VAPOR-LIQUID EQUILIBRIUM DATA COLLECTIONdechema.de/dechema_media/CDS01Pt03plus4.pdf · Vapor-Liquid...

J. Gmehling

U. Onken

W. Arlt

VAPOR-LIQUID EQUILIBRIUM

DATA COLLECTION

Aldehydes and Ketones

Et hers

Chemistry Data Series

Vol. I, Parts 3 + 4

Published by DECHEMA

Deutsche Gesellschaft fur Chemisches Apparatewesen

Editors: Dieter Behrens, Reiner Eckermann

Vapor-Liquid Equilibrium

Data Collection

3+ 4


Ethers

Tables and diagrams of data for binary and

multicomponent mixtures up to moderate pressures.

Constants of correlation equations for computer use.

J. Gmehling, U. Onken, W. Arlt

Lehrstuhl Technische Chemie B (Prof. Dr. U. Onken)

Universitat Dortmund

© 1979 DECHEMA Deutsche Gesellschaft fur Chemisches Apparatewesen 6000 Frankfurt/Main, Federal Republic of Germany

ISBN 3-921 567-14-9

All rights reserved

No part of this work may be reproduced or used in any form or by any means - graphic, electronic, or mechanical, including p hotocopying, recording, or taping, or information storage and retrieval systems - without written permission of the publishers.

Printed by Schon & Wetzel GmbH, Frankfurt/Main, F. R. Germany

3


Systems with:

Aldehydes:

Acetaldehyde Acrolein Propionic Aldehyde Croton aldehyde

Ketones:

Acetone Methyl Vinyl Ketone 2,3-Butanedione 2-Butanone N-Methylpyrrolidone Methyl Isopropyl Ketone 2-Pentanone

4

Ethers

Butyraldehyde lsobutyraldehyde Furfural Benzaldehyde

3-Pentanone Cyclohexanone 3-Hexanone 4-Methyl-2-pentanone 1-Methyl-2-cyclohexanone 2-Heptanone 4-Heptanone ·

Systems with:

Propylene Oxide 1 ,3,5-Trioxane Dimethoxymethane Bis(2-Chloroethyl) Ether Tetrahydrofuran 1 ,4-Dioxane Morpholine Diethyl Ether

Di methoxyethane Ethyl Propyl Ether Methyl Butyl Ether Diisopropyl Ether Dipropyl Ether Ethyl Butyl Ether Dibutyl Ether Diethylene Glycol Butyl Ether

VI

SUBJECTS OF VOLUME I

The table lists the parts of Volume I already pubtished or being in preparation.

Subtitle Vol. I, Part

Aqueous-Organic Systems 1 published Supplement 1 1a in prep.

Organic Hydroxy Compounds Alcohols 2a published Alcohols and Phenols 2b published Supplement 1 2c ·in prep.

Aldehydes, Ketones, Ethers 3/4 published

Esters and Carboxylic Acids 5 in prep.

Aliphatic Hydrocarbons 6a in prep. 6b in prep.

Aromatic Hydrocarbons 7 ·in prep.

Halogen, Nitrogen, Sulfur and other Compounds

I 8 in prep.

VII

AUTHORS' PREFACE

With this, parts 3 + 4 of our Vapor-Liquid Equilibirium Data Collection we have extended the data sheets by adding recommended parameters for those systems for which at least two data sets exist fulfilling both the point and the integral consistency test according to our standardized procedure. With these optimized parameters for the Wilson, the NRTL, and the UNIQUAC equation, it is possible to perform VLE calculations for ranges of temperature and pressure. We have thus taken up a suggestion of many users of our collection. Again we should like to point out, that parameters should be used with judgement. This applies to the recommended values of VLE parameters, too, especially when calculations are to be performed for temperatures beyond the range in which the parameters have been evaluated. Recommended values for the systems of parts 1, 2a and 2b will be given in the first supplement.

Concerning constants of the van Laar equation, these will not be listed in the tables if unreasonable values result from the optimization procedure, e.g. different signs of the two constants, as occasionally happens.

We should like to express our thanks to Dr. M. Schonberg (Hoechst AG, Frankfurt/M) for supplying vapor pressure data from his collection, and again to Dr. H. Stage (Koln-Niehl) for making available to us VLE data which were hard to obtain otherwise. Special thanks are due to Dipi.-Phys. H. Preusch (computer center of the University of Dortmund) for giving constant help so readily. On this occasion we should also like to acknowledge with gratitude the efforts of the editors, expecially of Dr. R. Eckermann. From our team the following members were engaged in the preparation of this part: Mrs. L. Kunzner, Mrs. U. Arlt, Miss B. Gabor, Dipl.-lng. P. Grenzheuser, Miss G. Henn·ig, Dipl.-lng. B. Kolbe.

Dortmund, February 1979

Ulfert On ken Jurgen Gmehling Wolfgang Arlt

University of Dortmund

VI I I

PREFACE O F EDITORS

Subjects of this series are the physical and thermodynamic property data of chemical compounds and mixtures essentially for the fluid state covering PVT data, heat capacity, enthalpy, and entropy data, phase equilibrium data, transport and interfacial tension data.

