Table of Azeotropes and Nonaieotropes L. H. HORSLEY, The Dow Chemical ConLpurby, Midland, Mich.
T
HIS table of azeotropes and nonazeotropes is a supplement to the table previously published in AN.4LYTICAL CHEMISTRY
(63). I t is arranged in a table of binary system&and a table of ternary systems. Individual systems are arranged according to empirical formula. T h e systems containing inorganic constituents are listed first, using alphabetical order by formula, and then organic ~omnoiindsin the ChPrnirnl A hstmrfn formula index system.
For a given binary system the component with the lower order formula is chosen as the A-component and is shown in bold-faced type. Under each A-component, the B-components are also arranged by formula, A similar arrangement i p used for the ternary systems. -4formula index is included a t the end of the table and lists under each compound all the systems in whirh that compound IS one of the romponents.
Table I. Binary Systems B-Component \
Forniilla
8,
Hydrobromic Acid Hydrogen sulfide Hydrogen sulfide Sulfiir dioxide
- 67 - 70/480 - 86 - to
A = 1
BrpSn CIHI?(1.
Tin Bromide Ethyl ma1on;ite
202 i98 H
A =
CFnO CFIO
Carbonyl Fluoride Trifluorornethyl hq ooflrrorirr
co;
Carbon Dioxide Nitrous oxide Sulfur trioxide Carbon disulfide Chlorof orni ~i-Nitrophenol
1 >
3
,
A =
NzO 038 3 '4
,n A = :I 12 A =
:3 i4 A =
cs2
CHCla CaHsNOi Clz S2C1% Hz0
Chlorine Sulfur ctiluridt
C1H
Hydrochloric Acid Sulfur dioxide Acetone
- 94.2
-
02s
CaHsO
- 65 - 10
113.85 116.45 115.5
A = 2R
cu
Copper Lead
A =
FH
Hydrofluoric Acid Dichlorodifluoroniethane Chlorodifiuoromethane E t h y l ether
A = 22
23 14
26 37 28 A -
Pb
CCIzFz CHClFi CiHioO
19
HzS
A = 30 31
Hz0
32 33 34 75 .3 6 37 38 19
,
HI
HzS 02s CHS CHzC1: CHzO CzHCla CzHdClz CzHdClzI 1 CzHaBr CzHsC10
C I H ~ C2He CiHaClO Under unspecified pressure Vohime per cent. 40 41
42
-
94
97.0
6Y
10
94
94 94 94 94
Sonazeotrope
94
Nonazeotrope
94
Nonszaotrope a t 3.5
144 9L
220
Tin Chloride Epichlorohydriri Pyridine Ethyl biit?rate
21
Keactr
83.7 97 60.4 63.3
Id, 1 b i
Nonazeotrove
200-220
ClrSn CaHaClo CaHsN CeHiz01
iY
Q4
9L, 144
56.2
56.5 (01 37.4
L8
Refermcr
144
Nonazeotrope
138 100
Silicon Chloride Sitromethane 1.1-Dichloroethane 1.2-Dichloroethane Propionitrile 2-Methylpentane 3-Methylpentane
20
70/420 Nonazeotrope 60. .j
79.1 89.8
ClaSi CHsNO: CzHaCli CzHaClx CaHsS C ~ H I ~ CsH1r
A !6 17
-
.lzeotrupiL L)d.ra Weight ?4. \
-- 3 3 . 5
Antlmony Chloride .Aromatics
ClaSb
C
B P.,
47 46.2 61.2 214
\i.at,=,
15
'
s P., c.
