o l . %
207 207 207
49
101 145
50' 222.3 241.15
Nonazeotrope
v-1
Nonazeotrope Nonazeotrope
v-1
Nonazeotrope
40, 110 156 334
98
54
ADVANCES
IN C H E M I S T R Y
Azeotropic Data
B-Component No.
Formula
A = 1609
CeHio C Hi6
1610 1611
C Hi6 C Hi
8
8
8
8
1612
C 9 H 1 2
1613
C 9 H 2 0
1614
C 9 H 2 0
Name
B.P./C.
B . P . / C .
Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope Nonazeotrope
Nonazeotrope 139.0 96.1
CgH C Hi 0 C Hi 0
m-Xylene 2-Ethyl-1 -hexanol 2-Ethylheptanal
139 184.8
A =
C H
C 9 H 2 0
o-Xylene Nonane
143.6 150.7
C Hio C H
p-Xylene Octane
138.4 125.75
B i s (2 - v i n y loxy ethyl) Ether B i s (2-ethoxyethyl ) e t h e r , 10 m m .
196.5/10 m m .
10
A=
8
8
1617
A = 1618
8
9
1 0
8
8
1 8
QH14O3 1619
A =
C H 8
C H 8
1620
A =
1
1 6
C9H
A =
3
2
0
2- Ethylhexanoic A c i d 2-Methylnaphthalene
C Hi 0
Octanoic A c i d N , N - Dimethyloctana m i d e , 100 m m .
U
6
1
0
8
6
2
C 1 0 H 2 1 N O
CeHieOs 1623
A =
c
llHio
C H C1 8
1624
A = 1627 1628 1629
A =
1 8
Cl2Sn
C H ClSn 1 2
2 7
C10H20O2 C 1 1 H 2 5 N
8
C 1 0 H 2 0 O
C 1 0 H 2 0 O S
Octyl A l c o h o l Octyl vinyl ether, 5 mm. 2-Hexylthioethanol 2-Hexylthioethyl vinyl ether
v-1 v-1
v-1
372
81
Nonazeotrope
271 342 52 334 363 342
334 52
52
Nonazeotrope
v-1
Nonazeotrope
334
<50
98
241.15 238.5 187
241.15
190
26.0
Nonazeotrope
295
98
106.9/100 m m .
124.8
106
98
335
157/17
166
2-Ethyl-l-hexanol 184.8 Nonane 150.8 2-Ethylhexyl acetate 198.4 (2-Ethylhexyl) p r o p y l a m i n e , 50 m m . 147
C 9 H 2 0
CJHIJOS
1631
Dibutyltin Dichloride Tributyltin chloride, 17 m m .
169.4
CeHieO
8
A =
3- (Chloromethyl) heptane 2-Ethyl-1 -hexanol, 100 m m .
144.25
Ref.
146.1
Butyl Ether 2-Ethyl-1 -hexanol
8
C Hi 0 1630
2 -(2 -Ethoxyethoxy ) E t h y l Acetate 2- Methylnaphthalene
187.8
C Hi 0 C ^ O 8
1626
8
8
8
A =
1 7
C Hi 0
C H 1625
1,3-Dimethylbutyl Acetate 2,6-Dimethyl-4heptanone
C Hi 02 C H
1622
A =
0
1 8
8
1621
0
8
Wt.%A
Ethylbenzene 136.15 Ethylcyclohexane, 400 m m . 121.6 1-Octene 125.75 Octane 152.4 Cumene 150.7 Nonane 2,2,5-Trimethylhexane 120.1
A = 1615 1616
8
SERIES
142.1 184.8
Nonazeotrope
334
Nonazeotrope
334
Nonazeotrope Nonazeotrope
334 334
Nonazeotrope
334
195.15 64
64
Min. b.p.
17
341
329
TABLE
I
BINARY
55
SYSTEMS Azeotropic Data
B-Component No.
Formula C8H
A= 1632
A =
C
1 8
H
1 6
0
CeHie03
1633 1634
C^oHg C H n
1
2-(2-Butoxyethoxy) ethanol Naphthalene, 100 m m . 1 - Methylnaphtha l e n e , 20 m m . " 100 m m . " 200 m m . 2- Methylnaphtha lene, 20 m m . " 100 m m .
0
1635
CnHio
1636
Ci H g
B.P.,°C.
2-Ethyl-l,3243.1 hexanediol Bis(2-ethylhexyl)ether, 10 m m . 135 269.8
2
0
3 4
Name
M 2
Dodecane, 100 m m . 1-Pentadecene, 217 m m .
2
1 6 3 7 C15H30 Cc,F N
A=
T r i s (per fluor opropyl) amine Cumene
2 1
1 6 3 8 C9H12 C9H N 0
A=
6
1639
A =
2
2
09Η6Ν2θ
2
C9H7N
B.P.,°C. W t . % A
123 241
Ref.
40
335 335
231.2 144.35
Nonazeotrope
v-1
144
46.8 64.3 74
98 98 98 98 98 98 144
241.15 146.2
142.6
38 53.5 82 34
183.7
185.16
87 v o l . %
v-1
291
130 152
2,4-Tolylene Diisocyanate 2,6-Tolylene di isocyanate, 5-60 m m .
51
116
Nonazeotrope
v-1
53
Isoquinoline
1640
CnHio
2 - M e t h y l n a p h t h a l ene
241.15
<50
98
A = 1641
C H N C H
Quinoline 2- Methylnaphthalene
237.3 241.15
>50
98
E t h y l Salicylate Phenyl ether, 5 m m . " 50 m m . " 180 m m .
233.7
A =
7
U
1
0
C9HK1O3
1S42
A -
9
1643
A =
1644
A = 1645
A =
C
H
1 2
1 0
C9H12 C
1
2
F
2
7
O
N
C9H C H 9
Mesitylene 1,2,4-Trimethylbenzene
12
1 2
C H OS C H OS 9
1 2
n
1 4
C9H 0 14
1646
A = 1647
A = 1648
C
H
n
C H C F 9
1
0
1 8
1
2
2
7
N
C9H20 C
1
2
F
2
Cumene T r i s (per fluorobutyl ) amine
7
N
Nonazeotrope Nonazeotrope Nonazeotrope
177
118 118 118
138
51
Nonazeotrope
96
164.7 169.2
2-Benzylthio ethanol 2 -Benzylthioethyl vinyl ether Isophorone 2- Methylnaphthalene
v-1 v-1 v-1
329
Min. b.p.
241.15
Propycyclohexane Per fluor otributyl amine
156.72
Nonane Perfluorotributylamine
151
178.4
177
Nonazeotrope
145.4
Min. b.p.
55 v o l . %
98
207
50
56
ADVANCES
IN
Azeotropic
B-Component No.
A = 1649
Formula
C9H20O C
1
H
2
2
Name 2,6-Dimethyl4-heptanol 2,6,8-Trimethylnonene, 8 m m . 52 m m .
4
B.P.,°C.
C9H20O4
1650
C
1 2
H N
1651
C
1
H
9
3
1
Tripropylene G l y c o l Carbazole L o w press. Fluorene, high press. " L o w press. Phenanthrene
1 6 5 2 C14H10
294
A = 1653
CioH Ci H g
Naphthalene Dodecane, 100 m m .
A = 1654
CioHie C H
Decahydronaphthalene D e c a n e , 10 m m . " 20 m m . " 50 m m .
A = 1655
C H O Ci H O
Menthone Menthol, 5m m . " 50 m m . " 180 m m .
209.5
A =
CioH
3,3,5-Trimethylheptane Perfluorotributyl amine
155.68
Decyl Alcohol Dodecyl alcohol, 20, 50, 100, 300 m m .
232.9
1656
A
8
2
1
2
0
2
1 0
1 8
0
C
1
2
2
2 0
F
2 2
2
7
N
C^()H 0
=
22
1657
A = 1658
A = 1659 A = 1660
C
1 2
H
Q H 0
C
1 2
2 6
2 2
0
OS
H2 OS 4
CioH 04 22
CnHio CnHio C
u
H
2
4
0
218.1
178.4
241.15
1-Methylnaphthalene 5 - Ethyl - 2- nonanol, 19 m m . 50 m m . 150 m m . " 200 m m . " 400 m m .
244.8
2 -Methylnaphthalene 5- Ethyl - 2- nonanol, 20 m m . " 50 m m . " 90 m m . " 200 m m . " 300 m m . 400 m m .
241.1
M
CnH C H u
1
0
2
4
0
, f
Ref.
334 334
100 100 100 100 100 100
59.2
140.2
v-1
144, 204
Nonazeotrope Nonazeotrope Nonazeotrope
v-1 v-1 v-1
309 309 309
Nonazeotrope Nonazeotrope Nonazeotrope
v-1 v-1 v-1
118 118 118
55 v o l . %
147.3
system
v-1
207
290
329
Min. b.p.
11
A = 1661
Wt.%A
Nonazeotrope Min. b.p. Min. b.p. Nonazeotrope Min. b.p. % glycol decreases with decreasing pressure
Ideal
2-(2-Ethylhexylthio) ethanol 2-(2-Ethylhexylthio) ethyl vinyl ether Tripropylene Glycol Methyl E t h e r 2- Methylnaphthalene
Data
18 32
56 95
11
0
B.P.,°C.
SERIES
104/52
11
A =
CHEMISTRY
98
<50
41.4 121 25.2 143 5.25 173 2 179.5 Nonazeotrope
98, 98, 98, 98, 98,
99 99 99 99 99
49.8 120 36.0 140.5 24.5 157 9.0 181.5 3.5 193.5 Nonazeotrope
98, 98, 98, 98, 98, 98,
99 99 99 99 99 99
TABLE
BINARY
57
SYSTEMS Azeotropic
B-Component No.
A =
Formula
C12H9N
1662
C
H
1 4
O
3 0
Name
B.P.,°C.
Carbazole Tetradecanol Low press. Heptadecanol " Low press.
355
A -
C
1664
Ci H C H
1
H
7
3
2
A = 1665
= 1666
A =
1667
1 0
2 4
C C
C
i 2
1
2
1 2
0
6
0
3 8
H H
4
Biphenyl Dioctyl phthalate, 10 m m .
255.9
2 4
2
H
0
6
2,6,8-Trimethylnonene 2,6,8-Trimethyl4 - n o n a n o l , 50 m m . " 10 m m . Dodecane Hexadecane, 10-760
2 6
C 1 6 H 3 4
C13H10 q H 4
3
O
0
C
1
7
H
3
0
6
A = 1669
C C
1 4
1670
C
1
A = 1671
C C
A = 1672
Ci H3 0 C H 03
1 4
7
1 6
1 8
H H
3 0
H
3
H H
3 6
1 0
248
Nonazeotrope
334
137 103
Nonazeotrope Nonazeotrope
334 334
216 Nonazeotrope
mm.
Fluorene Tetradecanol, Low press. High press. Heptadecanol, Low press. " High press.
294
Phenanthrene
340
3 2
8
1 8
6
O
Tetradecanol
0
Heptadecanol
0 0 4
2
3 4
1673
Ci H3^D
1674
C 2 0 H 3 0 Q 2
8
2
Oleic A c i d Ricinoleic acid, 5 mm. Stearic acid, 5 mm. Abietic acid, 1-10 m m .
v-1
163
Nonazeotrope M i n . b.p.
100 100
Nonazeotrope M i n . b.p.
100 100
% Phenanthrene i n creases with pres sure; m i n . b.p. % Phenanthrene i n creases with pres sure; m i n . b.p.
100
Palmitic A c i d Stearic acid, 5 m m .
2
2
Ref.
100 100 100 100
11
1668
Wt.%A
Nonazeotrope M i n . b.p. Nonazeotrope M i n . b.p.
11
1663
B.P.,°C.
Data
Nonazeotrope
100
v-1
139
v-1
139
v-1
139
v - 1 166
58
ADVANCES
IN
CHEMISTRY
SERIES
2
H
H
1692 1693
A
B
0
0
0
0
0
2
2
H
H
2
0
0
0
0
0
0
0
Water Water
Water Water
Water
Water Water Water Water Water Water Water Water Water
Hydrogen chloride Hydrogen fluoride Nitric acid Water
Argon Carbon monoxide Chlorine trifLuoride
Name
20 atm. to critical point. 20 p.s.i.g.
1694 1695
2
H
H
1691
H
2
2
H
H
2
H
2
0
H 2 O
2
2
2
H
H
2
H o O
H
1682 1683 1684 1685 1686 1687 1688 1689 1690
b
HF
1679
H N 0 3
c m
1678
1680 1681
C 1 F
1677
3
A CO
1675 1676
a
Formula
No.
A-Component
2
5
100
100
100
100
100
100
2
4
4
C H
4
C H
4
C H
4
C H
C H
3
0
0
0
0
0
CH N0
0
2
2
2
C H
0
C H C I 3
C H
100
100
CHCI3 CHCI3
100
100
100
C H C I 3
C H C I 3
100
CHCl,
100
2
0
0
100
so
H
...
2
5
C H N
H
100
2
2
FH
N H
2
Formula
19.5
-85
-185.7 -192
B.P., °C
19.4
115.5 100
Hydrogen fluoride Pyridine Water
64.3
64.7 64.7 64.7 64.7
Methanol Methanol Methanol Methanol
2
H
H F 7
4
C H 3
0
0
4
2
4
101
2
3
4
5
0
6
C HeO 3
2
2
C l 3 F
H
CJHJO C H 0
C
2
C H N CaHgO 5
C
100.75
Ca^O C ^ O
2
C H 0
2
C H N
2
C H
2
C H 0
CHCl 3
4
10 8
C
C
6
2
F U
o N
3
0 2
Formula
100.75
61 61 61 61 61 61
- 1 0
Water Sulfur dioxide Chloroform Chloroform Chloroform Chloroform Chloroform Chloroform F o r m i c acid F o r m i c acid Nit ro meth ane Methanol 100
-195.8 -252.7
Nitrogen Hydrogen
Name
Perfluorobutyric acid Chloroform 61 Acetalde20.2 hyde F o r m i c acid 100.75 Methanol 64.7 81.6 Acetonitrile Acetic acid 118.1 78.3 Ethyl alcohol 79.6 2-Butanone Acetic acid 118.1 Pyridine 115.5 Isopropyl 82.3 alcohol 47.5 1,1,2-Trichlorotrifluoroethane Ethyl alcohol 78.3 Propionalde47.9 hyde M e t h y l a c e t a t e 57.1 Isopropyl 82.3
218.1
56
-183 -195.8
Oxygen Nitrogen Uranium hexafluo ride Naphthalene
B.P., °C.
Name
C-Component
Ternary Systems
B.P., °C.
T a b l e II. B-Component
39.4
78.0
52.6
108
189.6
B.P., °C.
3
28
5
60
3.0
Nonazeotrope Nonazeotrope
Nonazeotrope Nonazeotrope
0.6
96.4
Nonazeotrope 81 15 Nonazeotrope Nonazeotrope 3.9 91.2 4.9 Nonazeotrope Nonazeotrope Nonazeotrope 11.7 36.8 51.5 4
92
12
Nonazeotrope
Nonazeotrope
v-1
v-1
v-1 v-1
v-1
v-1
v-1
v-1
v-1 v-1
Data
Composition, Wt. % A B C
Azeotropic
58 334
68 334
335
56 335 334 56 335 334 56 360 176
258 273
222
322
91,292
97,194 2
Ref.
Water
Water
Water
Water
Water
Water
Water Water Water
Water Water
Water
Water
Water
Water
Water Water π Water Water Water
H 0
H 0
2
H 0
H 0
2
H 0
H 0 H 0 H 0
2
H 0 H 0
2
H 0
2
H 0
H 0
H 0
2
H 0
2
H 0 H 0 H 0
1698
1699
1700
1701
1702
1703 1704 1705
1706 1707
1708
1709
1710
1711
1712
1713 1714 1715
2
2
2
2
2
2
2
2
2
2
2
2
H 0
1697
Name
Water
Formula
HzO
No.
1696
A-Component
100 100 100
100
100
100
100
100
100 100
100 100 100
.00
100
100
3
3
2
2
3
3
2
6
6
C H 0
2
6
CzHgO C H G
2
5
C H 0
2
4
2
2
C H C10
2
4
C H 0
2
4
C H 0
2
C H C1
3
4
2
2
C H N C H C1
3
2
C H N C H N C H N
2
C HC1
2
C HC1
2
C HC1
3
100
4
3
C C1 F
100
4
3
CH 0
100
2
CH 0
100
4
Formula
CH 0
B.P., °C.
Ethyl alcohol Ethyl alcohol Ethyl alcohol
Acetonitrile 1,2-Dichloro ethane 1,2-Dichloro ethane Acetaldehyde Acetaldehyde 2-Chloroethanol Ethyl alcohol Ethyl alcohol
47.5
1,1,2-Trichlorotrifluoroethane Trichloroethylene Trichloroethylene Trichloroethylene Acetonitrile Acetonitrile Acetonitrile
8
N
78.3 78.3 78.3
78.3
128.7
3
6
3
C H 0
3
6
C H N
6
C H
H
6 12°3
C
20.2
6
8
C H 0 2
3
6
C H 0
2
C H 0
1 5
6
6
A
C H
n
u
6
2
C H N C H O
C H 0
2
20.2
83.5
81.6 83.5
81.6 81.6 81.6
C H 0
86.2 8
£3^0
86.2 3
C H 0 6
6
86.2 3
2
C H 0
4 10
4
H
64.7
Methanol C
C H 0
64.7
6
Methanol
4 2
Formula
C H 0
64.7
B.P., °C.
Methanol
Name
B-Component
71.4
97.1
Azeotropic
Data
69.7
82.3
77.2
Acrylonitrile Acrylonitrile " 100 Acetone Ethyl formate Crotonaldehyde
mm. 56.1 54.2 102.4
80.1
124
78.0
<30
69.5
68.6 67.8 89.7 78.3
v-1
334 335
6 7.2
59
78.3
335 334 334
44 55 Nonazeotrope 5 13 82
73.3
31 77.1
...