The main purpose is to prov·ide chemists and engineers with data for process design and development. For computer based calculations in process design appropriate correlation methods and accurate data must be used. These are only in some cases available in the open literature. For that reason the most urgent requirement regarding the publication of data is to offer classified and critically evaluated data, thus giving an impression which of them are reliable or not. This will be the goal of the series.

DECHEMA gives the opportun·ity to authors especially from universities to publish not only their theoretical results, but also their measured or compiled data, most often a large amount, that would otherwise never have been published.

The work of Dr. Gmehling, Prof. Onken and Dipi.-Chem. Arlt on vapor-liquid equilibnia which was supported by the Federal Ministry of Research and Technology and DECHEMA has been very fruitful; in particular, it led to an extension of the UNIFAC method. The authors have pr..:;duced what is probably the largest collection of vapor-liquid equil.ibrium data that is today available with evaluation programs and experimental data.

We present the evaluation of this material in several parts of the first volume of the series. We hope that this gives particularly the users an instrument that will allow them to solve their problems considerably more easily and quickly than before.

Frankfurt/Main, February 1979 Dieter Behrens Reiner Eckermann

CONTENTS

Vol. I, Parts 3 + 4

IX

Subjects of Volume I . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . VI

Authors' Preface . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . VII

Preface of Editors . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . VIII

Contents Volume I, Parts 3 + 4 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . IX

Contents Volume I, Part 1 . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . XI

Contents Volume I, Part 2a . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . XII

Contents Volume I, Part 2b . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . XIII

Guide to Tables . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . XV

List of Symbols . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . XXV

Re.ferences . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . XXVII

Data Tables

Part 3: Aldehydes ............................................... .

Binary Systems . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1

Acetaldehyde . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 1

Acrolein . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 10

Popionic Aldehyde . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 14

Crotonaldehyde . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 20

Butyraldehyde . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 31

lsobutyraldehyde . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 34

Furfural . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 35

Benzaldehyde

Ternary Systems ......................................... .

Propionic Aldehyde ................................... .

Furfural ............................................. .

Ketones ............................................... .

Binary Systems ......................................... .

Acetone ............................................. .

Methyl Vinyl Ketone ................................... .

2,3-Butanedione

62

64

64

65

73

75

75

253

255

2-Butanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 258

N-Methylpyrrolidon . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 318

Methyl Isopropyl Ketone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 319

X

2-Pentanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 322

3-Pentanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 324

Cyclohexanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 337

3-Hexanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 340

4-Methyl-2-pentanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 343

1-Methyl-2-cyclohexanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 357

2-Heptanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 358

4-Heptanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 359

Ternary Systems . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 361

Acetone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 361

2-Butanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 397

4-Methyl-2-pentanone . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 409

Part 4: Ethers . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 413

Binary Systems . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 413

Propylene Oxide . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 413

1 ,3,5-Trioxane 414

Dimethoxymethane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 416

Bis(2-chloroethyl) Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 427

Tetrahydrofuran . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 429

1 ,4-Dioxane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 438

Morpholine . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 482

Diethyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 483

1, 1-Di methoxyethane 521

1 ,2-Dimethoxyethane . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 522

Ethyl Propyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 523

Methyl Butyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 527

Diisopropyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 529

Dipropyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 564

Ethyl Butyl Ether. . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 586

Dibutyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 590

Diethylene Glycol Butyl Ether . . . . . . . . . . . . . . . . . . . . . . . . . . . . 593

Appendix A: Pure Component Parameters . . . . . . . . . . . . . . . ......... . ·, 597

Appendix B: Dimerization Constants of Carboxylic Acids . . . . . . . . . . . . . . 602

Formula Index of Systems . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 605

Alphabetical Index of Systems . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . . 615

Aldehydes

605

Formula Index of Systems

1ST COflPONFNT

C21140

C3� 40

C3H60

R�RECOMMENDED VALUES

21W (.(:1-\PC�ENT 3RD COU•Ot.ENT

4TH CCf'PONENT

ACETALC ff HC

C 2�4C EThYLU E rnor

C4t-J4CZ ACETIC ACID

C2H407 MEniYL FOfdATE

PROPY L[l,l OX I DE

C4H6Gc

Col\6 BENZEIH

C7h8 TOLUENE

ACROLEH:

C3H3 fl ACRYLOfliTRILf

C3Ht 0 ACETOfJ[

PROPID�IC ALDEHYGE

C3H6C L2 1, 2•0 I CH LOROPROPANE

C3�60 ICE TONE

C3H60 PROPYLENE OXIDE

C3H 60 PROPYlEiiE (;XIOE

C4H80 2•BUTANONE

PAGE

,_ 2

4

5-

7

9

,._ 12

13

1 4 - 15

16

64

1 7

1 8

C6H12 CYCLDHEXA�E 19 ========================================================================================================·

C4H60 CROTJNAll'EPYDE

C2,l40� ACETIC ACID z•- 23

C31i60 AC ETON I' 24- 26

VINYL ACETAT<

=============================9============================================================================