HBr HzS HzS Ozf
A =
a
-
UamP
53.8 52.7
!2i 188 188
94
63 5
Azeotrope 55.6 Y2 Nonazeotrope Nonazeotrope
188 128
Reaota Reacts Reacts
94 34 94
?IQ.9
167
2310 1.525
44
L9.4
200 34.8
- 34 - 63.5
Hydriodic Acid Hydrogen sulfide Water ' Hydrogen sulfide Sulfur dioxide Hydrocyanic acid Dichloromethane Formaldehyde 'Trichloroethylene 1.2-Dichloroethane Bis(chloromethy1) ether Bromoethane 2-Chloroethanol
74
8s 1-2.2 40
d
8
er
Nonazeotroue a t -60
94,144
L 00 -63.5 - 10 26 41.5 21 58.2-86 0
-
84 106 38.4 128.7
Iodoethane Ethane Chloroacetone
-
70 Y3 121
831
Nonazeotropp Nonazeotrope Vapor pressure curve 38.1 1.5 Nonazeotrope 73.6 5.4 72 19.5 Azeotrope 37 1.3b 97.8 57.7 66
3-4
h
94 04 94
4
94,117 56, 183 2 , EO 110
94,107
5,
is,83, 84 94,116
94
Minimum H.P
IIfJ
832
ANALYTICAL CHEMISTRY Table I . KO.
A 43 44 45 46 47 48 49
50 51 52 53 R4
Water ( C o d . ) a-Chloropropionaldehyde Epichlorohydrin 1,2-Dichloropropane Methoxyacetaldehyde Trioxane Propylene chlorohydrin Allylamine
.\zeotropic Data Keight % A
w., c.
B.P..
100 86 117 97 92.3/770 114.5 127.4 52.9
80.5-81 88 25 78 12 88.8/770 20 91.4 30 95.4 45.8 Nonazeotrope
0
O
C.
56
2-Xlethoxyethanol 1,2-Diaminopropane 1-Butyn-3-one Pyrrole Biacetyl 1-Chloro-2-methyl-1-propene 4-Chloromethyl-1,3-dioxolane
57 58 59 60 61 62 63 64 65 66 67 68 A9
1.3-Dichloro-2-methyl-2-propanol 1,3-Dioxane Methyl lactate l-Chloro-2-methyl-2-propanol 1-lodo-2-methylpropane Jlethylallylamine RIeso-2,3-butanediol l-2,3-Butanediol Acetaldehyde dimethyl acetal 1,2-Dimethoxyethane Ethoxymethoxymethane 1-Methoxy-2-propanol Diethylamine
174 104-105 143.8 126 7 122.5 78.7 183-184
70 71 72 73 74 75 76 77 78 79
Furfurylamine Allyl acetate Methyl methacrylate Methyl methacrylate 2,4-Pentanedione 2-Methyltetrahydrofuran Tetrahydropyran 4,5-Dimethyl-l,3-dioxolane 3-Ethoxy-l,2-epoxypropane Xlethyl p-methoxypropionate
144 105 99.5 99.5 138 77
80 81 82 83 84 85 86 87 88 89
1-Chloropentane 1,2-Dimethoxypropane 1,1,2-Trimethoxyethane Kitrobenzene 3-Picoline 4-Picoline Vinyl crotonate 4-Methyl-1,3-pentadiene 1-Hexen-%one Crotonyl acetate
108.35 92-93 126-127.5 210.85 144 145.3 132.7/757
90 91 92 93 94 95 96 97 98 99
Diallylamine Butyl vinyl ether Butyl vinyl ether 2.2-Dimethyltetrahydrofuran 3-Hexanone 2-Methyl-2-pentene-4-01 2-Butoxyethanol 1,2-Djethoxyethane Ethoxypropoxymethane Diisopropylamine
110.4 93.8 93.8 90-92 124
100 101 102 103 104 105 106 107 108 109
Triethylamine p-Chlorotoluene 2,6-Lutidine 4-Heptanone sec-Amyl aoetate Butyl propionate Enanthic acid Amyl ethyl ether E t h y l isoamyl ether Diisopropoxymethane
89.4 163.5 144 143 133.5 137 221 120 112 129
110 111 112 113 114 115 116 117
Styrene Ethylbenzene rn-Xylene Diisobutylene Dimethallylamine Allyl isoamyl ether 2,2,5,5-Tetramethyltetrahydrofuran Butyl ether
145 60.5/60 139 101-104 149.0 120 115 142.6
93 33.5/60 33 92 35.8 81 87 94.1 40.3 Minimum B.P. Minimum B.P. 92.9 28a
118 119 120 121 122 123 124
sec-Butyl ether E t h y l hexyl ether 1.1-Dipropoxyethane Bis(2-ethoxyethyl) ether Dibutylamine Naphthalene Acetaldehyde dibutyl acetal
121 143-144 147.7
Minimum B.P. 92.9 29' 94.7 36.6 98.4 78.5 Minimum B.P. 98.8 84 98.7 66.3
55
a
Binary Systems (Continued)
B-Component Name
Volume per cent.
