TABLE OF AZEOTROPES AND NONAZEOTROPES - Analytical

Azeotropic Series and Calculation of Azeotrope-forming Range. Toshio Yoshimoto , Yo-ichiro Mashiko. Bulletin of the Chemical Society of Japan 1957...
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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