C 411 f.O

C4HO ISOBJTY�All·EHYOE

TOLUEf. E 33

C4P 80 ISOBUTYRALUlhYDE

C7 P2 TOLUEN� 34

CC L4 TETRr.CiilfROf �THANE 35

HNZF.NE 65

C h C L3 CH LORO�Of-1 36

TRICHlflRCLT�Yl��E 37

1 =BUT [ NF 38- 39

606

Formula Index of Systems Aldehydes

2No c0!1PONeNT 3r0 COf,PONENT . 4Tfl COMPONENT

PAGE

===============================================·==========================================================

C5H40;'

C7�60

FURFURAL

C 4H 1� 41

C �H 60 2•METHYLFuPAN 42

BENZENE 43- 44

C6H12 CYCLOHEXANE 66

C7H16 2, 4 •D !MET HY LPE NTANE 67 -o--Q-�---••••••••eQGoo-••--•---•�••••••••••••••--••••••--••••••••--•--•••••••--••--••-- •

Ctli 12 CYCLOHEXAI<E 45

C6f!1 202 BUTYL ACUIH 46

TOLUENE 47- 48

C7H14 METHYLCYCLOHEXANE 68- 69

C7�16 HEPTANE 7e - 71

CBH18 2, 2, 4 •T RI ME THY LPENTANE 72

C?� 14 •oTHYLCYCLuHEXANE 49

C71!1f HEPTA.NF. 5f

ETHYLBEfjZ(f,E 51

C8H10 P •XYLENE 52

C8H1602 OCTANOIC ACID �==��oo�,_�=��=�=��a=ac�=��ao�=a==�cG=-==�oa�=��••••------------------------

CrH1R 2,�,4·T�JPETHYLPENTANE �5 .

C9H1802 �ETHYL O CTANOATE 56- 57

C1�H2·J02 DECANOIC ACID 5 8

CHtt22 DE CANE 59

C11P2202 METHYL CEC•NOATE 6f- 61

BENZALDE�Yr>E

TOLUEiiE 62

BENZYL A CE Tt.H 63

Ketones

607


3PO COt·tPO�tENT

4Th COf';f()�f.NT

PAGE

=========================================================================== ========= === ==================

C3h 60 ACETONE

CCL�C DEU1ERfCt.l�ROF0FM

C CL I.

ChCL?- CHLORJfr,�t

CS2

C2CL4

C3H802

C�H12G

C6H14

C6H14

C7H8

C H3I MfTHYL IC.D!De CS2

C$2 C'RBON CISULFIDE

CIS•1,2•CIChLORDETHYLErE

TRA•1,�•DICHLO�OFTHYLENE

BENZENE

CARBON DISULFIDE

TETRACHLOROETHYLENE

DIHETHOXY METHANE

4•METHYL•2•PENTANONE

2,3-DIMETHY LBUTANE

HEX AN E

TOLUENE

CARBON DISULFIDE

7 5 • 79 19

81• 86 86

361•362

87•128 127•128 R

365•366

367•368

369•3 7 1

3 7 1

372•379

38e•381

382

129•139 139

141

141 ----------------�-�----�-----�-----------------------------------------------------------C2H3CL3 1,1,2•Tk!CHLOROETHANE 142

C2H3N ACETON ITHI LE

C2H4CLZ 1, 2•0! ChLDf C EHA.NE

C2H402

C?H5I ETHYL l(.Oir.E

C2H60S u!METHYLSULFOXICE

C3H60 PROPYlftt( LXIDE

C 3H 602 ETHYL FOP;ATE

C3 �602 METHYL ACETATE

C? H7NG N, N •ll t' E TH Y L F 0 R M AM I 0 E

DlMETHOXY�[THANf

C4Hc0� VINYL ACETATE

C4H603 �CETIC ANHYDRIDE

2-sur A �H;t. c.

ETHYl ACtTi·.TE

C6H 6

C3H60�

C4H80

C4H80�

C4H8C2

C6H12

BENZENE

ETHY L FORMATE

2•BUTANONE

ETHYL ACETATE

ETHYL ACETATE

CYC LOHEXANE

1 43

1 4 4 •1 46

383•385

153

1 5 4

15 5 •1 57

158

1 5 9•163

386

387

388

1 6 4

165

166•17e 171

171 •112

173•17 5

389

116

608


2f.ID ((;i\PONENT

C3H( 0 ACt TOt; r:

c 4L1..:o DilTHYl [11.(p

c: 1151<

I SOPR U:t

c: tl1 ('

C�t-:1�02 PROPYL ACfTATf

C�H12

CS H12 PENT�NE

CH LOROGEIIZENE

Clf.6 6ENZENr

C6H12 CYCLOHEXhl E

C6f! 12 l•HEXEH

C6H1:oz BUTYL ACETATE

C6f14 2,3•DIM[THYLBUTA�E

3r.D COtiPONE.NT

4TI' conn�ENT

C5h12 2•HETHYLBUTANE

CbH6 BENZENE

C6f:12 CYCLOHEXANE

Ketones

PAGE

177•18t

181

182

392

183

184

185

186

187•191 191

192•193

393•394

395•396

211-217 7.17

218

21 9

22t -2?1 -------------------OOOOO�O�OOOOOOOO�OOOCGOOOO�oOOO----------------·-----------------------

C7H8

C7"16

CfJH20SI

C14h3>

C4�60

C4H6C L2

c 4� to:

OH 402

c 7f s

C.7L1/,

HEX AN E

TOLUENr

HEPTAN[

TETRAETHYLSILANE

DE CANE

DODECAf!E

TETRADECAH

METHYL VINYl KETON'

2•CHL0Rl·""'1 ,3-BlJTAOIEtoE

1,3•DICHLr�0-2·5UTENE

Ar:ETIC ACID

TOLUt:llC

METHYLCYCLDH�XANE

222-231 231

2H•238 2�8

239•243 243

244-24 5

246 -248 248

249·25 t

2 51•7.52

2 5 3

254

2 5 5

25 6

2 5 7

Ketones

1ST CC:IlPONt:NT

c4>•8r

21:L C(WPON.:NT

CCL4

C HC L3

C�2CL�

C2HCL3

C2112CL2

C3t-.CC2

C3H60C

C 3 h ?C L

C 4H 30?

C 5H 60

2•BUTAtGt:L

CPLORD FORI'

TRICHLDRO(T�YLENE

C I 5•1, Z -f l CHLOROET H Yl ENE

TRA•1,:•DICHLOROETHYLE�E

ACETIC ACID

PROPYLfto[ r.n DE

PROPIOI:IC ACID

1•CHLOFOFEC'PANE

BUTYRIC f.CIC'

ETHYL ACETATE

2•MFTH YLFUPAN

609


3�L CDnOIJENT 4Th COf'PDNENT

C2HCL3 T RICH LOROET HYLENE

Cth12 CYCLOHEXANE

PAGf

258•2 5 9

399-4U

-----------------------------------�- ----------Ct.H6 BENZfH

261

262•264

265

26 6

2 6 7 •269

27.

271

272•273

274•27 5

276•277

278

279

C51'11l 2-METHYL-<-rUTENE 28. -�---«·------------�-�----------�--------------------------------------------------------C�H100

C5111;:

c oH6

C Mi 12

c 71i2

C7H16

2•METHYLELTANE

CHlOROBc:tJZF.N!;;

BENZENE"

CYCLOH<XAIJE

1•1HKU1l

HEPTAI'E

fTHYLbU;Hr.E

0 CT AN l

C6h120 4-METHYL•2•PENTANONE

CYCLOHEXANE

281

282

283

284•295 29 5

296•298 298

299

3U

3·9-312 312

313•31 6

317 = ==== ==== == == == == == = :lJt,,ilf= == :;; :::::::;:::: = ========= === ====== =====================================================

C519N[ N .. �EH: Y U'Y RfWLI DON F

318

610

Formula Index of Systems Ketones

=========================================================================================================

1ST COtHONP<!T

C5P10l

c 5t, 1 c

C SH 1 ;::'

C71:3

C7t11t

C5�1�0

C2H4('1(

C3ht.·O�

t3�602

C4t,80�

C6H12V

C OH 120

C6H14

C71'140

C7H16

:'<�ETHYL lf(•ffOPYl KETONE;

I SOPR r.r;;,::

TOLUENE

HEPTAIH'

3oPENT I.NCI' £.

ACHI C ACID

METHYL AClTAH.

PROPIO�! C I,CJO

BUTYRIC ACir'

ETHYL ACC TATE

4-MiTHYL-�-PENTANO��

HEX AN E

HEPTAH

3Rt CQI·lrONENT

4Th CUI•PONENT

P�GE

319

32t

321

321

323

324

32 5

326

327

328

329

33t

331

332

333•336 336

======== = ========================================================================================·==�====

C6HHO CYCLOHlXAI�CIIE

Ccl'12 CYCLOIIEXI.r;[·

C7Ho TOLUEt:F

C6H120

C3H�r2 PROPIOUC ACID

tiUTYRIC ,;.CID

C6H 120 4•METHYL·�·rENTANONE

CI!CL3 CHLOROFORI·I

ACnH AC 11•

ACRYLIC I.ClD

C?�e02 PROPIOiiiC hCir·

B•NZENE

Cl r:1 ;> CYCLOHL >M'L

C7h..., TOLUEoNt

C�ll12 CYCLCHEXANE

337-338

339

34t

341

342

343•34 4

345

346

347

348•35 1

4t9-41.

35 2•355 355

356

Ketones

611


=========================================================================================================

1ST ror:PON ENT 3R D COI'IFONENT

4TH CCMPONENT

PAGE

=========================================================================================================

C7t-l12t) 1-METHYL-2-CYCLOHEXANO�E

3 5 7 =========================================================================================================

C21:402 /I.CETIC ACID 358

4-HfPTP.IiGI!l

C?H(.fl2 PROPIONIC ACID 3 5 9

c L.t· 2,(J 2 BUTYRIC ACID 36.