19.0
63 15.7
20.3
71.0 6.6 9.0 84.4 Nonazeotrope Nonazeotrope 4.8 87.9 7.3
8.7
Nonazeotrope
Nonazeotrope
7.7
1
335 334 334 335
335
334
334
133
335
335 72.9
20
78.3 55.5 68.3
73
7
176
334
335
69.4
8.1
12.5
95.5
82.3
84.8
80
3.9
334
84
334
Ref.
7.1
7.5
0.6
Nonazeotrope
Nonazeotrope
Nonazeotrope
Composition, Wt. % A Β C
97.3
Benzene
Paraldehyde
Isopropyl alcohol Ethyl alcohol
Propyl alcohol Isopropyl alcohol Ethyl alcohol Diethylamine Isopropyl ether Triethylamine Ethyl alcohol
alcohol
Allyl
-11.7
79.85
42.6
B.P., °C.
78.3
80.9
B.P., °C.
Methyl acrylate Methyl propionate 2-Methylpropane Ethyl alcohol
Name
C-Component
m
TABLE
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SERIES
C H 0
C H 0
C H 0
C H O
C H O
C H 0
C H O
C H O
C H O
100
100
100
100
100
100
100
100
100
Water
Water
Water
Water
Water
Water
Water
Water
Water
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
H 0
2
H 0
2
2
2
H 0
H 0
1759
1760
1761
1762
1763
1764
1765
17.66
1767
1768
1769
1770
1771
2
2
C,H 0
100
Water
H 0
1758
d
C H 0
100
Water
2
3
8
C H Q
100
Water
Propyl alcohol Propyl alcohol
It
8
C H 0
100
Water
It
fl
e
e
Isopropyl alcohol Isopropyl alcohol Isopropyl alcohol Propyl alcohol Propyl alcohol Propyl alcohol
II
II
3
8
e
e
e
8
8
8
8
8
8
It
3
3
3
3
3
3
3
3
3
3
3
Propionic acid Isopropyl alcohol Isopropyl alcohol Isopropyl alcohol Isopropyl alcohol Isopropyl alcohol Isopropyl alcohol Isopropyl alcohol
Name
B-Component
II
II
II
II
II
C H 0
100
Water
H 0
1757
8
100
Water
2
3
C H 0
100
Water
H 0
Formula
1756
B.P., °C.
Formula
No.
Name
Α-Component
C
C
97.3
C
97.3
97.3
6
6
5
H
H
H
12
6
10°2
1 0
O
C H
97.3 5
3
8
C H S
8
N
97.3
H
H
8 14
7
1 5
u
C
C
6
C H
6
6
82.3
82.3
82.3
C H O
u
C H O
2
0
82.3
1 2
82.3
6
C H
82.3
6
10°
6
H
n
8
C H
5
4
4
82.3
C
C H N
82.3 82.3
C H 0
2
82.3
8
C H 0
140.7 4
Formula
B.P., °C.
77.8
Butylamine
Cyclohexane
Benzene
11
Propyl acetate " "
Diisobutyl ene 1-Propane diol 3-Pentanone
Data
81.2
50.23 66.07 76.26 82.45 68.5
101.8 101.6 200 m m . 400 m m . 600 m m . 760 m m . 80.1
66.6
60.8
67.5
76.3
5 6 6
9.3
13.1
67.7
20
31.6
38.2
60
59.1
48.7
8.5
10.0
81.5
Nonazeotrope 13.3 4.7 82.0 15.0 78.5 6.5 75.5 16.0 8.5 73.0 17.0 10.0 82.4 9.0 8.6
20
21.9
4 91 9 85 7 87 Nonazeotrope
10.4
73.4 61.8 95 81
76
47
88
8.2 19.8 72.Ό 10 18 72 Nonazeotrope
13
40.5
1
65.7 90
12.5
11
Nonazeotrope
11
72.3
80.7
Azeotropic Composition, Wt. % A Β C
75.5
83
73.4
B.P., °C.
102.3
88.7 Isopropyl acetate 80.1 Benzene " 20 p . s . i . g . 4-Methyl116.2 2-pentanone Butyl ethyl 92.2 ether 68.3 Isopropyl ether 30 p . s . i . g . 15 p . s . i . g . 84.1 Diisopropylamine 110.6 Toluene
79.6
79.85
B.P., °C.
Methyl propionate 2-Butanone
Name
C-Component
v --1 V " -1 v --1 v --1 v --1
84
334
264 308 308 308 308 334
334
181
335
335
335 335 335 334
335
335 335 334
335
335
335
Ref.
2
H 2 O
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
2
H 0
z
H O
2
H 0
2
H 0
2
H 0
2
H H H H
H 0
H 0
1773
1774
1775
1776
1777
1778
1779
1780 1781 1782 1783
1784
1785
1786
1787
1788
1789
1790
1791
1792
2
2
2
2
2
0 0 0 0
H 0
1772
2
Formula
No.
C H 0
C H O
100
C H 0
100
Water
Water
Water
Water
Water
Water
Water
Water
Water
Water Water Water Water
Water
Water
Water
C H 0
C H O
4
C H
4
C H
4
C H
100
100
100
100
C
4
H
1 0
1 0
1 0
1 0
1 0
e
8
O
O
O
O
O
2
2
2
1 0 °
C H
100
100
4
4
C H
100
4
4
8
0 0 O 0
100
4
8
a
8
8
6
C H 0
4
4
4
H H H H
100
4
4
8
C C C C
3
C H 0
C H 0
100
8
8
100
3
3
8 ° 2
C H 0
H
100
3
e
Water
C
3
100
100
8
Water
3
e
C H O
100
3
Formu
B.P., °C.
Water
Water
Water
Name
A-Component
oooo
Propyl alcohol Propyl alcohol Propyl alcohol 2-Methoxyethanol 2-Methoxyethanol 2-Me thoxyethanol 1 , 2 - P r o p a n e diol Crotonaldehyde 2-Butanone 2-Butanone 2-Butanone Butyr alde hyde Butyr alde hyde Butyr alde hyde Butyraldehyde Butyl alcohol Butyl alcohol Butyl alcohol Butyl alcohol Butyl alcohol Butyl alcohol
Name
B-Component
117.75
117.75
117.75
117.7
117.7
117.7
74.8
74.8
74.8
79.6 79.6 79.6 74.8
O
H
H
6
O
1 0
O
C
H
6 14
6
C H
1 2
l z
C H 6
n
4
0
O
C H N
C4H10 s
4
H
6 14
H
2
6 12°2
H
U 1 0
O
4 10°2
4
C H
C
C
C
1 0
6 6 6 12
6
C H C H
C
C
8
12
6
16°2
C H
H
H
H
C H 7
6
6
7
187.8
C
C
C
6
l z
C Hi20
6
C H
Formula
102.4
124.6
124.6
124.6
97.3
97.3
97.3
B.P., °C.
86 87.6
118.3 146.6
2-Methylpentanal Dipropoxyethane Benzene
Butyl vinyl ether Butyl acetate Hexane
sec-Butyl alcohol 1-Butanethiol Butylamine
2-Ethylcrotonaldehyde Benzene Cyclohexane Hexane Isobutyl alcohol 1,1-Dimethoxyethane Butyl acetate Hexane
Toluene
Toluene
Cyclohexane
58 51.6
28 27.4
21.0
14
10
2.9
19.2 61.5 68.95
8
29
90.7 126.1
2
10
77.9
63
88
Nonazeotrope 77.4
78.6
Nonazeotrope
94.2
77.8
97.5
99.5
75
21
68.7
4
Nonazeotrope
126.1 55
Nonazeotrope
8.8 26.1 65.1 5 35 60 1 22 77 Nonazeotrope
Nonazeotrope
64.5
80.1 80.7 68.7 107.9
135.3
Nonazeotrope
Nonazeotrope
110.6
Nonazeotrope
63
27
Nonazeotrope
110.6
Data
Composition, Wt. % A B C
Azeotropic
80.7
68.2 63.6 55
87
127.2
2-Hexanone
80.1
B.P., °C.
Name
B.P., °C.
C-Component
174
335
335
334
181
334
334
334
334
334 334 334 334
334
334
334
334
334
334
334
123
Ref.
U» m je m
-<
H 79
ΰ!
ζm
Ο
Ζ
Ζ
ο m
Ό
>
TABLE
II
TERNARY
SYSTEMS
ι ο ι η ^ CO co CO co co co
CO ΙΟ TjH I> CO Γ ΟΟ rH
eu
EtH
65
CO 00
CM
I> E> I> £> "tf CO CO CO CO co
co 00
CM ΙΛ CO
CO
CM
m co
co co
co co
co co
m τ* c o «
Q
s C D C O CO CO
«HH τ *
φ CO CM Ν
ο CD
O i rH CM co
rH
rH
co
CM CO CO
CO
ΙΟ
U
PQ°
CO* co
I>
rH
m* CM
rH
o
142. 100 m
147 100 m 98.
in CM
Oi
ο m Oi -HH
00
-rjH I>
g
C— cd β o
g
oo o
m in
rH
CM
rH
ο Oi
co m
CD
1 HQ lay,
*1 rH rH* "ψ -φ
Ο
00
rH* g g g g g CM d g g g g g C M C O r H rH
CD CM
00
00
M
M
M
rH rH O
M
ο ο ο o m o o o o co CM co ^ in co
« 00 Oi
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cd
1
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3
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ta u
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B
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0
£
ta
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go
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3 * ,3 13 5 13 5 13 Q PQ PQ PQ col 73col 73 PQ P Φ
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0 0 0 0 0 0 0 0 0 es es es es es es « es es
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ο
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0 0 0 0 O es es es es ta ta ta ta ta m co CM co
0 ta
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£ £
cd
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co
vo
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ta
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r H ^ d
-*H ϋ »-H ^ Cd ^
ο
0)
C +> iH (11 * § 3 2 β
Φ
β
co co
Φ
ο
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co CM
co co
φ
rH
rH
w
0 00
U φ
"cd
00
C H
6 6
6
5
C
C
C
C
C H O
C H
100
100
100 100
100
100
100
100
100
100
Water
Water
Water Water
Water
Water
Water
Water
Water
Water
H 0
H 0
2
H 0 H 0
2
H O
z
H 0
2
H 0
2
H 0
2
H 0
2
H 0
1823
1824 1825
1826
1827
1828
1829
1830
1831
2
2
2
2
2
•765.4 mm.
e
1822
C H C H
100 100
2
Water Water
H 0 H 0
1820 1821
C H N ^5^8θ
2
2
2
2
5
5
H
1 2
l z
1 0
5
0
O O
2
7
H
8
u
6 12° 3
H
6 12°2
H
6 12°2
H
1 0
6
6 12°2
7
6
C H N C H O
C
5
5
5
C 5 H 5 N
5
C5H5N C H N
C 5 H 5 N
5
C H N
100 100 100 100 100 100 100
Water Water Water Water Water Water Water
2
2
0 0 0 0 0 0 0
H H H H H H H
1813 1814 1815 1816 1817 1818 1819
4
U
C H N
100
Water
2
H 0
1812
4
C H„N
100
2
Water
H 0
1811
Name
Formula
Formula
No.
B.P., °C
A-Component
2-Picoline Cyclohexa none Butyl acetate Butyl acetate sec-Butyl acetate 2-Ethoxy ethyl acetate Isopropyl ether Toluene
Benzene
Isoamyl alcohol
H
2
u
S
4
0
0
C*10^22^
1 8
C7H0
8
156.2
H
8 18°
H
112.2
110.6
2
;6
6 12°3
C H
C
6
C
68.3
2
1 2
126.1
126.1
128.8 155.6
4
0
C H O
5
6
C H
u
6
132
1 4
H
C H C H
6
n
12 2 C H < C
H
102.3 138.0
80.1
1 4
N
ÇlO 2 2 C H
C
6
H
7 16 8 18 C9H o C
C H
55.5 115.5 115.5 115.5 115.5 115.5 115.5 99.3
1 9
Diethyl amine Pyridine Pyridine Pyridine Pyridine Pyridine Pyridine Ethyl acrylate 2-Pentanone A m y l alcohol
8
C H
77.8
Butyl amine
Formula
B.P., °C.
Name
B-Component
Nonazeotrope Nonazeotrope Nonazeotrope
Nonazeotrope
142.1 142.1 110.6
89.7 Triethylamine 2 1 7.3 Decyl alcohol (isomers)
Nonazeotrope
Nonazeotrope 112.2
sec-Butyl acetate Butyl ether Butyl ether Toluene
Nonazeotrope Nonazeotrope 124.5 160.65
86.6
Nonazeotrope Nonazeotrope
Nonazeotrope
120
80.1
Nonazeotrope 14 13.5 70.5 22.5 25.5 52 30.5 37 32.5 35.5 45.5 19 38.5 51 10.5 40.5 54.5 5 Nonazeotrope
98.4 125.75 150.7 173.3 194.5 216 68.3
78.6 86.7 90.5 92.3 93.1 93.5
68.3
Composition Wt. % A B C Nonazeotrope
B.P., °C.
Data
159.6
B.P., °C.
Azeotropic
157.85
Dibutylamine Isopropyl ether Heptane Octane Nonane Decane Undecane Dodecane Isopropyl ether Benzene Diamyloxymethane 3-Methyl1-butanethiol Hexyl alcohol Paraldehyde Cyclohexanol
Name
C-Component
f
C H C I 3
CH C1
2
CH N0
CH
1847
1848
1849 1850 1851
-200° to 50° F.
4
CH Q
C H 4 O
4
CH 0
C H 4 O
4
3
C H C I 3
1846
Methanol Methanol
Nitromethane Methane Methanol Methanol
Dichloro methane
Chloroform
Chloroform
64.5 64.5
-161.5 64.7 64.5
101.2
40.0
61
61
61
CHCI3
C H C I 3
Chloroform
61
61 61 61 61
CHCI3
Chloroform
Chloroform Chloroform Chloroform Chloroform
C a r b o n t e t r a • 7 6 . 7 chloride Chloroform 61 Chloroform 61 Chloroform 61
100
61 61
1844
1852 1853
Name
Water
B.P., °C.
Chloroform Chloroform
C H C I 3
C H C I 3
1845
1842 1843
C H C I 3
1841
C H C I 3
C H C I 3
1837 1838 1839 1840
2
CHCl 3
C H C I 3
2
CCI4
1833
f
2
C H C I 3
H 0
1832
1834 1835 1836
Formula
No.
A-Component
6
e
C
3
H
6
6
6
6
C H 0 3 6°2
3
2
2
6
C H C H 0 C H 0
6
C H
4
CH Q
3
7
C H O
3
6
6
2
2
C H Br
3
6
C H 0
3
C H 0 £*3Η 0
3
6
e
C H 0
3
3
4
2
CH 0 CzHeO C H O C H 0
4
4
2
CH 0 CH 0 CH 0
C2HCI3
7
C He
Formula
Acetone Methyl acetate
Ethane Ethyl alcohol Acetone
Benzene
Acetone Ethyl formate Methyl acetate 2-Bromo propane Isopropyl alcohol Methanol
Acetone
Methanol Ethyl alcohol Acetone Acetone
Trichloroethylene Formic acid Methanol Methanol
Toluene
Name
B-Component
56.1 56.3
-88.6 78.3 56.1
80.1
64.7
82.3
59.4
57.1
56.4 54.1
56.4
64.7 78.3 56.4 56.4
100.75 64.7 64.7
86.2
110.6
B.P., °C. 2 6
2
6
6
3
3
H
H
H
8
6
6 12
C Hi 6 u C
C
8
0
8 18°3 H
2
4
C H C H 0 3 6°2
C
C
4
8
C H 0
4
7
C H 0
3
7
8
C H Br
3
7
u
l z
C H C H Br
6
6
8
6
4
H 0 H 0 ^ O H O
H
3
3
4
C H O
C C C C
C
2
8
H
C H 0 C H 0 3 6°2
4
1 2
C H 0
C
Formula
Propane Acetone Methyl acetate Hexane Hexane
2-(2-Butoxyethoxy) ethanol Cyclohexane
Acetic acid Acetone Methyl acetate 2-Butanone Acetone 2-Butanone 4-Methyl-2pentanone * Isopropyl ether Toluene 2-Bromopropane 2-Bromopropane Isopropyl formate 2-Butanone
2,6,8-Trimethyl-4nonanol 2-Butanone
Name
G-Component
68.95 68.7
-44 56.1 56.3
80.75
230.6
79.6
68.8
59.4
110.7 59.4
68.3
79.6 56.1 79.6 115.9
118.1 56.1 57.1
79.6
225.5
B.P., °C.
47 45
53.7
61.97
63.2
57.5 56.42
B.P., °C.
Nonazeotrope
Nonazeotrope
Nonazeotrope
Nonazeotrope
Nonazeotrope
14.6 14
30.8 27
59.6 59
v-1 v-1
v-1
Nonazeotrope v-1 5.3 15.7
Nonazeotrope Nonazeotrope 17.4 5.8 76.8
79
Nonazeotrope
Nonazeotrope 65.3 10.4 24.3 v-1 Nonazeotrope v-1 Nonazeotrope v-1
Nonazeotrope v-1 46.7 23.4 29.9 v-1 51.4 21.6 27 v-1
Nonazeotrope
Nonazeotrope
v-1
Azeotropic Data Composition, Wt. % A B C
105 335
268 7 335
343
334
334
195
195
296 195
334
334 224 62 157
56 335 31,143
184
334
Ref.
2
118
3
78
2
6
C H Q
6
β-35°, 0°, 40° F.