124.5 119.7 85 129.8 87-88 68.1 66-68/40
64.3 83 65.91 118 56
124-126 84/100
129 129
171.2 123.5 113.7 83.86
218 188.8
-
Reference
108 47 66 97 152 88, 84, 26. 70 156
99.9 77.8 Nonazeotrope 74 35 93-93,5 78.5 61.9 7.5 99
26
28,84 140 6 P I , 102 19 132
98.3 64.8 86.5 99 80 93-94 34 95-96 214 78.4 4.1 Nonazeotrope Nonazeotrope 61.3 3.6 77.4 10.1 61.25 4.4 96 48.5
19 132 1311 19 947 116
IS j 1 13 14: 1 6 , 66, 9 4
i6ir 30
94 99
74 Azeotrope 49/200 11.6/200 86-92/760 Heterogeneous Minimum B.P. Minimum B.P. hlinimuni B.P. 90-91 Azeotrope
145 110 167 9L 69
14 132
4: 16 64, 110
82 32.1 66 80 68 93-94 30 94>107 8ga 6 , 28 98.6 94.1-94.3/700 61.4/700 6.28. 100 94,6-94.8/700 63,5)700 6 , 28, SS, 100 91.0/760 24.2 153 67.0 7.5 119 Minimum B.P. 110 Minimum B.P. 110 87 22-23 76.7 11.5 Nonazeotrope Minimum B.P. Minimum B.P. 94.6 40.8 98.8 79.2 89.4 25 85.90 18.4 74.1 9.2
196 196 136 69 110 1e9 86
P6,94 169 196
75 10 95 93.3-93.5/700 51.5/700 94 92.0 33.2 Minimum B.P. hlinimum B.P. Azeotrope 79-80 12
9 4 , 161 I8 6 , 88, 100 110,111 134
110 94 110 110 94,160 106 11,106
04# 107,182 194 196 110 69 110, 111, 112, 118,168 110 111 7
26 71 107 7, I S 8
V O L U M E 21, NO, 7, J U L Y 1 9 4 9
a33 Table I.
Binary Systems (Continued)
B-Component Name
NO.
A = 125 126 127
Water (Contd.) Acetaldehyde diisobutyl acetal Acetaldehyde diamyl acetal Acetaldehyde diisoamyl acetal
A = 128
Ammonia Methyl ether
A = 129 130
Sulfur Dioxide Butane 2-1Iethylpropane
A = 131
Cyanogen Chloride Hydrocyanic acid
A = 132 133 134 135 136 137 138 139 140 141
Trichloronitrometbane 3-Iodopropene 1.3-Dichloropropane 1-Chloro-2-propanol 1-Iodopropane 2-Rlethoxyethanol Dioxane Isobutyric acid 1-Iodo-2-methylpropane ser-Butyl alcohol fert-Butyl alcohol
n.P.,
0
c.
B.P.,
’ C.
Azeotropic D a t a Weight % A
100
- 23 - 10 - 0.6 -12.4
52.5 85.5 78.8
r
-
37
42.5
68
-
18 24
63.3
60, 104
..
26
TTonazeotrope Sonazeotrope Nonazeotrope