612


T:rr ('0� PON;:NT

C3�60 PROPYL.TI.C C'X!Df

c 71' p TOLUE�T

CH2CL? DICHLCRGI CTU,Nfc

Cl ticS BENZENl

DIMETHCXY�ITHANE

C HC l3 CHLOROFnt·

CS 2 CARBJN DIICLFIDE

C2�12Cl? CIS•I,:•DICHLOTOETHYLEKE

czH;:cL;::: TRA•1,Z��ICHLOnOETHYlfN[

C4H100 Dl fTHY l ETHER

BENZEN F

8 IS (2•CIILO [.OETH Y ll ETHER

C2H4Cl2 1,2-DICHLO�O<THANE

C4H80 T ETRAH YC,�OFVR�.N

C Cl4 TETRACHL0�0METHANE

C�H�Cl2 CIS�1 ,2-DICHLOrOETHYLENE

C�HZCL2 TR A•1, 2•['-1 CH LOf OET HYll NE

DIMETHYLSULFOXIDE

C3H9RO? METHYL b0RI.TE

C4H4C FURAN

C5ho0 <��.HHYLFUI AN

C4P 80 ( 1 ,4-DIOXAI;(

c� 2 CARRO� DISLLFIDE

CZfLC l�

3�0 COr.�OtiENT 4Ttl CUlPOt<ENT

Ethers

pAGE

41 3

41 4

41 5

416-41 8 41 8

41 9-422

423

42 4

425

426

427-428

429-43e

431

432

433-434

435

436

437

446

447 �-�--��------------��------------------------------------------------------------------C 2t· 4G' ACETIC AC!r. 448

DIMETHYLSULFOXIDE 449-45f

C3117N('I N,N•Dl�CT�YlFOPMAMl�E 451-454

eTHYL ACrTAE 455-456

C4H 11 14 DltTHYLM !I [ 457

C�H1l- 1•PE�Tfl'l 458

8 E"lZE t1 l 459-467

Ethers

1ST fOHfON�"T (f.[l CC·�'P0NENT

C4Hf·O'- 1 ,4�1! XAtT

CYCL)H0.\1.[

Cttl1:' 1 =HEX c r;r

C 6r 14 HEX AN l

cnr TOLUENE'

C7h1i. H EPHI. [

CU'1t 1 �0CTEtl

OCTAH

NONAN E

C4H o�o MORPHOLI�l

CEH 10 ETHYLBU�Z.tll

C4H 100 D I ETHYL [TJ,l:R

c tl c l3

CH3 I

CH3N02 NITROMfH/.11[

CS 2 CARBON OISlilFIDE

C2HOPCLF3 HALOTHANE

C2tl3N ACETONITRILE

r ?H4o 2 ACETIC ACIO

C2t<SCL EThYL CHLDIIilE

c 41' 6 BUT AD I Ua.

ETHYL ACEHH

C6F6

BENZENE

C4H100; 1,1 oO I t1 En:r·X YF.:TH AN E.

,.,::HiYl ACETP.TE

C4H1�0Z· 1,2•0If1f'T�fXYET�ANE

c Hcoz

C �H 120 ETHYL I'FOI YL ETHER

C1ilOR�FDU•

"'�THYL Bl TYL FT HER

FORMIC .� C !ll

ACfTIC IC!!

613


3k! C('t:I•QNEtiT 4Th COI'POt:ENT

PAGE

468

469-4H

471•472

473•477

478

479

48t

481

482

483•491 491

492

493

494

495

496-498 498

499

5t 3-5t9 5t9

51t

511-513

514•515

516-52t

521

5 22

523•5?6 526 R

527

528

614


2.t.r COI·d'ONtNT

C6�140 OIISOr�UIYl ST�ER

C CL4 T ET RA C /lf.l.f./ao T HAt;E

C HC L3 CHLOF,JFOFI'

CM 20Z. FORMIC AC!(J

CIS-1 ,;:cooClCiilOFOETHYLEf�E

TRA-1,2�0ICHLOKOETHYLENE

ACETIC AC!D

ACETIC AtJ/:YDR !DE

CoF6 H�XAFlUOfDlENZE�E

dENZENE

Ctll12 CYCLJIIHANF

TOLUEN�

C 7h 1f HEPT�t:C

CPH1e

C6H140 O!PROF·YL ETI!i:F

C IIC L3 CHLOF;OFCR/1

CH202 FORMIC I.Cll'

C �li CL3 TRICHLOGCETrYLENE

c 2ti40 2 ACETIC ACID

C{H(, 8ENZENE

c 71•8 TOLU[N [

c 7h, 6 HEPTANE

CRH10

C8H1F. OCT ANE

C'.11:2V NONANE

ETHYL BUTYL �THER

FORMIC AC!D

ACETIC AClr

C8H1�r DI8Ur'YL li"Ht:R

C liC L3 CHLORCFOF,I�

c 71· 1f HEPTA/ol

OIETHYlrH CLYC0l BUTYL ETHER

C1Hf

DUD EC I; t!f

�FC CC/.POH�T 4 H. CO�POHtH

Ethers

PAGF

529•533 533

534-539 539

54e•541

542

543

544-545

546

547

548•549

559-554 554

555

556•558

561•563

564•569 569

571

572

573•576

577•579

581•583

584

585

588

58�

598•591

592

593

594

Aldehydes

615

Alphabetical Index of Systems

R�RECOMMENDED VALUES

============================================================7============================================ '3RI• CO�PONENT 4TP CO MP ON EN T