1878
2
6
78
3
78
Ethyl alcohol Ethyl alcohol Ethyl alcohol
C H 0
1876
1877
78. 3
2
5
3
2
Ethyl alcohol
114
Nitroethane
C H 0
1
118
1875
2
2
C H N0
4
4
1874
1
118
Acetic acid Acetic acid
118. 1
2
2
6
118. 1
7
7
7
7
5
C
C
C
C
6
6
H
H
H
H
6
8
6
6
6 6
6
4
H
8 10
C H 0
C
CyHgN
6
118
2
2
II
6
6
1
1
118
C H 0 C H 0
2
5
118. 1
1 118. 1
5
5
5
5
5
C H N C H N C H N C H N C H N C H N CjHçN C7H9N
5
5
5
C H N C5H5N C H N
C H N
118. 1
118. 1
1872
4
C2H4O2 C2H4O2 C H 0 C2H4O2
2H4O2
Acetic Acetic Acetic Acetic Acetic Acetic Acetic Acetic
II
118. 1
1
1
2
Benzene Benzene Benzene
Benzene
2,6-Lutidine Ethyl benzene p-Dioxane
II
1 (
8 10 H
H
80.1 80.1
7
6
C H C H
4
2 2 0
1 4
1 4
1 0
C H
n
101.3
9
0H1
4
O
10H22 ll?24
C H C H
C
C
C9H00
C
10H22 11 24 C o_ H 18 i, C
CoHno
C
CpH,,
7
144 136.15
115, 115, 134 134 134 134 144 144
115.5 115.5 115.5
Pyridine Pyridine 2-Picoline 2-Picoline 2-Picoline 2-Picoline 2,6-Lutidine 2,6-Lutidine
115.5
Pyridine Pyridine Pyridine Pyridine
11
C H
5
6
1 5
115.5
5
6
Pyridine
6
C H N
6
C H
3
56.4
H
H
6 12 2 6 C H N C
C
8
80.1 -104 78.3
4
C H 0
Formula
68.7
B.P. °C.
Acetone
4
Trimethyl borate Benzene Ethylene Ethyl alcohol
Name
B-Component
C H 0
2
6
81
1873
1871
1870
1869
1868
1866
C
2
1867
4
1865
2
2
C2H4O2 C H 0 C2H4O2
1864
1863
1862
acid acid acid acid acid acid acid acid
C2H4O2 C2H4O2 C H 0
1861
2
Acetic acid Acetic acid Acetic acid
4
118
118
Acetic acid
C2H4O2
1860
II
C2H4O2
1859
3
1,2-Dichloro 83 45 ethane 118 1 Acetic acid
1857
2
C2H4CI2
1858
2
C6H* C H C H60
C3H9BO3
Formul
-84
7
64
Methanol Acetylene Acetonitrile
CH4O C2H2 C H N
E
1856
1855
64. 7
Methanol
CH4O
1854
Name
Formula
No.
B.P., °C
A-Component
98.4
Heptane
Isobutyl alcohol Methylcyclopentane Cyclohexane Hexane Methylcyclo hexane
Nonane
Undecane
II
Decane Undecane Octane Nonane Decane Undecane Octane Decane
11
Ethyl benzene £-Xylene Octane Nonane
II
80.1
80.75 68.95 100.88
72
108
194.5 150.7
173.3 194.5 125.75 150.7 173.3 194.5 125.75 173.3
143.6 125.75 150.7
136.15
80.75 -88 89.7
65
B.P., °C.
Tetrahydro furan Cyclohexane Ethane Triethylamine Benzene
Name
C - Component
Azeotropic
Data
65.05
362 326 326 30.4 58.8 10.8 Nonazeotrope Nonazeotrope
208
372 355 372 355 355 370 369 369 369 369 364 323,364 358 370 363
373 355 363
35
304
v-1
v-1
223,362 137 335
115
Ref.
Nonazeotrope
50.6
17.7 31.7
102.87
162!θ
147.0
17.7 30.5 51.8 20.1 10.4 69.5 20.7 29.4 49.9 29.3 49.8 20.9 31.4 38.2 30.4 19.0 43.5 37.5 3.6 24.8 71.6 38.4 48.8 12.8 33.3 19.9 46.8 55.2 14.3 30.5 Nonazeotrope 12.6 74.3 13.1 ... 7δ!θ 11.3 13!δ Nonazeotrope
91.5 86.0 61.3
132.2 115.7 128.0 128.0 134.1 137.1 121.3 135.0 141.3 143.4
6.5 10.6 25.2
Nonazeotrope
v-1 v-1
Nonazeotrope Nonazeotrope 8 58
2 3.4 13.5
34
v-1
Nonazeotrope
Composition, Wt. % A B C
96.2 96.5 129.08
70.1
B.P., °C.
m 79 m
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209,362 320 331
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C H
4
C H
4
C H
4
C H
4
C H
1904
1905
1906
1907
1908
C H N
C5H5N
1914
1915
6
C H
1917
5
4
4
6
6 6
C
1916
5
5
H
C H 0
1913
5
2
2
C H 0
1912
4
2
5
C H 0
1911
O
2
4
1 0
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O
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C H 0
5
4
1 0
1 0
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1910
1909
1 0
C H
1903
9
2
1 0
4
2
2
C H Cl Sn
8
1902
8
4
C H 0 C H 0
1900 1901
4
Formula
No.
80.1
80.1
Benzene
1 2
C
H
7 16
H
^6 12
8 10
H
Benzene
C
115.5
Pyridine
5
C H
115.5
H
7 14
C
0
2 , 3 - D i m e t h y l pentane
Methylcyclo hexane Isoamyl alcohol Ethyl benzene Cyclohexane 89.8
C
1 2
6
N
N
0
0
2 7
1 2
2 0
8
F
C H
80.75
9
C H
136.15
7
C H
Η
£7 16
H
7 16
H
7 14
H
6 12
H
8 18
H
1 8
8 10
8
131
101.1
C
110.7
Toluene
161.7
C
80.1 C
C
136.15
C
110.7
161.7
H
8
6 12
7
C H
C
Toluene
Ethyl benzene Benzene
145
H
8 19
H
6 12
C H
161.7
7
6
C H8
6
C H
161.7
H
C
8 10
8
C He
135.1
135.1 II
126.1
6
5
6 12°2
6
5
H
Butyl acetate Styrene
C
80.1
Benzene
C H
117.75
117.7
115.5
Pyridine
C H N
117.75
C
77.8
Butylamine
4
6
n
C H N
C
117.7
6
ClSn
80.1
C H
107.0
2
2 7
Cj H
157/17
H
Dibutyltin dichloride Benzene
H
Cll 24 6 12
115.5 80.1
Pyridine Benzene
CoHigClzSn
6
113/17
6
C
Formula
B.P., °C.
Name
C H
C5H5N
Formula
B-Component
162.45 77.05
B.P., °C.
hyde 2-Fur alde hyde Pyridine
hyde 2-Fur alde hyde 2-Fur alde
2-Ethoxyethanol 2-Furalde-
It
Butyric acid Ethyl acetate Butyltin trichloride Isobutyl alcohol Butyl alcohol Butyl alcohol Butyl alcohol Butyl alcohol 2-Ethoxyethanol
Name
A-Component
ether
48
98.4 110.7 150.7 115.9
Toluene Nonane 4-Methyl-2pentanone Perfluorotributylamine
4.1
87.3
v-1 v-1
Nonazeotrope
v-1
v-1
v-1
v-1
v-1 v-1
v-1
v-1
Nonazeotrope
Nonazeotrope
8.6
Nonazeotrope
Nonazeotrope
Nonazeotrope
Nonazeotrope Nonazeotrope
Nonazeotrope
Nonazeotrope
48
67.4
98.4
4
20.7
Nonazeotrope 11.9
Nonazeotrope
110.19
77.42
108.7
101.1
80.75
136.15, 5 mm. 62 m m . 125.75
142.1
80.75
110.7
159.6
50
42
8
80.75
76.73
Nonazeotrope
166/17
Composition, Wt. % A Β C Nonazeotrope Nonazeotrope
B.P., °C.
Azeotropic Data
194.5 80.75
B.P., °C.
Heptane
Methylcyclo hexane Heptane
Cyclohexane
Octane
Ethyl benzene
Butyl
Cyclohexane
Dibutylamine Toluene
Tributyltin chloride Cyclohexane
Undecane Cyclohexane
Name
C-Component
190
65
363
371
114
114
114
331
152 227
110
334
362
140
334
153,362
334
370 43,44
Ref.
— m
C H CeHio
C H N
C H N
C H N
184.35
202
202
202
Aniline Hexylene glycol x-Cresol
2£-Cresol
2£-Cresol
C H N C Hi 02
C H 0
C H 0
C H 0
1924
1925
1926
7
7
7
6
6
8
8
8
7
7
k
£
90 nm. J 80° to 100° C. 400 ran.
1922 1923
6
7
6
7
7
7
7
7
9
9
9
8
C H
184.35
Aniline
C H N
1921
6
6
4
8
6
k
1 2
C H
184.35
Aniline
C H N
1920
j
1 0
^6Η
182
Phenol
C H 0
1919
0
Ο
O
1 0
6
C H
182
6
Phenol
6
C H 0 4
Formula
1918*
B.P., °C.
Formula
No.
Name
Α-Component
163
157 H
H
10 8
H
10 8
7
7
Cl0 8
C
C
C Hi CeHi6
110.7 136.15
Toluene Ethyl benzene Pyridine bases Pyridine bases Pyridine bases 143
1 4
C H
110.7
Toluene
6
6
1 3
C H
160.65
2
N
8
8
O
C H 0
l z
186
6
C H
Formula
155.6
B.P., °C.
Cyclohexan one Ethylene diacetate Cyclohexanol
Name
B-Component
202.03 202.39
218.1 218.1
Naphthalene Naphthalene
101.1
16.5 17
65.5 62
81
Evaporation
21
18
10
data
Nonazeotrope
9
39.2
.202.48
34.4
218.1
26.4
Nonazeotrope Nonazeotrope
194.45
Nonazeotrope
Composition, Wt. % A B C
98.4 131.8
195.7
B.P., °C.
v - -1 v - -1
v - -1
v - -1
Azeotropic Data
Phenyl acetate Cyclohexylamine Methylcyclo hexane Heptane Ethylcyclohexane Naphthalene
160.65
B.P., °C.
Cyclohexanol
Name
C-Component
57
367
367
367
138 271
297
242
253
Ref.
6
2
6
2
A Β C D
A Β C D
A Β C D
1932
1933
2
6
C
6
6
H
8 18
6
2
2
6
H 0 C H 0 C H
2
H 0 C H 0 Q H QrHi
6
1 4
C H
7
6
2
2
H H
H 0 C H 0
6
2
C
6
1
6
D
2
2
H 0 C H 0 Q H
6
6
H 0 CzHéO C H Q H
4
2
H 0 C H 0 C H60 C4H8O2
1 5
2
6
A Β C
D
A Β C
D
A Β C
1931
1930
1929
1928
D
3
0 H N H 0 H N
2
2
H C C C
1927
A Β C
Formula
No.
Water Ethyl alcohol Benzene Iso-octane
Water Ethyl alcohol Benzene Heptane
Water Ethyl alcohol Benzene Methylcyclohexane
Water Ethyl alcohol Benzene Hexane
Water Ethyl alcohol Benzene Cyclohexane
Water Ethyl alcohol Crotonaldehyde E t h y l acetate
Water Acetonitrile Ethyl alcohol Triethylamine
Name
100 78.3 80.1
100 78.3 80.1 98.4
100 78.3 80.1 100.88
100 78.3 80.1 68.95
100 78.3 80.1 80.75
100 78.3 102.2 77.1
100 81.6 78.3 89.7
B.P.,°C.
64.69
64.79
Nonazeotrope
Nonazeotrope
62.19 62.14
70
Nonazeotrope
B.P./C.
Table III. Quaternary Systems
6.7
6.8
7.1 6.1
8.7
A
17.7
18.7
17.4 19.2
11.1
Β
Azeotropic
Data
61.4
62.4
21.5 20.4
0.1
C
80.1
D
14.1
12.1
54.0 54.3
Composition
Azeotropic
325
325
326
326
357 322,361
84
334
Ref.
TABLE
TERNARY
II
SYSTEMS
73
eu Q ο U ο u
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co m co o H H τί Λ
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Formula Index T h i s index l i s t s a l l c o m p o u n d s a p p e a r i n g i n the a z e o t r o p i c t a b l e s . Included are f o r m u l a , n a m e , s t a n d a r d b o i l i n g point, a n d n u m b e r s of the s y s t e m s i n w h i c h the compound appears as a component. The inorganic substances are indexed f i r s t . Formula A AsCl
BeF
2
BrF
3
BrF Br
3
5
2
B r
P
3
CO CO
2
C1F
3
C1H
Cl
2
ci o s 2
2
CI3HS1 CI3P Cl Ge 4
Cl Si 4
Cl Sn 4
Cl Ti 4
DH D
2
FH
FNa F Sb 5
F
6
U
N a m e and System
Formula
Nos.
Argon B.p., -186 1, 2 , 1 6 7 5 Arsenic chloride 3 B . p . , 130 Diborane B.p., -87.5 5 B e r y l l i u m fluoride 4 Bromine trifluoride 6-9 B . p . , 135 B r o m i n e pentafluoride 6 , 1 0 , 11 Bromine B . p . , 58.9 7, 1 2 - 2 0 Phosphorus tribromide 21 B . p . , 175.3 Carbon monoxide 1676 B.p., -192 C a r b o n dioxide 22-26 B.p., -78.5 Chlorine trifluoride 2 7 - 2 9 , 1677 Hydrogen chloride B.p., -85 27, 3 0 - 3 2 , 1678 Chlorine B.p., -34.6 3 0 , 33 Sulfuryl chloride 34-37 B . p . , 69.1 Trichlorosilane 38 Phosphorus trichloride 39-44 B . p . , 76 Germanium chloride 3 B . p . , 86.5 Silicon tetrachloride 4 5 , 46 B . p . , 57.6 Tin chloride B . p . , 114.1 47, 48 Titanium tetrachloride 49-51 B . p . , 146.2 Deuterium hydride 5 2 , 53 Deuterium B.p., -249.7 5 2 , 54 Hydrogen fluoride B.p., 19.4 8, 1 0 , 1 2 , 2 8 , 3 3 , 5 5 - 5 9 , 1677, 1679 Sodium fluoride 4 Antimony pentafluoride 55 B . p . , 142.7 U r a n i u m hexafluoride B . p . , 56 9, 1 1 , 1 3 , 2 9 , 5 6 , 1 6 7 7
F W 6
HNO3 H
2
H 0 2
H
2°2
H S 2
H S0 2
4
H N 3
H
4
N
2
He N
2
N 0 2
N
2°5
o
2
o s 2
S Se CCI
F
2
CCI3F
CCI.
cs
4
2
CHC1F
2
CHC1„F ζ
74
N a m e and S y s t e m
Nos.
Sulfur hexafluoride 60 Tungsten hexafluoride 61, 62 B . p . , 19.5 Nitric acid B . p . , 86 6 3 , 64, 1680 Hydrogen B.p., -252.7 5 3 , 54, 1676 Water B . p . , 100 31, 63, 6 5 - 5 2 2 , 16791832, 1927-1935 Hydrogen peroxide 65 B . p . , 151.4 Hydrogen sulfide B.p., -59.6 22, 523, 524 Hydrogen sulfate 66 Ammonia B.p., -33.4 525-529 Hydrazine B . p . , 113.8 67 Helium B.p., -268.9 530 Nitrogen B.p., -195.8 1675, 1676 N i t r o u s oxide 23 B.p., -90.7 N i t r o g e n pentoxide 68 Oxygen B.p., -183 1, 1 6 7 5 Sulfur dioxide B.p., -10 5 3 1 , 1681 Sulfur B . p . , 444.6 532 Selenium B . p . , 688 532 Dichlorodifluoromethane B.p., -29.8 57, 533-539 Τ richlorofluoro methane B.p., 24.9 5 4 0 , 541 Carbon tetrachloride B.p., 76.8 14, 34, 4 7 , 542-556, 1833 Carbon disulfide B.p., 46.2 69, 557-561 Chlorodifluoromethane B.p., -40.8 58, 533, 5 6 2 - 5 6 7 Dichlorofluoromethane B.p., 7.63/723 m m . 568
FORMULA Formula
2
CH9CI2
CHoO,
Chloromethane
CH3CI CHoCloSi CH3l
4
CH Cl Si 2
CH 0 4
CH S 4
CH N 5
C C1 F 2
2
C C1 2
C C1 F
2
C C1 F
2
2
4
2
4
C C1 0 2
4
C HC1 2
3
C HC1 F 2
3
C HF 0 C H 2
3
2
C H C1 F 2
2
2
2
2
2
C2H2CI2F2
2
2
2
C H C1 2
2
4
C H C1 2
2
3
3
2
C H C1 2
3
C„H C1 3
3
3
C H F 0 2
3
3
C H N 2
3
C H
4
2
C H Br 2
4
2
C H C1
2
C H C1
2
2
2
4
4
C H F 2
4
2
C H 0 2
4
C H 0 2
4
C H 0
2
C H 0
2
2
4
Hexachloroethane
C2CI6
2
2
C H C1 N02
ethane B . p . , 47.6 15, 74, 6 8 0 , 6 8 1 , 1691, 1699 Tetrachloroethylene B . p . , 121 75, 5 7 1 , 6 8 2 - 6 8 5 1,1,1,2-Tetrachlorodifluoroethane B . p . , 91.6 16 1,1,2,2-Tetrachlorodifluoroethane B . p . , 92.4 680 Trichloroacetyl chloride 49 B . p . , 118
4
2
72, 5 9 1 - 6 0 2 , 1690, 1848 Methane B . p . , -161.5 530, 6 0 3 , 604, 1849 Dichloromethylsilane 46, 605 Methanol B . p . , 64.7 32, 7 3 , 542, 570, 5 9 1 , 606-673, 1683, 16911698, 1835-1837, 1847, 1849-1855 Methanethiol B . p . ,6.00 674, 675 Methylamine B.p., -6 676, 677
B . p . , 101.2
1,1,2-Trichlorotrifluoro-
C2CI3F3
2
C H C1 0
562, 678 B.p., -38.5 1,2-Dichlorotetrafluoroethane B.p., 2.22/723 m m . 568, 606, 679
4
C H C1
B.p., -24
Chloropentafluoroethane
C2CIF5
Name and System Nos.
534 Trichloromethylsilane 45, 590 Iodomethane B . p . , 42.55 557
Nitromethane
CH3NO2
Formula
B . p . , 61.2 C ^ ^ l o ,
64, 70, 5 6 9 - 5 8 4 , 1 6 8 0 , 1682-1687, 1834-1846 Bromochloromethane 585 B . p . , 69 Dichloromethane B.p., 40.7 585, 586, 1847 F o r m i c acid B . p . , 100.75 71, 5 6 9 , 5 8 7 - 5 8 9 , 1682, 1688, 1689, 1834
CH BrCl
4
75
Name and System Nos.
Chloroform
CHCI3
C H
INDEX
35 B . p . , 184.8 Trichloroethylene B.p., 86.2 543, 686-690, 1700-1702, 1833 1,2,2- T r i c h l o r o - 1 , 1 - d i fluoroethane B.p., 71.1/736 m m . 17 Trifluoroacetic acid 5 9 , 76 Acetylene B.p.,-84 24, 6 9 1 - 6 9 3 , 1856
2
4
C H BrO 2
5
C H C1 2
5
C H C10 2
5
CoHrNO
çis-l,2-Dichloroethylene B.p., 60.3 607, 694-701 trans-1,2- Dichloro ethylene B . p . , 48.3 608, 702-709 1,1-Dichloro-2,2-difluoroethane 18 B . p . , 59/735 m m . l,2-Dichloro-l,2-difluoroethane B . p . , 30 563 Chloroacetyl chloride 50 B . p . , 105 1,1,2,2-Tetrachloroethane 3 6 , 51 B . p . , 146.2 Vinyl chloride 7 1 0 , 711 B . p . , 13.4 Methyl dichlorocarbamate 77 1,1,1-Trichloroethane 712, 713 B . p . , 74.1 1,1,2-Trichloroethane B.p., 113.65 68, 6 8 2 , 712 2,2,2-Trifluoroethanol 714 Acetonitrile B . p . , 80.1 79, 544, 572, 592, 715-726, 1684,1 7 0 3 1706, 1857, 1927 Ethylene B . p . , -103.7 25, 6 9 1 , 727, 1856 1,2-D i b r omoethane 728, 729 B . p . , 131.5 1,1-Dichloroethane 558, 713 B . p . , 57.2 1 , 2 - D i c h l o r o ethane B.p., 83.16 37, 80, 545, 6 0 9 , 686, 710, 715, 7 3 0 735, 1707, 1708, 1858 1,1-Difluoroethane 535, 678 B.p., -24.7 Acetaldehyde B . p . , 20.2 540, 610, 736-742, 1681, 1709, 1710 Ethylene oxide 743 B . p . , 10.5 Acetic acid B . p . , 118.1 81, 546, 573, 587, 6 1 1 , 687, 744-768, 1685, 1688, 1834, 1 8 5 9 1873, 1936, 1937 Methyl formate B . p . , 32 541 2 - B r o m o ethanol B.p., 100/150 m m . 82 Chloroethane B . p . ,12.4 736, 769 2-Chloroethanol B.p., 128.7 83, 7 7 0 - 7 7 2 , 1711 Acetamide B . p . ,222 773
ADVANCES Formula C H N0 2
5
C H
6
2
2
CzHgO
C H 0 2
6
C H OS 2
6
C H 0 2
6
2
C H S 2
6
C H S 2
6
2
C H N 2
7
C ^ N C H NO 2
7
C H N2 2
8
C H N 2
8
2
C3CI3F5
C F 3
6
C F
8
3
C 3 H F 5 O 2
C HF 3
7
C H C1F C>2 3
2
3
C H F 0 3
2
4
2
C H ClF NO 3
3
3
C H F NO 3
3
4
C H N 3
3
C H NS 3
3
C H
4
3
Name and System Nos. Nitroethane P . p . , 114.0 84, 7 7 4 - 7 8 0 , 1874 Ethane B.p., -88.6 26, 523, 6 0 3 , 6 9 2 , 727, 7 8 1 , 1849, 1856 Ethyl alcohol B . p . , 78.3 85, 547, 574, 593, 612, 681, 694, 702, 714, 744, 774, 782-866, 1686, 1692, 1699, 1703, 1707, 1709, 1712-1738, 1838, 1850, 1857,1875-1882, 1927-1933, 1938, 1939 Methyl ether B.p., -23.7 531, 536, 612 Dimethyl sulfoxide 867 Ethylene glycol B . p . , 197 86, 8 6 8 - 8 9 3 , 1883 Methyl sulfide B . p . , 37.32 894-899 Methyl disulfide 900-907 B . p . , 109.44 Dimethylamine B . p . , 7.4 908, 1739 Ethylamine B . p . , 16.6 525, 909, 910 2- A m i n o ethanol B.p., 170.5 87, 9 1 1 , 912 1,1-Dimethylhydrazine 88 E t h y l e n e d i a m i n e B . p . , 116 89, 913, 917, 1740 1,2,2-Trichloropentafluoropropane B . p . , 72.5 19 Hexafluoropropene B.p., -6.1/2059 m m . 537, 564 Perfluoropropane B.p., 12.5/6.064 a t m . 565 Pentafluoropropionic acid 90, 918 Heptafluoropropane B.p., 17/2328 m m . 538 3-Chloro-2,2,3-trifluoropropionic acid 919 2,2,3,3-Tetrafluoropropionic acid 920 3-Chloro-2,2,3-trifluoropropionamide 921 2,2,3,3-Tetrafluoropropionamide 922 Acrylonitrile B . p . , 77.2 91, 614, 716, 923, 1712, 1741 Thiazole B . p . , 116.8 92 Propadiene B.p., -32 526, 924-927, 1 8 8 4 1886
Formula C 3 H 4
C3H4C14 C 3 H 4 0
C 3 H 4 0
C
3
H
4
0
2
C
3
H
4
0
3
C H C1 3
5
C H C1 3
5
C 3 H 5 C I O
C 3 H 5 C I O
C 3 H 5 C I 3
C 3 H 5 F
C H N 3
5
C 3 H 5 N O
C
3
H
6
C
3
H
6
C
1
2
C H C1 0 3
6
2
C
3
H
6
0
C
3
H
6
0
C
3
H
6
0
C
3
H
6
0
C
3
H
6
0
2
^3H 0
2
C
2
6
3
H
6
0
IN
CHEMISTRY
SERIES
Name andSystem Nos. Propyne B.p., -23.2 693, 924, 928-930, 1884-1886 Tetrachloropropane 931 Acrolein B . p . , 52.8 93 2-Propyn-l-ol B . p . , 115 94, 932, 1742, 1743 Acrylic acid B . p . , 141.2 95, 933, 1744 Ethylene carbonate 96, 868 3-Chloro propene 97, 934 B.p., 45.15 x-Methylvinyl chloride 98 2-Chloro-2-propen-l-ol 935 Epichlorohydrin 936 B . p . , 116.45 1,2,3- Trichloropropane 936 B . p . , 156.85 2- F l u o r o p r o p e n e 527 B.p., -23 Propionitrile B . p . , 97.4 923, 1741 Hydracrylonitrile 99 B . p . , 229.7 Propene B.p., -48 925, 928, 937, 1884 1,2- Dichloropropane B.p., 96.3 688, 730, 938, 939, 1745 2,3 - D i c h l o r o - l - p r o p a n o l 100 B . p . , 183.8 Acetone B . p . , 56.1 101, 548, 575, 594, 615, 683, 695, 703, 711, 717, 782, 9 1 1 , 940-957, 1713, 17461752, 1835, 1 8 3 8 1842, 1850, 1 8 5 1 , 1852, 1858, 1887-1890 Allyl alcohol B . p . , 96.90 102, 549, 9 5 8 - 9 6 3 , 1700, 1753-1755, 1891 Propionaldehyde B.p., 47.9 103, 964, 965, 1693 Propylene oxide B . p . , 38 104, 737, 9 3 8 , 964, 966 1,3-Dioxolane B . p . , 75.6 105, 967-970 Ethyl formate B.p., 54.0 106, 577, 696, 704, 971, 1714, 1843 Methoxyacetaldehyde B.p., 92/770 m m . 107 M e t h y l acetate B . p . , 57.2 108, 576, 6 1 6 , 6 9 7 , 705,
972-1001,
1694,
1836, 1844, 1 8 5 1 , 1853, 1887
FORMULA Formula C H 0 3
6
C H 0 3
6
3
7
C H C1 3
7
C H 7Cl ,
3
C H C10 3
7
C H NO 3
7
C H NO 3
7
C H N0 3
7
C H N0 3
7
C H 3
2
2
8
C H 0 3
8
C H 0 3
8
C H OS 3
8
C H 0 3
C
8
H
3
C
2
3 8°2
C H 0 8
2
3 8°2 H
C3HgS C3H S 8
C H BO 3
9
N a m e and System
Nos.
Propionic acid B.p., 745, 1002-1010, 1756, 1892
2
C H Br 3
77
INDEX
s
140.7
Methyl glycolate 1011, 1012 B . p . , 151.2 s-Trioxane B . p . , 114.5 1013 2- Bromopropane B . p . , 59.35 578, 971, 972, 1843-1845 1 - Chloropropane 1 0 9 , 559 B . p . , 46.6 2- Chloropropane 110, 934 B . p . , 34.9 Propylene chlorohydrin B.p., 73/100 m m . 1014, 1745 Ν,Ν - D i m e t h y l f o r m a m i d e B . p . , 153.0 111, 588, 718, 919-922, 1015 Propionamide B . p . , 222.1 1016-1018 1 - Nitropropane B . p . , 131.6 112, 617, 783, 1019-1024 2-Nitropropane B . p . , 120.3 113, 618, 784, 1025-1030 Propane B . p . , -42.1 524, 566, 604, 926, 929, 937, 1849, 1885 Isopropyl alcohol B . p . , 82.5 115, 595, 684, 731, 775, 785, 940, 958, 1019, 1025, 1031-1059, 1690, 1695, 1702, 1708, 1746, 1757-1766, 1846, 1888, 1893-1895, 1934 P r o p y l alcohol B . p . , 97.25 114, 550, 596, 746, 776, 1020, 1026, 1060-1072, 1701, 1 7 6 7 - 1 7 7 4 , 1896 2- ( M e t h y l t h i o ) e t h a n o l 1073 2 - Methoxyethanol B . p . , 124.5 116, 619, 1 0 7 4 - 1 0 9 4 , 1 7 7 5 - 1 7 7 7 , 1897, 1898 Methylal B . p . , 42.6 6 9 8 , 706 1,2-Propanediol B . p . , 188 117, 939, 10951106, 1778 1,3-Propanediol B . p . , 214 118, 1107 Ethyl methyl sulfide 1108-1113 B . p . , 66.61 1-Propanediol B . p . , 67 1060, 1767 T r i m e t h y l borate B . p . , 68.7 620, 1114, 1854
Formula C H ClSi 3
9
C H N 3
9
C H N 3
9
C H N 3
9
C H NO 3
9
C H 3
1 0
N
2
C C1 F 4
3
C F 4
7
8
C HF 0 4
7
C H 0 4
2
C H
4
4
C H 0 4
4
2
3
2
C H S 4
4
C^sCl C H N 4
5
C ^ N C Hg 4
C H C1N 4
6
C H C1 4
6
C H 0 4
6
C H 0 4
6
C H 0 4
6
C H 0
2
C H 0
2
C H 0
2
C H 0
2
C H 0
2
C H 0
2
C H 0
3
C H 0
3
4
4
4
4
4
4
4
4
6
6
6
6
6
6
6
6
2
N a m e and System
Nos.
Chlorotrimethylsilane 590, 605 Isopropylamine 1115 B . p . , 32.4 Propylamine B . p . , 48.5 119 Trimethylamine 120 B . p . , 3.2 1 - A m i n o - 2-propanol B . p . , 159.9 121, 1116-1119 1,2-Propanediamine 1 1 2 0 - 1 1 2 2 B . p . , 120.9 2,2,3- Trichloroheptafluorobutane B . p . , 97.4 1123-1125 Perfluorocyclobutane 539, 567 Perfluorobutyric acid B . p . , 122.0 122, 1126-1128, 1679 Maleic anhydride 1129, 1130 Vinylacetylene 1131 Diketene 941, 1132 Thiophene B . p . , 83.97 1133-1142 2 - C h l o r o -1,3 -butadiene 1131, 1143, 1144 3-Butenenitrile 123 B . p . , 118.9 Methacrylonitrile 124 1,3-Butadiene B.p., -4.5 676, 927, 930, 1886 2-Chloro - 2- methylpropionitrile B . p . , 116 125 1,3-Dichloro-2-butene 1143 Crotonaldehyde B . p . , 101.5 126, 1715, 1779, 1928 Methacrylaldehyde 127 B . p . , 68.0 3-Butene-2-one 1144 2,3-Butanedione 1145 B . p . , 90.7 3-Butenoic acid 128 Butyrolactone 131 B . p . , 204.3 Crotonic acid B . p . , 185 129, 130 Methyl acrylate 1696 B . p . , 80.9 V i n y l acetate B . p . , 72.7 132, 621, 738, 942, 1031, 1146-1149, 1747 Acetic anhydride B . p . , 138 747, 1002, 1 1 5 0 - 1 1 5 2 Propylene carbonate 133 B . p . , 242.1
78
ADVANCES
Formula C H C1 4
7
Formula
Name andSystem Nos.
1 - Chloro-2-methylpropene C H 0 943 B . p . , 68 2-Chloroethyl vinyl ether B . p . , 109.1 134, 7 7 0 , 1153 C He0 Butyronitrile B . p . , 117.6 135 C H 0 2- H y d r o x y i s o b u t y r o n i t r i l e 136 C H 0 1-Butene B . p . ,-6 677 2-Methylpropene B . p . ,-6 C H S 674 Bis(2-chloroethyl) ether C H C1 B.p., 178.6 137, 732, 7 7 1 , 8 6 9 , C H C1 1154-1156 2-Butanone B . p . , 79.6 C H C l S n 138, 5 5 1 , 579, 622, 689, 699, 707, 786, 944, C H NO 1145, 1157-1169, 1687, 1716, 1748, 1757, 1 7 8 0 1782, 1833, 1837, 1839, C H NO 1846, 1899 Butyraldehyde B . p . , 75.7 C H N02 139, 6 2 3 , 787, 1 1 7 0 1176, 1717, 1749, 1783-1786 C H N0 Ethyl vinyl ether B.p., 35.5 140, 739, 788, 1718 C Hio Isobutyr aldehyde 141, 1170 B.p., 63.5 C H Methyl propenyl ether 142 B.p., 46.3 C HioO Tetrahydrofuran B . p . , 66.1 624, 700, 708, 1114, 1854 2-(Methylthio)propionaldehyde 143 C Hi O 1,4-Oxathiane B . p . , 149.2 144 Butyric acid B . p . , 162.45 1171, 1177-1179, 1900 p-Dioxane B . p . , 101 145, 748, 772, 789, 9 1 3 , C H O 1032, 1180-1184, 1874 Ethoxyacetaldehyde 146 B . p . , 105 C H O E t h y l acetate B . p . , 77.05 552, 560, 6 2 5 , 690, 749, 790, 1033, 1061, 1 1 8 5 1191, 1893, 1901, 1928 C HioO 2 - Hydroxybutyr aldehyde 147 Isobutyric acid B.p., 154.5 148, 1192-1194 C H O Isopropyl formate C H O B.p., 68.8 580, 1157, 1845 3- M e t h o x y p r o p i o n a l d e h y d e 4 10°2 149 2 - Methyl - 1 , 3 - dioxolane 150 B.p., 82.5 4
C 4 H 7 C I O
8
2
4
C 4 H 7 N
C H NO 4
7
C4ÏÎ8
C HeCl 0 4
2
C H 0 4
8
C H 0 4
8
2
4
8
2
4
8
3
4
8
4
9
4
9
4
9
4
9
4
9
4
9
4
C4H 0 8
3
9
3
4
C4H 0 8
4
C H O 4
e
1 0
4
C H 0 4
8
C H OS 4
8
C H OS 4
8
C H 0
2
C H 0
2
4
8
4
8
C H 0 4
C
8
2
4 8°2 H
4
0
4
1 0
4
1 0
4
C H 0 4
C
8
8°2
H
4
C H 0 4
8
C H 0 4
C
2
8
2
2
4 8°2 H
C
4
1 0
2
4
1 0
2
H
IN
CHEMISTRY
SERIES
Name andSystem Nos. Methyl
propionate B . p . , 79.7 151, 626, 1034, 1697, 1756 Propyl formate B . p . , 80.9 1195 2 - V i n y l o x y ethanol 152, 870 B . p . , 143 Ethylene glycol monoacetate 871 Tetrahydrothiophene 1196-1202 B . p . , 120.79 1-Chlorobutane B . p . , 77.9 1203 1 - Chloro- 2- methylpropane 1035, 1158 B . p . , 68.9 Butyltin trichloride B.p., 113/17 m m . 1204, 1902 N,N-Dimethylacetamide 750 B . p . , 165 Morpholine B . p . , 128.3 153, 1206, 1207 N-(2-Hydroxyethyl) acetamide 154 2- M e t h y l - 2 - n i t r o - 1 propanol 1208 Butane B.p., -0.5 528, 679, 740, 7 4 3 , 769 2- Methylpropane 675, 1698 B . p . , -11.70 Butyl alcohol B . p . , 117.75 155, 553, 597, 627, 685, 751, 777, 791, 914, 1021, 1027, 1120, 1146, 1180, 1203, 1209-1231, 1787-1799, 1904-1907, 1935 sec-Butyl alcohol B.p., 99.5 156, 598, 778, 792, 1022, 1028, 1159, 1209, 1232-1237, 1787, 18001807 tert-Butyl alcohol B . p . , 82.41 599, 779, 1 0 2 3 , 1029, 1800 Ethyl ether B . p . , 34.5 5, 1 5 7 , 5 6 1 , 5 8 1 , 7 4 1 , 966, 1036, 1211, 1239 Isobutyl alcohol B . p . , 107 158, 6 0 0 , 780, 9 1 5 , 1024, 1030, 1121, 1172, 1181, 1185, 1210, 1238, 1783, 1808, 1874, 1903 1,4-Butanediol B . p . , 230 1241 1,1 - D i m e t h o x y e t h a n e 1173, 1784 B.p., 64.5 1,2-Dimethoxyethane 159, 1240 B . p . , 85.2
FORMULA Formula C H 4
C H 4
C H 4
O
1 0
2-Butanethiol
C4H10S C Hi S 4
0
C H 4
S
1 0
C H 4
S
1 0
C4H10S2
C
4
H
C H 4
C
4
N
U
1 1
H
NO
N 0
n
C C1 F 5
2
C F 5
1 0
C F
1
5
6
2
C H F 0 5
4
C H 0 5
4
8
2
C5H5N
C H N 5
6
2
C H 0 5
6
C H 0 5
6
C H S 5
6
C H S 5
6
2
2
5
7
C H N 5
7
C H
8
CsH
8
5
C
5 8
C
5 8
H
H
B . p . , 85.15
C H
162, 794, 1037, 1213, 1719, 1758, 1789, 1811, 1904 Diethylamine B . p . , 55.5 163, 628, 795, 909, 1327, 1328, 1704, 1812 2-Dimethylaminoethanol B.p., 134.6 164, 9 0 8 , 1739 2,2'-Iminodiethanol 165, 910, 912, 1329 1,2-D i c h l o r o h e x a f l u o r o cyclopentene B . p . , 90.6 1123, 1330 Perfluorocyclopentane B.p., 25/833 m m . 61, 1331, 1332 Perfluoropentane B.p., 40.86/1140 m m . 2, 6 0 , 6 2 , 1331 2,2,3,3,4,4,5,5-Octafluoro1-pentanol 1333, 1334 2-Furaldehyde B . p . , 162 166, 554, 1187, 1335-1339, 1910-1913
C HeO
Pyridine
Name and System Nos.