PAGE

=====================================�===================================�===============================

ACETALDEHYOf

ACROLol t;

BEIIZALDEHYOE

BUTYRAL DE HYD E

CROTONALDEHYDE

FURFUrAL

c 21' 40

ACETIC AC!D CZh402

StNZENE C61!6

ETHYLEN[ LXIDE C2 H40

METHYL FDf.'HfTf

P�OPYLENE Ol !D[ C3 H(..O

T O LU E NE C7P8

VINYL ACETATE C4PG02

C3H 40

ACETONE C3�t0

ACPYLONI T1< !LE

C7H60

BENlYL ACETATE C9P.10C2

TOLUENE en a

C4HRD

C4h80

TOLUENE C7H8

C4f'60

ACETIC ACID cz1.4o2

ACETONE C3H60

VINYL ACETATE C 4P60 2

CSH4D2

Bt:NlENE C6H C

1-BUTtNC: C4H8

Z •BUTENE { CI S) c 4� 3

BUTYL ACETAH c 6ti 1202

CHLDROFOR!: C hC L3 •

CcH1<.

DE CANE

D ECANOIC i.Cii"l

CYCLOHEXANE C6H 1Z

2,4•DI�ETHYLPENTANE C7H16

,_

4

s- 6

9

7

13

, •• 1 2

63

62

31- 32

33

ze- 23

Z 4• Z6

Z7• 3f 3t

43- 44

66

67

38- 39

4t

46

36

45

59

58 =��=�o��ooo��oooo�oc�o�o� ococcoo••-••-•-•-•-••••••••••••••--••••••--••••••••••

�THYL!HNZnH ClH10 51

HtPTA.Nt C7h 16 se

616


1ST C0�1PON ENT 2ND COMPOtd:NT

FURFUPAL C5H40;'

�ETH YLCYCLO�E)ANE C71:14

METHYL DECANOAT� C11H2202

2-MtTtlY LFURAlo t Sh 60

METHYL JCTANOAT� C911180<

c-METHYLPROPM'E

OCTANOIC ACID C8H1602

TETRACHLOhOrET�ANE CCL4

TOLUENE C7H8

TRICHLORO[T�YLENE C2HCL3

2,7.,�-TRIMETHYLPENTANE C8H18

P-XYLENE C8HH

C4HO

TOLUENE C7Ho

PRDPIO�IC ALDEHYDE C3 H60

ACETONE C31160

2-BUTANONE C4HP O

CYCLOHEXAtH: C61112

1,��DICHLO�OPROPA/.( C3ti6C l�

PROPYLHJE onDE CH60

3 RD COMPONENT

4TH COMPONENT

BENZENE

HEPTANE

Aldehydes

PAGE

49

6t• 61

42

56• 57

41

53- 54

35

C6H6 65

47• 48

C7H16 O�PQGC�------�---------------------

METHYLCYCLOHEXANE C7H14 68• 69

2, 2 ,4•TR !MET HY LPENTANE C8H18 7 2

3 7

55

52

3 4

16

PROPYLENE OXIDE C3H60 6 4

18

19

1 4• 15

17

Ketones

ACETONI. C3HI 0

ACETIC ACID

ACETIC ANI•YDR!��

ACETUNITUL( C2f: 3N

BENZfNE C6H6

2•BUTANONE C 4H 80

BUTY L ACEHH C6f:120i.

CARBON DI5ULFIOE CS(

CHLOROBENH�l C6H�CL

CH LOROFOR'' CHr L3

CYCLOHEXA"[ C6H12

DECANE C10H22

DEUTEQOCHLO�OFrRM CC L3fl

C 2 H 4 C L2

C J�o1, ( .,.U I CH LOROETH'1 LE tJE C2h �t L2

TRA�1,�-DICHLOROfTHYlEtlE C'.H'-C Li

JIETHYL ETHU< C4H100

DIME T HO>: Y!'l Tit M�': C3h(;02

2,3=D I MET�YL6UTA�l C6H.14

t1, li-0 I METHYl FGFYM; I OE C? H ?NO

D �� TH YL SII LH•X I 0( C�t160$

JOOECANE C12�t�6

tTHYL ACETATE C4HC07

ETHYL FORI·1ATE. C3f!602

617


3RO COMPONENT 4T H COMPONENT

CY C LOHE X ANE

CYCLOHEXANE

ETHYL ACETATE

BENZENE

CARBON DISULFIDE

CIMETHOXYMETHANE

2,3•0IMETHYLBUTANE

HEX ANE

4�METHYL•2-PENTANONE

TETRA CHLOROETHYLENE

TOLUENE

BENZ EN E

C6H12

C6H12

C 4H 802

C6H6

CS2

C3H 802

C6H1 4

C6H1 4

C6H120

C2Cl4

C7H8

C6H6

PAGE

147•152

143

395•396

173•175

391•391

389

2 1 9

129-139 139

192•193

393-394

87•128 127•128 R

363-364

367•368

371

372•379

369-371

365•366

381•381

2U•217 217

2 46-248 2 48

75• 79 79

383 •3 R5

14e

141

177•18e

165

zze-221

164

154

249•251

176

158

618


lND C0!11PCi�t::tiT 3RO COMPONENT

4TH COMPONENT

Ketones

PAGE

===================================== ========================================================;===========