C H C10
1133, 1299 Ethyl sulfide B . p . , 92.07 1300-1308 Isopropyl methyl sulfide B . p . , 84.76 1134, 1299, 1309-1316 Methyl propyl sulfide 1317-1324 B . p . , 95.47 Ethyl disulfide B . p . , 154.11 1325, 1326
Butylamine
C4H11N
Formula
Name and System N o s .
B.p., 134.0 160, 7 9 3 , 1186, 1242-1277, 1809,1810, 1908, 1909 Diethylene glycol B . p . , 245.5 161, 1154, 1278-1298 1- Butane thiol B.p., 98/770 m m . 1212, 1788
S
1 0
79
2-Ethoxyethanol
2
O3
1 0
INDEX
B . p . , 77.8
B . p . , 115.5
167, 589, 752, 1003, 1177, 1214, 1340-1349, 1678, 1689, 1813-1818, 1859-1865, 1892, 1900, 1905, 1914, 1915, 1936, 1937 2-Methyl pyrazine 168 B . p . , 133/737 m m . 2-Methylfuran B . p . , 63 169, 965, 973, 1160 Furfuryl alcohol 1335 2-Methylthiophene B . p . , 111.92 900, 1350-1353 3-Methylthiophene 1354-1360 B . p . , 114.96
5
8
C5H8CI4 CsH 0 8
C H 0 5
8
C H 0 5
8
C H 0 5
8
5
c i^o 5
C He0 5
2
Ο 2 CsH 0 8
(
2
^5 8 - 2 H
(
)
C H 0 5
C
8
2
5 8°2 H
CsH 0 8
2
^5^8^ 3 C
5 10
C
5 10
H
H
5 «10
'5 10 Π
^5
H
π£ΐ ο 2
2
2- C h l o r o a l l y l v i n y l ether 935 3- M e t h y l - 3 - b u t e n e n i t r i l e 170 B . p . , 137 Cyclopentene B . p . , 44.4 974 Isoprene B . p . , 34.3 629, 1361-1365 3- Methyl -1,2-butadiene 630 B.p., 40.8 cis-1,3- Pentadiene 631 B . p . , 44 trans-1,3- Pentadiene 632 B.p., 42.0 Tetrachloropentane 931, 1366 A l l y l vinyl ether 171, 959 B . p . , 67.4 Cyclopentanone B . p . ,130 172, 1367-1369 1- M e t h o x y - 1 , 3 - b u t a d i e n e 173, 633 B . p . , 90.7 3- Penten-2-one 174 B.p., 123.5 3 - M e t h y l - 3-buten-2 - one 175 B . p . , 97.9 4- P e n t e n a l B . p . ,106 176 A l l y l acetate B . p . , 104.1 177, 960 3.3- D i m e t hoxypropyne 1742 B.p., I l l Ethyl acrylate B . p . , 99.5 178, 796, 933, 1370, 1720, 1744, 1819 Isopropenyl acetate B.p., 97.4 179, 945, 1150, 1373 Methyl methacrylate B.p., 100.8 180, 1215, 1242, 1371, 1372 2.4- Pentanedione (acetyl acetone) B . p . , 140.6 181, 1373 Δ - Valerolactone 182 V i n y l propionate 183 B . p . , 95.0 Methyl acetoacetate 1192 B . p . , 171.7 Cyclopentane B . p . , 49.35 894, 975, 1374, 1375 2- M e t h y l -1 - butene B.p., 31.10 635, 797, 896, 1362 3- M e t h y l -1 - butene B.p., 21.2 634, 1 3 6 1 , 1376 2-Methyl-2-butene B . p . , 38.60 636, 895, 1363, 1377 1-Pentene B . p . , 29.92 637, 946, 976 cis-2-Pentene B . p . , 37.1 638 Bis( 2- chloroethoxy ) methane B . p . , 218.1 184
ADVANCES
80 Formula C H 5
N
1 0
3-Dimethylaminopropionitrile B . p . , 174.5 185 c i s - l - B u t e n y l methyl ether B . p . , 72.0 186, 1721 trans-1-Butenyl methyl ether B . p . , 76.7 187 Ethyl isopropenyl ether 188 B . p . , 61.9 Isopropyl vinyl ether B . p . , 55.7 189, 798, 1038 3-Methyl-2-butanone 1378, 1379 B . p . , 95.4 2-Pentanone B . p . , 102.2 639, 799, 1039, 1380, 1820 3-Pentanone B . p . , 102 1062, 1381-1384, 1768 P r o p y l vinyl ether B . p . , 65.1 190, 800, 1722 Tetrahydropyran B . p . , 88 191
2
C 5 H 1 0 O
C 5 H 1 0 O
^ 5 ^ 1 0 ^
C H 5
1 0
O
C H 5
1 0
O
C H 5
1 0
O
C H
1 0
O
5
C 5 H 1 0 O
C H 5
O
1 0
Valeraldehyde
C5H10O C 5 H 1 0 O S
C H 5
1 0
O
2
C H
1 0
O
2
5
C H
1 0
O
2
C H
1
O
2
5
5
0
C5Hio0
2
C5Hio0
2
C H 5
1
0
O
2
C 5 H 1 0 O 3
C H 5
1
0
O
3
C H
1
0
O
3
5
C 5 H 1 1 N
C H 5
N O
n
C 5 H 1 1 N O
C H 5
C H 5
1 2
1
2
Formula
Name and System Nos.
B.p.,
103.3
192, 193 2-Methylthioethyl vinyl ether 1073 Ethyl propionate 194 B . p . , 99.1 Isopropyl acetate B . p . , 88.7 640, 753, 947, 1151, 1385, 1723, 1750, 1759, 1888, 1894 3-Methoxybutyraldehyde 195 B . p . , 131 P r o p y l acetate B . p . , 101.6 196, 1063, 1243, 1769 Valeric acid B . p . ,187 197, 198, 1386 3-Vinyloxy-l-propanol 200, 1095, 1107 1-Vinyloxy-2-propanol 199 3-Ethoxypropionic acid 201 B . p . , 219.2 3-Methoxybutyric acid 202 Methoxymethyl propionate 203 Piperidine B . p . , 106 1340 N,N-Dimethylpropionamide B . p . , 175.5 1004 4-Methylmorpholine 204 B . p . , 115.6 2-Methylbutane B . p . , 27.90 641, 897, 1364, 1376 Pentane B . p . , 36.15 205, 642, 719, 754, 898, 948, 977, 1365, 1377, 1387-1391
C Hi N 5
2
2
C 5 H 1 2 O
C H 5
1
2
0
C H 5
1
2
0
C H 5
1
2
0
C H 5
1
2
0
C H 5
1
2
0
C H
1
2
0
5
CsHi 0 2
2
C
5 12°2
C
5 12°2
H
H
^5Η
1 2
0
2
C
5 12°2
C
5 12°2
C
5 12°3
H
H
H
^5H
1 2
S
CsH
1 2
S
C H
1 3
N
5
C Hi NO 5
3
C H 5
1
4
N
2
CgFizO C F 6
C
1 4
6 3 H
C 1
3
C6H C1 4
2
C H Br 6
5
C H C1 6
5
C H F 6
5
C H FO 6
5
C H N0 6
5
2
IN
CHEMISTRY
SERIES
Name and System Nos. 1 - Methylpiperazine 206 B . p . , 138.0 Active amyl alcohol B.p., 128.5 1333, 1367, 1398-1411 A m y l alcohol B . p . , 137.9 643, 801, 1 3 9 2 1397, 1821 Butyl methyl ether 802, 1724 B . p . , 70.3 Isoamyl alcohol B . p . , 131.85 1153, 1334, 1368, 1398, 1412-1426, 1725, 1822, 1914 2- M e t h y l - 1 -butanol B . p . , 128.9 1369, 1427, 1428 2 - M e t h y l - 2- butanol 1429,1430 B . p . , 101.7 3- P e n t a n o l B . p . , 115.6 1341 1,2 - D i m e t h o x y p r o p a n e 207 B . p . , 92 2,2- Dimethoxypropane 644, 803 B . p . , 80 1 -Ethoxy-2-propanol 208 B . p . , 132.2 3-Methoxy-1 - butanol 209 B . p . , 161.1 1,5-Pentanediol 210 B . p . , 242.5 2 - Propoxyethanol 211 B . p . , 151.5 2- (2- M e t h o x y ethoxy) ethanol B . p . , 194.2 872, 1278, 1431-1454 E t h y l isopropyl sulfide 901 B . p . , 107.22 3 - M e t h y l -1 - but anet h i o l 1412, 1822 B . p . , 116 N - Methylbutylamine 212 B . p . , 91.1 1-Ethylamino-2-propanol 213 B . p . , 159.4 N,N-Dimethyl-1,3-propanediamine B . p . , 1349 214 Perfluorocyclic ether 1455 Perfluorohexane 918, 1332, 1455, 1456, 1457 1,2,4-Trichlorobenzene 1458 B . p . , 213 o-Dichlorobenzene 1459, 1460 B . p . , 179 Bromobenzene B . p . , 156.1 1461 Chlorobenzene B . p . , 131 1064, 1116, 1399, 1413, 1462, 1463, 1889 Fluorobenzene B . p . , 84.9 1464 o-Fluorophenol 1400, 1414 Nitrobenzene 1465 B . p . , 210.85
INDEX
81 Formula
N a m e and System Nos. Benzene 3 . p . , 80.1 38, 555, 601, 645, 720, 733, 804, 867, 916, 932, 949, 978, 1015, 1040, 1065, 1074, 1096, 1135, 1161, 1182, 1188, 1216, 1238, 1279, 1300, 1336, 1374, 1387, 1392, 1429, 1464, 1466-1479, 1711, 1740, 1743, 1760, 1770, 1775, 1780, 1801, 1820, 1823, 1848, 1855, 1858, 1875-1879, 1889, 1890, 1895-1897, 1899, 1901, 1903, 1906, 1910, 1916, 1917, 1929-1933, 1938 Phenol B . p . , 182 1162, 1480-1488, 1918, 1919 Pyrocatechol B . p . , 245.9 1489 Aniline B . p . , 184.35 215, 805, 873, 1490-1498, 1880, 1881, 1920-1922, 1939 2- P i c o l i n e B . p . , 134 721, 755, 1401, 1415, 1499-1501, 1824, 1966-1869 3- P i c o l i n e B . p . , 144.1 216, 1502 4- P i c o l i n e B . p . , 144.3 217 1.3- C y c l o h e x a d i e n e 979 B . p . , 80.25 Aniline hydrochloride 1503 2-Amino-3-methyl pyridine 1504, 1505 B . p . , 221 2,5-Dimethylpyrazine B.p., 154/742 m m . 218 2,5- D i m e t h y l f u r a n B . p . , 93.3 219, 646, 1163, 1385 2.4- Hexadienal B . p . , 171 220 1,3-Butadienyl acetate 221 B . p . , 138.5 V i n y l crotonate 222 B . p . , 133.9 3,3'-Iminodipropionitrile 223 Cyclohexene B . p . , 83.1 980 2- E t h y l - 1 , 3 - b u t a d i e n e 224 B . p . , 66.9 1.3- H e x a d i e n e B . p . , 72.9 6 4 7 , 806, 1041 2.4- Hexadiene B . p . , 82 648, 807, 1042 3- M e t h y l c y c l o p e n t e n e 808 B . p . , 64.9 3 - Methyl - 1 , 3 - pentadiene B . p . , 77 649, 809, 1043 Cyclohexanone B . p . , 155.6 225, 1480, 1506, 1825, 1918
C H 6
O
1 0
C Hi O 6
0
CÔHIOO
C HioO 6
C HioO 6
C HioO 6
C
6 10°2
C
6 10°2
H
H
^6Ηι Ο
2
^6Ηι Ο
4
0
0
C H N 6
n
C H NO 6
n
C H N0 6
n
C Hi 6
2
C
6 12
C
6 12
C
6 12
C
6 12
C
6 12
H
H
H
H
H
C H 6
1 2
C
6 12
C
6 12
C
6 12
H
H
H
C Hi 6
2
3
N a m e and System
Nos.
2-Ethylcrotonaldehyde 226, 1779 B . p . , 135.3 2-Hexenal B . p . , 149 227 M e s i t y l oxide B . p . , 129.5 1044, 1174, 1402, 1416, 1507-1511 2-Methylcyclopentanone 1393 B . p . , 138 2 - Methyl - 2- pentenal 229 B . p . , 138.7 5- P e n t e n - 2 - o n e 228 B . p . , 128.9 Ethyl crotonate 230 B . p . , 137.8 Vinyl butyrate 231 B . p . , 116.7 Vinyl isobutyrate 232 B . p . , 105.4 Ethylene, diacetate B . p . , 186 233, 1481, 1919 Diallylamine B . p . , 110.5 234 6- C a p r o l a c t a m 235 2-Methyl-2-nitropropyl vinyl ether 236, 1208 Cyclohexane B . p . , 80.6 39, 237, 602, 650, 734, 810, 950, 961, 981, 1013, 1045, 1066, 1075, 1108, 1136, 1147, 1164, 1189, 1217, 1301, 1309, 1337, 1378, 1380, 1388, 1465, 1466, 1512-1519, 1726, 1771, 1776, 1781, 1848, 1855, 1876, 1890, 1893, 1895-1897, 1899, 1901, 1903, 1906, 1910, 1916, 1929 2,3-Dimethyl-1 -butene 982 B . p . , 55.62 2,3-Dimethyl-2-butene 983 B . p . , 73.38 3,3-Dimethyl-1 -butene 984 B . p . , 41.4 2-Ethyl-1-butene 811, 985 B . p . , 64.95 1-Hexene B . p . , 63.49 812, 986, 1109 cis-2-Hexene B . p . , 68.8 813, 987 cis-3-Hexene B . p . , 66.4 6 5 1 , 814 Methylcyclopentane B . p . , 71.8 815, 951, 991, 1110, 1137, 1310, 1389, 1467, 1520, 1521, 1875, 1938 c i s - 3- M e t h y l - 2 - pentene 816, 988 B . p . , 70.52 t r a n s - 3 - M e t h y l - 2 - pentene 817 B . p . , 67.6 4 - M e t h y l -1 - pentene 989 B . p . , 54.0 4-Methyl-2-pentene 238, 818 B . p . , 56.7
ADVANCES
82 Formula C Hi2 6
6 12
C
H
C Hi Cl 0 6
C
2
2
6 12 H
C 1
2°2
C Hi 0 6
2
C Hi 0 6
2
C Hi 0 6
2
C Hi 0 6
2
C H 6
1
C H
l
6
0
2
O
z
C H 6
1
2
0
C H
1
2
0
6
C Hi OS 6
2
C Hi 0 6
2
2
Cô i2°2 H
C Hi 0 6
2
2
C Hi 0
2
C6Hi Q
2
6
2
2
C Hi 0 6
2
C Hi 0 6
C
2
2
2
6 12°2 H
QH12O2 C6Hi 0 S 2
2
Name andSystem Nos. t r a n s - 4- M e t h y l - 2 - pentene 990 B . p . , 58.4 1,1,2- T r i m e t h y l c y c l o p r o pane B . p . , 52.6 952 Bis(chloroisopropyl)ether 239, 1014 B . p . , 187.0 1,2 - B i s ( 2 - c h l o r o e t h o x y ) ethane B . p . , 240.9 240 Butyl vinyl ether B.p., 94.2 241, 652, 819, 1218, 1790 Cyclohexanol B . p . , 160.55 242, 1461, 1482, 1490, 1506, 1512, 1522, 1523, 1825, 1918, 1920 2- Ethylbutyraldehyde 243 B . p . , 116.7 2-Hexanone B . p . , 127.2 1772 Hexanal B . p . , 128.3 245, 1219 Isobutyl vinyl ether B.p., 83.4 244, 820, 1727 2- Methylvaleraldehyde B.p., 118.3 246, 1067, 1773 4 - M e t h y l - 2- pentanone B.p., 116.2 582, 6 5 3 , 9 5 3 , 1046, 1468, 1513, 1524, 1525, 1761, 1840, 1916 2-Ethylthioethyl vinyl ether B . p . , 169.7 247 Butyl acetate B . p . , 126.2 583, 954, 1190, 1220, 1232, 1244, 1526-1528, 1785, 1791, 1826, 1827, 1907, 1935 s e c - B u t y l acetate B.p., 112.3 1233, 1526, 1802, 1826, 1828, 1906 2-Ethylbutyric acid 248 B . p . , 194.2 2-Ethyl - 2- methyl -1,3dioxolane B . p . , 117.6 251 Hexanoic acid B.p., 205.15 249, 1529, 1530 4- H y d r o x y - 4- methyl - 2 pentanone (diacetone alcohol) B . p . , 161 250, 1508 2-Methylpentanoic acid 252 B . p . , 196.4 Tetrahydropyran-2methanol B . p . , 187.2 254 4-Vinyloxy-1 -butanol 253, 1241 2,4- D i m e t h y l suif olane 1532, 1533
Formula
6
1
2
0
3
C H
1
2
0
3
C Hi 0
3
6
6
2
C Hi N 3
C H 6
1
N
3
C6H13NO C H 6
1 3
NO
C H
1 3
NO
6
C Hi N0 6
3
2
Co 14 H
C H 6
1
4
C H 6
1
4
C H 6
1
4
C H
1
4
6
C6H14N2
C H 6
1
4
N 0 2
C Hi N 0 6
C H 6
4
1
4
2
0
C Hi 0 6
4
C H 6
1
4
0
C H
1
4
0
6
Name andSystem Nos.
255, Methyl 256 Paraldehyde B . p . , 124 821, 1499, 1535, 1536, 1710, 1824 2-(2-Vinyloxyethoxy)ethanol 257, 1280 1-Chlorohexane 258 B.p., 134.5 Cyclohexylamine B.p., 124.5 259, 1491, 1514, 1920 Hexamethyleneimine 260 B . p . , 138
3
6
SERIES
acetate B.p., 156.2 1534, 1829 3-ethoxypropionate
C Hi Cl 6
CHEMISTRY
2-Ethoxyethyl
C O H 1:203
C H
IN
N,N-Dimethylbutyramide
B.p., 124.5/100 m m . 1178 2,6-Dimethylmorpholine 261 B . p . , 146.6 4-Ethylmorpholine 262 B . p . , 138.3 4-Morpholineethanol 263 B . p . , 225.5 2,2-Dimethylbutane B.p., 49.74 586, 654, 8 9 9 , 992, 1375 2,3-Dimethylbutane B.p., 58.05 955, 993, 1111, 1165 Hexane B . p . , 68.60 40, 264, 657, 756, 822, 956, 962, 994, 1005, 1112, 1115, 1138, 1166, 1175, 1195, 1221, 1456, 1462, 1469, 1492, 1515, 1520, 1537-1539, 1728, 1753, 1782, 1786, 1792, 1852, 1853, 1877, 1887, 1930, 1938 2-Methylpentane B.p., 60.27 655, 823, 995 3-Methylpentane 565, 996 B . p . , 63.28 2,5-Dimethylpiperazine B.p., 164 265, 1245, 1394 4-(2-Aminoethyl)morpholine B . p . , 204.7 266 1-Piperazineethanol 267 B . p . , 246.3 Isopropyl propyl ether 1732 Butyl ethyl ether B.p., 92.2 268, 658, 824, 1729, 1762 2-Ethyl-1 -butanol B.p., 147.0 269, 1 5 4 0 , 1541 Ethyl isobutyl ether 1730 B . p . , 79
FORMULA Formula C
6
H
O
u
C HuO 6
C
6
H
O
u
C Hi 0 6
4
C H 6
OS
l 4
COHUQS
C H 6
l
4
0
2
C H 6
l
4
0
2
C H
1
4
0
2
6
C Hi 0
2
0$Ηι Ο
2
6
4
4
INDEX
83
Name and System Nos. Hexyl alcohol B . p . , 157.85 270, 874, 1542, 1323 Isopropyl ether B . p . , 68.0 271, 701, 709, 742, 757, 825, 963, 1152, 1183, 1327, 1370, 1543, 1705, 1731, 1751, 1763, 1812, 1819, 1830, 1841, 1891, 1894 2- M e t h y l - 1 -pentanol 272 B . p . , 148 4-Methyl-2-pentanol 273, 1544 B . p . , 131.8 2-Butylthio ethanol 1545 2-Butoxy ethanol B.p., 171.2 1191, 1222, 1527, 1546-1557 1,1 - D i e t h o x y e t h a n e 274 B . p . , 102.1 1,2 - D i e t h o x y e t h a n e 826, 1543 B . p . , 121.1 1,1-Dimethoxybutane B . p . , 114 275, 659, 1176 2,2-Dimethoxybutane 660 B.p., 106-7 1,3-Dimethoxybutane 276 B . p , 120.3 1,1-Dimethoxy-2-methyl propane B . p . , 104.7 277 Hexylene glycol 1558, 1559, 1923 2-Methyl-1,5-pentane diol 278 B . p . , 242.4 3-Methyl-l,5-pentanediol 279 B . p . , 248.4 Bis(2 - methoxyethyDether 280 B . p . , 162 Dipropylene glycol 1097, 1 5 6 0 , 1561 2- (2-Ethoxyethoxy)ethanol B.p., 202.8 281, 875, 1246, 1281, 1562, 1563 Triethylene glycol B.p., 288.7 1282, 1564-1568 Isopropyl sulfide 1196 B . p . , 119.25 Diisopropylamine ' B . p . , 84.1 282, 1047, 1764 1,3-Dimethylbutylamine 283 B . p . , 108.5 Dipropylamine B . p . , 109 284 N-Ethylbutylamine 285 B . p . , 111.2 Hexylamine B . p . , 132.7 286, 1048 Triethylamine B . p . , 89.4 287, 827, 1706, 1830, 1857, 1927 2-Butylaminoethanol 288 B . p . , 199.3
Formula
C6H15NO C Hi5NO 6
C H 6
1
C H
1 5
6
N0
5
NO 3
C6H15N3
C H 6
1 6
N
2
C H
1 6
N
2
6
CôHioOSi
C7FH
C7F16
C H 7
n
;
C H 6
l
0
4
2
C Hi 0
2
CÔHI 0
2
C Hi 0 4
2
O
3
6
4
4
6
C
6
H
u
C Hi 0 6
4
3
C H 6
1
4
0
3
C H
l
4
0
4
6
C Hi S 6
4
C H 6
1
N
5
C Hi N 6
5
C H 6
1
N
5
Ce i5 H
N
C H 6
1
5
N
C H
1
5
N
C H
1 5
6
6
NO
C7H5F3 C7H60
2
C7H7F C H 7
8
C H O 7
e
C H 0 7
8
C H 0 7
8
C H 0 7
8
C H O 7
e
C H 0 7
2
8
2
C7H9CIO
C7H9N
Name and System Nos.
2-Diethylaminoethanol 289, 1328 B . p . , 162.1 1-Isopropylamino-2-pro panol B . p . , 164.5 290 1,1'-Iminodi-2-propanol B.p., 185/100 m m . 1117, 1569 2,2 ' , 2 " - N i t r i l o t r i e t h a n o l 1329 4-(2-Aminoethyl)piperazine B . p . , 222.0 291 N,N-Diethylethylenediamine B . p . , 144.9 292 Ν,Ν,Ν',Ν'-Tetramethylethylenediamine 293 B . p . , 119 l-(Trimethylsiloxy) propane B.p., 100.3/735 m m . 1068 Perfluoro(methylcyclohexane) B . p . , 73-78 1470 Perfluoroheptane B . p . , 83 371, 1390, 1471, 1537, 1570-1573 C 7 Hydrocarbons B.p., 95-120 1417, 1427 α, a, a - T r i f l u o r o t o l u e n e 20 B . p . , 103.9 Benzoic acid 1574 o-Fluorotoluene B . p . , 114 1403, 1418 Toluene B . p . , 110.7 294, 556, 6 6 1 , 828, 876, 902, 917, 967, 1049, 1069, 1098, 1118, 1122, 1132, 1184, 1197, 1223, 1342, 1404, 1419, 1428, 1430, 1493, 1516, 1521, 1534, 1538, 1575-1582, 1733, 1754, 1765, 1777, 1778, 1809, 1829, 1831, 1832, 1842, 1880, 1882, 1905, 1911, 1912, 1914, 1920, 1921, 1934, 1939 B e n z y l alcohol B . p . , 205.2 877, 1583 x-Cresol B . p . , 202 1586-1588, 1924-1926 o-Cresol B . p . , 191 878, 1585, 1883 m - and p-Cresol B.p., 202 1584, 1589, 1590 p-Cresol B . p . , 201.7 1575, 1591 Guaiacol B . p . , 205.0 295 2-Chloroallylidene d i acetate B . p . , 212.1 296 2,6-Lutidine B . p . , 144 297, 758, 1405, 1420, 1502, 1593, 1870-1872
ADVANCES
IN
Formula
N a m e and S y s t e m Nos.
84 Formula C H N 7
N-
9
C H N 7
9
C H N 7
9
C H N 7
9
C Hi O 7
0
C H 7
1 0
C Hi 7
C H 7
O
4
2
1
2
^7 12 Η
C7H
C1
1 2
C Hi20 7
C H
2
0
2
1
2
0
2
1
2
0
2
C Hi 0
4
7
C H 7
C H 7
1
7
C
7
2
H
C H 7
C
7
U
1 4
H
C H 7
U
1 4
C Hi 7
C
7
H
4
U
C Hi
4
C Hi
4
C H
4
7
7
7
C
7
H
C H 7
1
U
l
4
N a m e and System N o s .
0
4
Methylaniline 879, 1494, 1592 Pyridine bases 1586-1588,1924-1926 Tetrahydrobenzonitrile 298 B . p . , 195.1 o-Toluidine B . p . , 200.7 1594 1,2,3,6- Tetrahydrobenzal dehyde B . p . , 164.2 299 Allylidene diacetate 300 2,4-Dimethyl-1,3-penta diene B . p . , 93.3 301 1,3-Heptadiene 829 2,4-Heptadiene 830 Tetrachloroheptane 1366 3-Hepten-2-one 302, 1509 B . p . , 162.9 Butyl acrylate B . p . , 147 303, 1224, 1793 Cyclohexyl formate 1522 2-Ethoxy- 3,4-dihydro-1, 2-pyran B . p . , 142.9 304 Pimelic acid 305 1,1 - D i m e t h y l c y c l o p e n t a n e B . p . , 87.85 831, 1303, 1312, 1320 cis-1,2 - Dimethylcyclo pentane B . p . , 99.53 832 trans-1,2-Dimethylcyclo pentane B . p . , 91.87 833 cis-1,3-Dimethylcyclo pentane B . p . , 91.73 834 trans-1,3-Dimethvlc vclopentane B . p . , 90.77 662, 835, 1139, 1302, 1311, 1319 2,3- D i m e t h y l -1 - pentene 836 B . p . , 84.2 Ethyl cyclopentane B . p . , 103.47 837, 1317, 1354 trans-2-Heptene 1076 B . p . , 98.0 Methylcyclohexane B . p . , 101.05 903, 1167, 1234, 1304, 1318, 1338, 1381, 1391, 1472, 1539, 1576, 1595, 1734, 1803, 1878, 1911, 1913, 1 9 2 1 , 1931 1,1,2,2- T e t r a m e t h y l c y c l o propane B . p . , 75.9 838 Butyl isopropenyl ether 306 B . p . , 114.8
C H 7
u
O
C H
u
O
7
C H O 7
u
C H 7
u
O
C H
U
0
C7H
1 4
0
2
C H
1 4
0
3
C H 7
1
4
0
3
C H
i
4
0
4
C H
1 5
N
C H
1
N
C H
1 5
7
7
7
7
7
7
C
H
7
6
16
H
7
i
C H 7
1
6
C H
1
6
C Hi
6
7
7
C
NO
7 16
C H
C
5
7 16 H
C7 16 H
C
7 16 H
C H 7
1 6
0
C H
1 6
0
7
2
CHEMISTRY
SERIES
2,4 - D i m e t h y l - 3 - p e n t a n o n e 1 4 0 6 , 1421 B . p . , 125 3-Heptanone B . p . , 147.6 307 4 - D i m e t h y l - 3-pentanone 308 B . p . , 143.7 5-Methyl-2-hexanone 309 B . p . , 144 A m y l acetate B . p . , 146 310 Heptanoic acid 1597 B . p . , 222.0 Ethyl 3-ethoxypropionate 311 B . p . , 170.1 3-Methoxybutyl acetate 312 B . p . , 171.3 2- ( 2 - M e t hoxy ethoxy) ethyl acetate B . p . , 208.9 313 1,2-Dimethyl piperidine 1407, 1422 B . p . , 128 2,6 - D i m e t h y l p i p e r i d i n e B . p . , 128 1386, 1408, 1423 N,N-Dimethylvaleramide B.p., 141/100 m m . 1386 2,2 - D i m e t h y l p e n t a n e B . p . , 79.20 41, 839, 1113, 1316 2,3-Dimethylpentane B . p . , 89.78 42, 840, 1140, 1306, 1314, 1322, 1473, 1917 2,4 - D i m e t h y l p e n t a n e B . p . , 80.50 43, 735, 841, 997, 1141, 1307, 1315, 1474, 1517 3,3-Dimethylpentane 842 B . p . , 86.07 3 - E t h y l pentane 843 B . p . , 93.47 Heptane B . p . , 98.25 314, 663, 722, 759, 844, 904, 957, 968, 998, 1006, 1119, 1124, 1142, 1148, 1168, 1225, 1235, 1339, 1343, 1350, 1355, 1379, 1382, 1475, 1495, 1518, 1570, 1577, 1595, 1598-1600, 1735, 1794, 1804, 1813, 1859, 1879, 1881, 1882, 1912, 1913, 1922, 1932, 1939 2-Methylhexane B . p . , 90.05 664, 845, 999 3- Methylhexane B . p . , 91.85 665, 846, 1000, 1305, 1313, 1321 2,2,3- T r imethylbutane B . p . , 80.88 44, 666, 1001, 1519 3-Heptanol B . p . , 156.4 1155 5- Methyl - 2- hexanol 315
FORMULA
C
INDEX
85
Formula
N a m e and System
7 16°2
1 - Butoxy- 2- methoxyethane 316 B . p . , 149.9 1 - t e r t - B u t o x y - 2- methoxy ethane 1077 1- B u t o x y - 2 - p r o p a n o l 317 B . p . , 170.1 2 - Ethyl - 1 , 5 - pentanediol 318 B . p . , 253.3 Dipropoxymethane 1774 B . p . , 146.6 Dipropylene glycol methyl ether 1601 1 - (2-Ethoxyethoxy) - 2-pro panol B . p . , 198.1 319 2-Ethoxyethyl 2-methoxyethyl ether 320 2 - (2- P r o p o x y ethoxy ) ethanol B . p . , 215.8 321 1 - Diethylamino-2-pro panol B . p . , 159.5 322 3- Diethylaminopropyl amine B . p . , 169.4 323 ( T r i m e t h y l s i l o x y )butane 1226 P e r f l u o r o c y c l i c oxide B.p., 102.6 1125, 1330, 1571, 1596, 1602-1604 Perfluorobutyl ether 1476, 1598 B . p . , 100 ar-Trichlorostyrene 1605 a r - D i c h l o r o styrene 1431 Coumarone B . p . , 173 1099 Indole B . p . , 253 1283 Styrene B.p., 67.9/57 324, 1070, 1078, 1247, 1606, 1736, 1898, 1908 2-(2,4-Dichlorophenoxy) ethanol 325 Acetophenone B . p . , 201.6 326 (Epoxyethyl)benzene 327 B . p . , 194.2 P h e n y l a c e t a t e B . p . , 195.1 1483, 1919 Methyl salicylate 1608 B . p . , 222.3 Ethylbenzene B . p . , 136.15 328, 1011, 1071, 1079, 1126, 1193, 1227, 1248, 1284, 1344, 1409, 1424, 1558, 1599, 1606, 16091614, 1860, 1873, 1898, 1908, 1915, 1923, 1936
H
C H 7
1
0
6
2
C
7 16°2
C
7 lcP2
C
7 16°3
C
7 lo03
C
7 16°3
H
H
H
H
H
C H 7
0
1 6
3
C H 7
1 7
NO
C H 7
1 8
N
C H 7
1 8
OSi
C F
1
8
6
2
0
C Fi 0 8
8
C H5Cl3 8
C H C1 8
6
2
C H 0 8
6
C H N 8
7
C H 8
8
C H C1 0 8
8
2
C H O 8
e
C H 0 8
8
C H 02 8
8
C H 03 8
C H 8
8
1 0
2
Formula
Nos.