AUTO hE

2,3-�l TA�EDJONE

2-BUTANONI=

HEPTANE

HEXANE

ISOPRENE

METHYL HU�Tl

2-�ETHYLBUTAr-.E

METHYL IOUIOE

PENTANE

PROPYL ACETATE

PROPYLENE OXIrE

PYRIOINE

T ET R ACHLO HOt! ETHANE

TETRAETHYLSILAI'E

TOLUENE

VINYl ACET�TE

ACF.T!C ACID

TOLUEN E

ACETIC ACID

81: NZ EN f.

BUTYRIC Ar.l£"

CH LORD BEN ZL t;(

C3H 60

C2h51

C71116

C6H14

C61112

C3 H602

CSH12

CH31

CS H12

C5H1002

C3H 60

CSH�N

CCL4

C 14H30

ceHzesi

C2113C L�

C4H 60�

C4H6C2

C2H402

C7H14

• C71!8

C4H80

C<.ll402

C6t16

CbH5Cl

2•METHYLBUTANE C5H12

2•BUTANONE C4H80

ETHYL ACETATE C4H802

ETHYL FORHATE C3H602

CARBON OISULFIOE CS2

BENZENE C6H6

CYCLOHEXANE C6H12

153

239•243 243

22 2-231 231

218

182

392

159•163

387

388

386

186

382

187•191 191

185

155•157

181

8t- 86 �6

36 1•362

251•252

232•238 238

142

166·17 · 17t

255

257

256

267•269

284•295 295

4t5•4t8

28�

Ketones

619


===========================================·===========================================================�==

1ST COf1PONENT 2ND COMPONEilT 3Ro COMPONENT 4Th COMPONENT

PAGE

====================================================f ====================================================

2•BUTANCN E

CYC LOhEl<' ANON t

4•k <PTM:ON€

CHLOROFORf·,

1-CHLOROPROPAH

CYCLOHEXANE

CIS01,2oDICHlOROETHYLENE

T�A-1,2•DICHLOROfTHYLENE

DI CHLOROMETHANE

ETHYL ACfTATF

ETHYLBENHt.F

HEP TA NE

HEX AN E

1•HEXENE

METHYL ACETATE

2•MfTH YLBJT ANE

2•MET HY L•2 • BUT E � E

2•METHYLFURAI•

OCTAN E

3•PENTANONE

PROPIONIC ACID

C4H60

CHC L3

BENZENE

C3H7CL

C6H12

C 2H 2C L2

C2h 2C L2

CH2 C l2

C4HE02

CSHH

C7H16

C6H14

C6H12

C3tl602

C5�12

C5H10

CSH60

C6h120

C8H18

CSH ar

4•HETHYL•2•PENTANONE

C3 H 60:!

C6H6

C6H120

260

274•l75

296•298 298

265

266

261

278

313•316

3·9-312 312

299

271

282

28.

279

3 ..

317

281

272-273 -------------�------------------------------------------------------------------PROPYLENE O�IDE C3H60 27'

TETRACHLD�OHETHANE CCL4 258•259

CYCLOHEXANE C6H12 399•4 ..

TRICHLOROETHYLENE C2 H C L3 397•398

TOLUENE C7H8

TRICHLOROETHYLENE C2H C L3

C6k1�0

CYCLOHEXAI•E CG h1 2 337-338

TOLUENE 339

C7P.14L

�CETIC j:,CID c 2k 40 2 358

C7ti140

RUTYRIC �Cil- C4H02 36e

PROPICJNIC ACID 359.

620

Al phabetical Index of Systems

C 6 H 1 � 0

8 U T Y R J C i\ C I(': C 4 h 8 0 2

C 7H 1 4 0

P R O P I O N I C A C I D C 3 H � 0 2

1 -M l T H Y L �1 -C Y C L O H D A N O N E C 7 H 1 2C

A C E T I C A C I D C 2 H 4 0 2

M E T h Y L I S O P R O P Y L l t T O " E C 5 H 1 t 0

I S O P R E N E C 5 11 8

<' •M E T H Y LB J T M E CS 11 12

C 5 H H

4 •ME T I1 Y L • 2 - F f N T A N U N E C 6 H 1 2 C

A C E T I C A C I D C 2 h 40 2

A CR Y L I C A C I P C 3 H 4 0 Z

B E N Z E N E C 6 H 6

C H LO R O F O R t C H CL3

C Y C L O H E Y. A tJ E C6H12

P R O P I O N ! C P.C I D C 3 tl 6 0 2

T O L U E N E c 7 � 3

3 P. D C O M P O N E N T 4 T H C O � P O N E N T

C Y C L O H E X A N E

Ketones

C 6 H 12

P � G E

3 4 1

3 42

3 5 7

3 1 9

3 2 1

3 2 1

3 4 5

3 4 6

4 t 9 -41 t

3 4 3 •3 4 4

3 5 2-3 5 5 3 5 5 R

3 47

3 5 6 = =========== = ========== ======================= =============================================== �= = = • =======