C H 8
1 0
C Hio 8
C Hio 8
C HioO 8
C H N 8
n
C H N 8
n
C H N 8
n
C H N 8
n
C H N 8
n
C H N 8
n
C Hi 8
2
C H 8
1 2
0
C H 8
1 2
0
2
C H
1 2
0
4
8
C Hi4 8
C H!P 8
C H 8
u
C H
1 4
C H
u
8
8
O 0 O
C H O 8
C
u
8 14°2 H
C H 8
l
4
0
2
C
8 14°2
C
8 14°2
H
H
C Hi 0
3
C H
3
8
4
8
C
1
4
0
8 14°3 H
N a m e and System Nos. m-Xylene B . p . , 139 329, 728, 1012, 1127, 1129, 1194, 1249, 1535, 1607, 1615, 1616 ο-Xylene B.p., 143.1/735 m m . 760, 880, 1100, 1250, 1345, 1617, 1861, 1937 p-Xylene B . p . , 138.35 ~ 667, 729, 1072, 1080, 1128, 1251, 1285, 1536, 1618 α-Methylbenzyl alcohol 330 B . p . , 203.4 N,N-Dimethylaniline B.p., 194.05 881, 1496, 1592 N-Ethylaniline 331 B . p . , 204.8 α- Methylbenzylamine 332 B . p . , 188.6 2- M e t h y l - 5- ethyl p y r i d i n e 333, 1578 B . p . , 178.3 x-Methyl-1,2,3,6-tetrahydrobenzonitrile 334 B . p . , 205.4 s-Collidine B . p . , 171.3 882, 1585, 1883 4-Vinylcyclohexene 1081 2-Methyl-l,2,3,6-tetrahydrobenzaldehyde 335 B . p . , 176.4 3,4-Dihydro- 2,5- d i m e t h y l 2H- pyran- 2- carboxaldehyde B . p . , 170.9 336 Diethyl fumarate 337 B . p . , 218.1 Diisobutylene B . p . , 102.3 338, 1050, 1236, 1766, 1805 Bicyclo[2.2.1 ]-heptane-2methanol B . p . , 203.9 339 Cyclohexyl vinyl ether 1523 Diisobutylene oxide 340 2 - Ethyl - 2- hexenal 341, 668 B . p . , 176 2-Octenal 342 Butyl methacrylate 1371 1,1 - D i a l l y l o x y e t h a n e 343 B . p . , 150.9 2-Ethyl-3-hexenoic acid 344 B . p . , 231.8 Vinyl 2-methylvalerate 345 B . p . , 148.8 Bis(2-vinyloxyethyl)ether 346, 1619 B . p . , 198.7 Butyl acetoacetate 347 B . p . , 213.9 2-Ethoxyethyl methacryl ate 1372
ADVANCES
86 Formula C H 8
1
C H
1 5
8
C H 8
0
4
N
1 6
C H g
1 6
CQHI
6
C H 8
1 6
C H 8
1 6
^8 16 H
CeHi6
C H 8
1 6
C Hi 8
6
Ce l6 H
CeHi6
C H 8
1 6
C Hi 8
C
6
8 16 H
C H
1 6
C H
1 6
8
8
C H 8
1
6
C H i6 8
C Hi6 8
C H i6 8
C Hi6 8
C Hi 8
6
4
N a m e and System
Formula
Nos.
Diethyl succinate 348 B . p . , 216.2 2-(Aminoethyl)bicyclo [2.2.1 Jheptane 349 B . p . , 185.9 1,1- D i m e t h y l c y c l o h e x a n e 847 B . p . , 119.54 trans-1,2-Dimethylcyclo hexane B . p . , 123.42 1051, 1252 1,3-Dimethylcyclohexane 1383 B . p . , 120.3 cis-1,3-Dimethylcyclohex ane B . p . , 120.09 1082 trans-1,3-Dimethylcyclo hexane B . p . , 124.45 849, 905, 1198, 1356 cis-1,4-Dimethylcyclohexane B . p . , 124.32 848 trans-1,4-Dimethylcyclo hexane B . p . , 119.35 850 Ethylcyclohexane B.p., 131.85 1199, 1253, 1559, 1602, 1609, 1923 1-Ethyl-1-methylcyclopentane B . p . , 121.52 851 c i s - 1 - E t h y l - 2- methyl cyclopentane 1052 B . p . , 128.05 trans -1 - E t h y l - 2 - methyl cyclopentane B . p . , 121.2 1053, 1083 t r a n s - 1 - E t h y l - 3- m e t h y l cyclopentane B . p . , 120.8 1054, 1084 1-Octene B . p . , 121.6 1610 çis-2-Octene B . p . , 125.6 1254 1,1,2-Trimethylcyclopentane B . p . , 113.73 1055, 1357 1,1,3-Trimethylcyclopentane B . p . , 104.89 1056, 1085 1,cis- 2,cis- 3 - T r i m e t h y l cyclopentane B . p . , 123.0 1086 1,cis-2, trans- 3-Trimethyl cyclopentane B . p . , 117.5 852, 1057 1,trans-2,cis- 3-Trimethyl cyclopentane B . p . , 110.2 1087 1,cis-2,trans - 4-Tr imethyl cyclopentane 1058 B . p . , 116.73 1, t r a n s - 2 , c i s - 4 - T r i m e t h y l cyclopentane 853 B . p . , 109.29 2,4,4-Trimethyl-1-pentene 493, 1088 B . p . , 101.44
C Hi 8
C H 8
6
0
1 6
C Hi 0 8
6
C Hi 0 8
6
C Hi OS 8
6
C Hi 02 8
6
C Hi 0
2
C Hi 0
2
8
6
8
6
C
8 16°2
C
8 16°2
H
H
C Hi 0
2
C Hi 0
2
8
6
8
6
C
8 16°2
C
8 16°2
C
8 16°3
C
8 16°3
C
8 16°3
C
8 16°4
H
H
H
H
H
H
C H 8
C1
1 7
C Hi Cl 8
7
C H 8
1 7
N
C H
1 7
N
8
C Hi NO 8
7
C Hi NO 8
7
C
8 18
C
8 18
H
H
C Hl8 8
IN
CHEMISTRY
N a m e and S y s t e m
SERIES Nos.
2,4,4- T r i m e t h y l - 2 - pentene 854 B . p . , 104.91 2-Ethylhexanal 350, 1540 B . p . , 163.6 2,4,4- T r imethyl -1,2epoxypentane B . p . , 140.9 351 2,4,4-Trimethyl-2,3epoxypentane B . p . , 127.3 352 2-Butylthioethyl vinyl ether B . p . , 210.5 353, 1545 2-Butoxyethyl vinyl ether 354 1,3 - D i m e t h y l b u t y l a c e t a t e 1620 B . p . , 146.1 2,3- Epoxy- 2- ethylhexanol 355 2-Ethylbutyl acetate 356, 1542 B . p . , 162.3 2-Ethylhexanoic acid 3 5 7 , 1621 B . p . , 227.6 H e x y l acetate B . p . , 171.0 358 Iso-octanoic acid (iso mers) B . p . , 220 359 4 - M e t h y l - 2 - p e n t y l acetate B.p., 146.1 360, 1510, 1524, 1544 Octanoic acid B . p . , 238.5 1529, 1622 2-Butoxyethyl acetate 361 B . p . , 192.2 2,5- Diethoxytetrahydrofuran B . p . , 173.0 362 2- Ethoxyethyl 2-vinyloxyethyl ether B . p . , 194.0 363 2 - (2- Ε thoxy ethoxy) ethyl acetate B . p . , 217.4 364, 1623 1 - C h l o r o - 2 - ethylhexane 365 B . p . , 173 3- ( C h l o r o m e t h y l ) h e p t a n e 1541, 1624 N-Ethylcyclohexylamine 366 B . p . , 164.9 5- Ethyl - 2- methyl piper i dine B . p . , 163.4 367 ar-Methylcyclohexanemethylamine 368 N,N-Dimethylhexanamide 1530 4- E t h y l - 2 , 6 - d i m e t h y l m o r pholine B . p . , 158.1 369 2,2- Dimethylhexane B.p., 106.84 855, 1323, 1353 2.3 - D i m e t h y l h e x a n e 856, 906 B . p . , 115.61 2.4 - D i m e t h y l h e x a n e 1089 B . p . , 109.43
FORMULA Formula C H 8
1 8
C H 8
1 8
C H
1 8
8
C Hi
8
C Hi
8
8
8
C
8 18 H
C Hi
8
C Hi
8
8
8
C H 8
1 8
C^H^ C H 8
1 8
C H 8
1 8
C H 8
1 8
C H
1 8
8
Cl Sn 2
C Hi 0 8
C H 8
C H 8
8
1 8
1 8
0
0
C Hi 0 8
8
C Hi OS 8
8
C Hi 02 8
8
C Hi Ο 2 8
8
C Hi 0 8
8
2
C Hi 02 8
8
INDEX N a m e and System Nos. 2,5 - D i m e t h y l h e x a n e B.p., 109.15 1169, 1200, 1255, 1352, 1360, 1384 3,3-Dimethylhexane 1256 B . p . , 111.97 3,4-Dimethylhexane 857 B . p . , 117.73 3-Ethyl-3-methylpentane 1257 B . p . , 118.26 Iso-octane 529, 1237, 1497, 1579, 1806, 1933 2-Methylheptane B.p., 117.65 858, 907, 1201, 1351, 1359 3-Methylheptane 859 B . p . , 118.93 4-Methylheptane 860 B . p . , 117.71 η-Octane B . p . , 125.7 48, 370, 669, 723, 761, 1007, 1202, 1228, 1258, 1346, 1358, 1396, 1410, 1425, 1477, 1500, 1572, 1611, 1618, 1795, 1814, 1862, 1866, 1870 2,2,3-Tr imethylpentane 861, 1090 B . p . , 109.84 2 , 2 , 4 - T r i m e t h y l pentane B.p., 99.24 862, 1059, 1308, 1324, 1478, 1580, 1600, 1603 2,3,3-Trimethylpentane 863 B . p . , 114.76 2,3,4-Tr imethylpentane 864 B . p . , 113.47 Dibutyltin dichloride B.p., 157/17 m m . 1204, 1 6 2 5 , 1902 Butyl ether B . p . , 142.1 865, 883, 969, 1107, 1149, 1206, 1229, 1239, 1528, 1626, 1737, 1796, 1807, 1827, 1828, 1907, 1935 2- Ethyl-1 - hexanol B.p., 184.8 371, 1156, 1484, 1615, 1624, 1626-1629 Iso-octyl alcohol (isomers) 372 B . p . , 186.5 Octyl alcohol B . p . , 195.15 1630 2- Hexylthio ethanol 1631 1-Butoxy-2-ethoxye thane 374 B . p . , 164.2 1,1- Diethoxybutane 375 B . p . , 146.3 5-Ethoxy-3-methylpentanol B . p . , 211.7 376 2-Ethyl-1,3-hexanediol B . p . , 243.1 373, 866, 1632, 1738
87 Formula C Η 8
Ο 2
1 8
C Hi 02 8
8
C Hi 0
2
C H
3
8
8
8
1
0
8
QHieOs
C Hi 0
4
C H 8
1
4
C H 8
1 9
N
C H
1 9
N
8
8
8
0
8
C Hi NO 8
9
C H
1
C H
1 9
8
8
N0
9
2
NO 2
C F iN 9
2
C HgN202 9
C H N 0 9
6
2
C H N 9
7
C H N 9
7
C H 0 9
C H 9
8
2
1 0
Ο^χοΟ C Hio02 9
C Hio0
2
C H 9
1 0
O
3
C H 9
1 1
N
C H
1 2
9
9
C Hi 9
2
C Hi2 9
2
N a m e and System Nos. 2- Εthyl - 3- m e t h y l - 1 , 5 pentanediol B . p . , 265.5 377 2-Hexyloxyethanol 378 B . p . , 208.1 2-(2-Methylpentoxy) ethanol B . p . , 197.1 379 Bis(2-ethoxyethyl) ether B.p., 188.4 381, 1562, 1619 2-(2-Butoxyethoxy)ethanol B.p., 231.2 380, 884, 1286, 1479, 1 6 3 3 - 1 6 3 7 , 1847 l,2-Bis(2-methoxyethoxy) ethane 382 2-[2-(2-Ethoxyethoxy) ethoxy] ethanol 1287 Dibutylamine B . p . , 159.6 383, 1230, 1797, 1811, 1904 2-Ethylhexylamine 384 B . p . , 169.1 2-Diisopropylaminoethanol 385, 885 B . p . , 190.9 2,2' - B u t y l i m i n o d i e t h a n o l 386 1,1'- E t h y l i m i n o d i - 2 propanol B . p . , 238.9 387 Tris(perfluoropropyl) amine B . p . , 130 1638 2,4-Tolylene diisocyanate 1458, 1459, 1463, 1639 2,6-Tolylene diisocyanate 1639 Isoquinoline 1640 Quinoline B . p . , 237.3 1641 V i n y l benzoate 388 α-Methyl styrene 1485 Benzyl vinyl ether 1583 l,2-Epoxy-3-phenoxypropane B . p . , 244.4 389 Ethyl benzoate B . p . , 213.3 584, 1 5 8 4 , 1591 Ethyl salicylate 1642 B . p . , 233.7 5-Ethyl-2-vinyl pyridine 390 Cumene B . p . , 152.4 391, 762, 1486, 1546, 1612, 1638, 1643 m-Ethyltoluene 1433 B . p . , 161.31 o-Ethyltoluene B.p., 165.15 1259, 1434
Formula
p-Ethyltoluene 1432 B . p . , 161.99 x " y 1531 Mesitylene B . p . , 164.72 1260, 1437, 1644 Propylbenzene 1487 B . p . , 158.9 1,2,3-Trimethylbenzene 1435 B . p . , 176.08 1,2,4-Trimethylbenzene B.p., 169.35 1436, 1644
C9H12
C H 9
E
1 2
CcjHxg C9H12
C H 9
1
2
C9H12
C9.H12OS
C H
1
C H
1 3
9
9
C
9
H
C H 9
C H 9
0
2
2
NO O
u
1
0
4
0
1 4
C H 9
1 4
OSi
C H 9
1 5
N
C H
1 6
C H
1
6
0
C H
1 6
0
2
C H 9
1
0
4
C H 9
1 8
C H 9
1 8
C H 9
1 8
C H 9
1 8
C H 9
1 8
C H
1 8
9
9
9
9
6
C9Hi 0 8
C9H18O
C Hi80 9
Name and System N o s ,
2
CgH^Oj C9H18O3
CgH^NO
t
n
l
t
o
l
u
e
n
e
2-Benzylthioethanol
1645 Bicyclo[2.2.1 ]hept-5-ene2-ol acetate B . p . , 188.6 392 5-Ethyl- 2-pyridineethanol 393 Isophorone B . p . , 215.2 394, 1646 1-Methyl-2,5-endomethylenecyclohexane-1 - meth anol B . p . , 211.1 395 Phorone B . p . , 197.8 886 (Tr imethyl siloxy)benzene 1488 B . p . , 181.9 Triallylamine B . p . , 151.1 396 cis-Hexahydroindan 1547 B . p . , 167.7 5-Ethyl-3-hepten-2-one 397 B . p . , 193.5 2,2-Bis(allyloxy)propane 1755, 1891 Dimethyl pimeiate 398 B . p . , 248.9 Butylcyclopentane 1261 B . p . , 156.56 Isobutylcyclopentane 1262 B . p . , 147.6 Isopropylcyclohexane 1263 B . p . , 154.5 1-Nonene B . p . , 146.85 1264 Propylcyclohexane B.p., 156.72 1265, 1647 1,1,3-Trimethylcyclohexane B . p . , 136.6 1091 2,6-Dimethyl-4-heptanone B.p., 169.4 399, 670, 1207, 1511, 1525, 1620 2-Ethylheptanal 1616 2-Heptyl acetate 400 B . p . , 176.4 3-Heptyl acetate 401 B . p . , 173.8 3- ( 2 - E t h y l b u t o x y ) p r o p i o n i c acid 402 N,N-Dimethylheptanamide 1597
ADVANCES
IN
Formula
Name andSystem Nos.
C9ÎÎ20 C H 9
2
0
CQHOQ
C o9H 2. 0 n
C 9H 2, 0 Q
n
Con H o 9
2
C H o 2
9
C H o 2
9
C H «Λ Q
C9H o 2
C H 9
2 0
C H 9
2 0
C H
2 0
9
C9H20
C9H20O
C H 9
2
0
O
2
C9H20O2
C
9 20°2 H
C9H20O3
C H 9
C
O3
2 0
9 20°3 H
C H 9
2 0
O
C H o0 9
2
3
4
C H2iN 9
C H 9
2
1
N
C H2iNC>2 9
CHEMISTRY
SERIES
3,3-Diethylpentane 1266 B . p . , 146.17 n-Nonane B . p . , 150.2 403, 671, 724, 763, 970, 1008, 1231, 1267, 1325, 1347, 1501, 1573, 1613, 1617, 1627, 1648, 1798, 1815, 1863, 1867, 1873, 1936, 1937 2,2,3,3-Tetramethylpentane B . p . , 140.27 1268 2,2,3,4- Tetramethylpentane B . p . , 133.02 1092 2,2,4,4- Tetr amethylpentane B . p . , 122.28 1269 2,3,3,4-Tetramethylpentane B . p . , 141.55 1270 2,2,3-Trimethylhexane 1271 B . p . , 133.60 2,2,4-Trimethylhexane 1272 B . p . , 126.54 2,2,5-Trimethylhexane B . p . , 124 1411, 1426, 1614 2,3,3-Trimethylhexane 1273 B . p . , 137.68 2,3,4-Trimethylhexane 1093, 1604 B . p . , 139.0 2,3,5-Trimethylhexane B.p., 131.34 1094, 1274 2,4,4-Trimethylhexane 1275 B . p . , 130.65 3,3,4-Trimethylhexane 1276 B . p . , 140.46 2,6-Dimethyl-4-heptanol 404, 1649 B . p . , 178.1 Dibutoxymethane 1799 B . p . , 181.8 Diisobutoxymethane 1808 B . p . , 163.8 2-Ethyl-2-butyl-l,3propanediol 405 l-(2-Butoxyethoxy)-2propanol B . p . , 230.3 406 2-(2-Isoamyloxyethoxy) ethanol 1605 2-Methoxymethyl-2,4dimethyl-1,5-pentanediol 407 1,1,3-Triethoxypropane 408 Tripropylene glycol 1650-1652 N-Methyldibutylamine 409 B . p . , 163.1 Tripropylamine B . p . , 156. 410 1,1 ' - I s o p r o p y l i m i n o d i - 2 propanol B . p . , 248.6 411
FORMULA Formula C H iN0 9
2
3
C9H21NO4
ClO 8 H
Ci H N 0
C
8
2
H o0
1 0
1
4
C
10 12°3
C
10 14
H
H
C
1
H
0
1
4
10 14
C
H
10 14
C
H
C
Hi
4
CioHi
4
1
0
C
10 14
C
10 14
H
H
C C
1
0
H
1
4
10 14 H
C
1
0
H
1
4
N
2
C
1 0
H
1 4
O
2
C
10 14°3 H
Ci H
1 5
N
C
1
N
0
1
0
H
5
C10H15N C10H15NO C10H16 CioHi 0 6
CioHieO
CIQHI 0 6
4
INDEX
89
Name and System Nos. 1,1 ' , 1 " - N i t r i l o t r i - 2 - p r o panol 1569 2-(2-[2-(3 - A m i n o p r opoxy ) ethoxy ]ethoxy)ethanol 412 Naphthalene B . p . , 218.1 887, 1102, 1288, 1560, 1589, 1633, 1653, 1678, 1924-1926 2,2'-Dipyridyl B . p . , 274. 1348 D i m e t h y l phthalate 413 B . p . , 282.9 2-Phenoxyethyl acetate 414 B . p . , 260.6 Butylbenzene B . p . , 183.27 1438, 1548 sec-Butylbenzene B . p . , 173.30 1439, 1549 t e r t - B u t yl b e n ζ e n e B . p . , 169.11 1440, 1550 p-Cymene B . p . , 177.2 1445, 1 4 9 8 , 1551 Dicyclopentadiene 415 B . p . , 172 m-Diethylbenzene 1442 B . p . , 181.13 £-Diethylbenzene 1443 B . p . , 183.78 5- E t h y l - m - x y l e n e 1444 B . p . , 183.75 Isobutylbenzene 1441 B . p . , 172.76 1,2,3,5-Tetramethylbenzene B . p . , 197.93 1446 Nicotine 416 Ethyl bicyclo[2.2.1]hept5-en-2-carboxylate 417 B . p . , 198 2 - (2 - P h e n o x y e t h o x y ) ethanol B . p . , 297.9 418 N - B u t y l a n i l i n e B . p . , 240.4 419 N-Ethyl-a-methylbenzylamine B . p . , 201.2 420 Ν,Ν,α-Trimethylbenzyl- ' amine B . p . , 195.8 421 2 - ( a-Methylbenzylamino) ethanol 422 Camphene 764 Dicyclopentenol 423 Trimethyltetrahydrobenzaldehyde B . p . , 204.5 424 Diisopropyl maleate 425 B . p . , 228.7
Formula CioHie Ci Hi O
2
CioHi 0
2
0
8
8
CioHi 0 8
CioH
2 0
CioH o 2
CioH C
2 0
10 20 H
CioH o 2
CioH o 2
C 10^20 Ο CioH oO 2
CioH^O Ci H 0
2 0
OS
CioH o0
2
CioH o0 2
2
C
H o0
2
2
1 0
2
C10H20O3 CioH iCl 2
C10H21N C
1 0
H
2 1
NO
C10H22
CioH
2 2
CioH
2 2
C10H22 C10H22O C10H22O C10H22OS
^10^22^2
Name and System Nos. Decahydronaphthalene 1654 Vinyl 2-ethylhexanoate 426 B . p . , 185.2 V i n y l octanoate (isomers) 427 Menthone B . p . , 209.5 1655 n- Butylcyclohexane 1552 B . p . , 180.95 sec- Butylcyclohexane 1553 B . p . , 179.3 tert- Butylcyclohexane 1277 B . p . , 171.5 Isobutylcyclohexane 1554 B . p . , 171.3 cis-1-Isopropyl-4-methyl cyclohexane B . p . , 172.7 1555 trans-1-Isopropyl-4methylcyclohexane 1556 B . p . , 170.5 2-Ethylhexyl vinyl ether 428, 1810 B . p . , 177.7 Menthol 1655 Octyl vinyl ether 1630 2-Hexylthioethyl vinyl ether 888, 1631 2-Ethylbutyl butyrate 429 B . p . , 199.6 2 - E t h y l h e x y l acetate 430, 1628 B . p . , 198.4 4-Methyl-2-pentyl butyr ate B . p . , 182.6 431 2 - Butoxy ethyl 2- vinyl oxyethyl ether B . p . , 226.7 432 Chlorodecane (isomers) 433 B . p . , 210.6 N-Butylcyclohexylamine 434 B . p . , 209.5 N,N-Dimethyloctanamide B.p., 187/100 m m . 1622 Decane B . p . , 173.3 672, 725, 765, 1009, 1016, 1349, 1593, 1654, 1816, 1864, 1868, 1871 3 - E t h y l - 3- methylheptane 1326 B . p . , 163 3,3,5- T r imethylheptane 1557, 1656 B . p . , 155.5 Decyl alcohol B . p . , 232.9 1 5 8 1 , 1 6 5 7 , 1831 2-Ethyloctanol 436 B . p . , 220.5 2- Propylheptanol 437 B . p . , 217.9 2 - (2 - Ε t h y l h e x y l t h i o ) ethanol 1658 1,2- Dibutoxyethane 438 B . p . , 203.6
ADVANCES
90 Formula ^10^22^2 C10H22O3
C
C
10 22°4 H
10 22°4 H
Cl H 0
2 3
N
C10H23N
^10^23^ C C
C
1 0
H
NO
2 3
11 10 H
11 10 H
C H OS n
1 4
C11H1403
C
C
11 14°3 H
11 16 H
CnH
C H n
C
C
0
1 6
1 7
3
N
11 18°2 H
11 20° H
C11H20O4 C11H22 CllH
C
2 2
0
11 22°2 H
CnH 20 2
C11H24
3
Formula
N a m e andSystem N o s . 1,2 - D i i s o b u t o x y e t h a n e 439 B.p., 160.5 2 - (2- Hexyloxyethoxy ) ethanol B . p . , 259.1 440 1,2 - B i s ( 2 - e t h o x y e t h o x y ) ethane B . p . , 206.9 441 Tripropylene glycol methyl ether B . p . , 243 889, 1103, 1659 Bis[2-(2-methoxyethoxy) ethyl ]ether 442 Decylamine (isomers) 443 B . p . , 203.7 Diamylamine (isomers) 444 B . p . , 190 N , N - Dimethyl - 2- ethylhexylamine B . p . , 176.1 445 2- Dibutylaminoethanol 446 B . p . , 228.7 1- Methylnaphthalene B.p., 244.8 1504, 1634, 1660 2- Methylnaphthalene B . p . , 241.1 773, 1447, 1505, 1561, 1563, 1590, 1601, 1608, 1621, 1623, 1635, 1640, 1641 2- (Benzylmercapto)- ethyl vinyl ether 1289, 1645 Butyl salicylate 447 B . p . , 268.2 Ethyl 6-formylbicyclo[2.2.1 ] h e p t - 5 - e n - 2 - c a r boxylate 448 t e r t - A m y l b enz ene 1448 B . p . , 198.1 Allyl 6-methyl-3,4-epoxycyclohexanecarboxylate 449 B . p . , 251.4 N,N-Diethyl-o-toluidine 1594 Isopropyl 6-methyl- 3cyclohexenecarboxylate 450 B . p . , 215.2 5 - E t h y l - 3- n o n e n - 2 - one 451 B . p . , 226.4 Diethyl pimelate 452 B . p . , 268.1 tert-Amylcyclohexane 1449 B . p . , 198.1 5 - E t h y l - 2 - nonanone 453 B . p . , 222.9 2,6 - D i m e t h y l - 4 - h e p t y l acetate B . p . , 192.2 454 4- M e t h o x y - 2,6- d i p r o p y l 1,3-dioxane B . p . , 223.6 455 Undecane B . p . , 195.88 456, 673, 726, 766, 1010, 1017, 1179, 1450,
CiiH
CHEMISTRY
SERIES
N a m e a n dS y s t e m N o s . 1817, 1865, 1869, 1872, 1892, 1900 5-Ethyl-2-nonanol B.p., 225 457, 1660, 1661
0
2 4
IN
Diamyloxymethane
C11H24O2
1397, 1821 C11H24O2
2,2-Dibutoxypropane
C11H24O2
2- Nonyloxyethanol
458 459
C11H25N
CnH 5NO 2
C12F27N
C 1 2 H 9 N
C12H10 Ci HioO 2
C
HuN
1 2
Ci Hi 04 2
4
C12H18
Ci2Hi 0 8
C12H19N
C12H20O2
Ci H o0
2
H2o0
4
2
C C
1 2
2
12 20°4 H
H2 0
C
1 2
C
1 2
H
2 2
0
2
1 2
H
2 2
0
4
C
2
Ci H
2 3
^1 H
2 4
C
2 4
2
2
1 2
H
N
0
B . p . , 225.5
1,1,3,3-Tetraethoxypro-
C11H24O4
2
pane B . p . , 220.1 460 2-Ethyl-N-propylhexylamine 1629 1-Dibutylamino-2-pro panol B . p . , 229.1 461 Tris(perfluorobutyl)amine B.p., 177 1457, 1643, 1647, 1648, 1656, 1917 Carbazole B . p . , 294 1290, 1564, 1650, 1662, 1663 Biphenyl B . p . , 355.9 1291, 1664 Phenyl ether B . p . , 259.3 890, 1292, 1565, 1574, 1642 Diphenylamine B.p., 265/350 m m . 1503 Diethyl phthalate 462 B . p . , 294.3 1,3,5-Triethylbenzene 1489 B . p . , 215.5 Triisobutylene oxide 463 Ν-Butyl-«-methylbenzylamine B . p . , 239.3 464 sec-Butyl 6-methyl-3cyclohexenecarboxylate 465 Isobornyl acetate 767 B . p . , 225.8 Dibutyl fumarate 466 B . p . , 285.2 Dibutyl maleate 467 B . p . , 280.6 2-Ethylhexyl crotonate 468 B . p . , 241.2 V i n y l decanoate (isomers) 469 Diethyl 2- ethyl-3-methylglutarate B . p . , 255.8 470 Dicyclohexylamine 471 B . p . , 255.8 2,6,8-Trimethylnonene 1649, 1665 2,6,8-Trimethyl-4-nonanone B.p., 218.2 472
FORMULA
INDEX
Formula
N a m e and System
CI2H24OS
C12H24O2 Ci2H2 C>2 4
H 40
1 2
2
2
Ci H 6 2
2
C12H26
C12H26
C
1
H
2
2
0
6
C12H26O
Hexyl ether 891, 1294 2,6,8-Trimethyl-4-nonanol B . p . , 225.5 479, 1582, 1665, 1832 l,l-Diethoxy-2-ethylhexane B . p . , 207.8 480 1,1-Diisopentoxyethane 481 B . p . , 213.6 3- Ε thoxy- 4- ethyloctanol 482 B . p . , 249.2 Bis(2-butoxyethyl)ether 483 B . p . , 254.6 1,1,3-Triethoxyhexane 484
C12H26O
C
1
H
2
2
0
6
12 26°2 H
C
C
1
H
C
1 2
^26 O 2
C
1
2
H
2
6
0
3
C
1
2
H
2
6
0
3
2
12
c
C
1 2
H
2
0
6
27
2
C
1
H27N
C
12 27
C
12 27°4
C
13 10
H
N
H
H
C13H24O2
C
13 26 H
C14H10 C14H10
C14H14O
Ci H 4
C
U
S
H
2
2
2
3
0 N
P
n
Formula
Nos.
2 - (2 - Ε t h y l h e x y l t h i o ) e t h y l vinyl ether 1293, 1658 2-Ethylbutyl 2-ethylbutyrate B . p . , 222.6 473 2 - E t h y l b u t y l hexanoate 474 B . p . , 236.2 Hexyl 2-ethylbutyrate 475 B . p . , 230.3 Hexyl hexanoate 476 B . p . , 245.2 Dodecane B . p . , 216 477, 768, 1018, 1104, 1451, 1636, 1653, 1666, 1818 2,2,4,4,6-Pentamethylheptane B . p . , 185.6 1452 2,2,4,6,6-Pentamethylheptane B . p . , 177.9 1453 2-Butyl-l-octanol 478 B . p . , 253.4 Dodecyl alcohol 1657
C12H24O2
C
91
Tributyltin chloride B.p., 116/17 m m . 1 2 0 5 , 1 6 2 5 , 1902 Dihexylamine B . p . , 239.8 485 T r i b u t y l a m i n e B . p . , 213.9 486 T r i b u t y l phosphate 487 Fluorene B . p . , 294 1295, 1566, 1651, 1667, 1668 Decyl acrylate (isomers) 488 1-Tridecene B . p . , 232.78 1454 Anthracene B . p . , 340 892 Phenanthrene B . p . , 340 1296, 1567, 1652, 1669, 1670 B e n z y l ether 1297, 1568 o - ( E t h y l h e x y l )phenol 489 B . p . , 297.0 N-(Ethylhexyl)aniline 490
CuH
C
1
2
H
4
N a m e and System
4
2
0
6
4
C14H28O
H 28°2
C
H
C
H
1 4
0
2 8
2
C14H28O2 Ci4H2 C>2 8
U
C
C
2 9
H
H
1 4
N
3 0
14 30°
C
H
C
H
l 4
O
3 0
14 30°2
C
H
C
H
l 5
O2N
1 0
C15H18
<
-'15 28 - 4 H
(
)
Cl5 30 H
Cl5H
0
3 2
16 18°
C
H
C
1
6
H
2
2
0
4
Ci6H28C>4
(
- l6 30 :
C
C
(
H
1
6
H
(
3
)
2
N
1
16 32°2 H
^i6 32 - 2 H
Ci H 6
C
(
3
)
4
16 34° H
^16 35^ Η
2
Nos.
1,3,6,8-Tetramethyl-1,6cyclodecadiene 491 B . p . , 220.5 Dibutyl adipate 492 Trimethylnonyl vinyl ether 493 B . p . , 223.4 2-Ethylbutyl 2-ethylhexanoate B . p . , 261.5 494 2-Ethylhexyl 2-ethylbu tyrate B . p . , 252.8 495 2 - E t h y l h e x y l hexanoate 496 B . p . , 267.2 Hexyl 2-ethylhexanoate 497 B . p . , 254.3 N-(2-Ethylhexyl)cyclohexylamine 498 Tetradecane B . p . , 252.5 1105 7-Ethyl-2-methyl-4-undecanol B . p . , 264.3 499 x-Tetradecyl alcohol 1662, 1667, 1669 2-(2,6,8-Trimethyl-4-nonyloxy)ethanol 500 Di-p-isocyanatodiphenylmethane 1460 B.p., 192/5 m m . Amylnaphthalene 1532 Dibutyl pimelate 501 1-Pentadecene B.p., 183.7/217 m m . 1637 2,8-Dimethyl-6-isobutyl 4-nonanol B . p . , 265.4 502 Bis(a-methylbenzyl)ether 503 B . p . , 286.7 Dibutyl phthalate B.p., 238/50 m m . 1130 Bis(4-methylbenzyl)ether maleate 504 Tridecyl acrylate 505 l,l'-Bis(x-methylcyclohexyl )dimethylamine 506 2-Ethylhexyl 2-ethyl hexanoate B . p . , 280.4 507 Palmitic acid 1671 Hexadecane 1533, 1666 Bis(2-ethylhexyl) ether B . p . , 269.8 508, 893, 1106, 1298, 1632 Bis( 2-ethylhexyl )amine 509 B . p . , 280.7
ADVANCES Formula Ci H
3
6
0
C
3
6
0
7
1
7
H
3,9-Diethyl-6-tridecanol 510 B . p . , 309 X "
C18H24N2
C
1
8
H
3
4
0
C
1
8
H
3
4
0
3
C
1
8
H
3
6
0
2
C
1 8
C
1 8
2
H380 2
H
3 9
Name andSystem Nos.
NO
C20H30O2
H
e
P
T
A
D
E
C
Y
1
alcohol
1663, 1668, 1670 Bis(a-methylbenzyl)ethylenediamine 511 Oleic acid 1672 Ricinoleic acid 1672 Stearic acid 1671, 1673 1,1- B i s ( 2 - ethylhexyloxy) ethane 512 2-[Bis( 2- ethylhexyl)amino] ethanol 513
Abietic 1674
acid
Formula 0
c
2oH
C
20 36°4
C
20 40°3
3 6
4
H
H
C20H42O C
2 0
H
4 2 °
C20H43N
C
C
21 38°3 H
24
H
38°4
^24 52^4^^ Η
C
31 58°6 H
IN
CHEMISTRY
SERIES
Name andSystem Nos. Bis(2-ethylhexyl)fumarate 514 Bis(2-ethylhexyl)maleate 515 2-Ethylhexyl 3-(2-ethylhexyloxy)butyrate 516 Decyl ether (isomers) 517 Eicosanol (isomers) 518 Didecylamine (isomers) 519 Allyl 9,10-epoxystearate 520 Dioctyl phthalate 1664 Tetra(2-ethylbutoxy)silane 521 Tri( 2-ethylhexyl)-1,2,4butanetricarboxylate 522
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94
ADVANCES IN CHEMISTRY SERIES
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