N •h E T H Y LP Y R R O L l D O ti E C 5 H 9N D

T H I O P H E N E C 4 H 4S

M E T H Y L V I N Y L I E T O P E C 4 h 6 0

2 •C H L O R 0 •1 , 3 •L C TA O I E N E C4H � C L

1 , 3 •D I C H L O R 0 �2 �£ r T E N l C 4 H 6 C L 2

2-P UJ TA li O N E C 5 H 1 � 0

H E P T A N E C ? H 1 6

TO L U E N E C 7 h S

3 ·P E N H N Q N E C 5 H 1 0 C

A C E T I C A C ! D

ij U T Y R I C A C I D C 4 H 80 <:

E T H Y L A C [ T f,TE

H€P T UI E C 7 H 1 6

3 1 8

2 5 3

2 5 4

323

32 2

3 2 4

3 27

3 2 8

3 3 3 •3 3 6 3 3 6

Ketones

621

_Alphabetical Index of Systems

= = = = = = = = = = = = == � = = = = = = = = = = = = = = ==== = = = = = = = = == = = = = = = = = = = = == = = = = = = = = = = ========= ==================== ===== ====%

� N O C O M P O f: r:t J T

3 -P E N T A � O �l �

H E X A N t

3 -H E X A N O N E

M E T H Y L A C E T f. H

P R O P I O N I C l, ( ! r

C 5 H 1 0 C

C 7 11 1 4t•

C 6 H 1 4

C 6 1i 1 2 C•

C 3 H 6 0 2

e t H 1 < o

C 3 H 6 0 c

3 R D C O M P O N E N T 4TH C O M P O N E N T

P A G E

3 3 2

3 3 1

3 2 9

3 2 5

3 2 6

622


1 S T C O M f· O N E N T

B I S ( 2 -C H O R O E T H Y L ) [ T I E r

1 , 2 -0 I C H L O R :) E , H A.t E

O l b U T Y l E T rl E R

D I E T H Y l E N E G l Y C O L

B U T Y L E T H E R

O l l T H L E H t E R

C H L O � O F O H

H E P T A. N E

D O D E C A N E

N A P H T H A L E t: E

A C E T I C A C ) [,

A C f T O N I T R ll F

B E N Z E N E

B U T A D I E N E

C A R P O N D I � U L F i r E

C 4 � 8 C l. � G

c ;> H 4 C L <

c 8 � 1£ (

C h C L3

C 7h 1 6

C 8 H 1 H3

C 1 � H 2 6

C 1 0 H �

C 4 H 100

C L P. 3 t:

C 6H 6

C 4 H 6

C S �

3 R O C O M P G N E N T

4 T H C O M P O N E N T

Ethers

PA G E

427- 4?8

59f - 5 9 1

5 92

5 9 4

593

49 9

51 6 -5 2 t

511

49 5 ----- ----�·-��--------------------------------------- ------- ---- ---- - -- ----- - --- -

D I I S O P � O P Y L E T H > �

C H L O � O F O R I: C h C L 3

0 I C H L O R J fl E T H A lj E C P. 2 C l i.

483- 4 9 1 491

492 � -- �- ------�--- ------------ -----------------------------------------------------

E T H Y l A C f T t. T C:

E T H Y L C H L ! f l t f

H • L O T H A N E

M E H Y L I O P I D l

N l T R O H E T H A II £

A C E T I C A C I D

A c • v u c A C J r

B E N l t N f

C H L O R O F C F· t'

C Y C L O H 0 .\ 1 ' [

= T H Y l B E N Z I· I . [

F o q �.., I C &. C I r.

C 4 11 E C <

C2 � � C l

C <: H L � C L F 3

et F 6

C H 3 I

C H 3 tW C

C6 H 1 4 0

C 4 1! 6 0 3

C 3 lo 40 (.

C 6 11 1

C H C L?

C 2 t: 2C l 2

c 2 11 1 �

511 - 5 1 3

5t3-5t 9 5 t9

496- 4 9 8 4 98

514- 5 1 5

493

494

5 4 4 -5 4 5

5 4 7

546

5 5 t - 5 S 4 5 5 4 R

534-539 539

555

5 4 2

5 4 3

56 1 -5 6 3

5 4 t - 5 4 1

Ethers

623


== = = = = == = = = = = = = = = = === = = = = = = = = = = === � = = � = = = = = == = = = = = = = = = = = = = = = = = = = = = = = = = = = ==== = = == == ============== =========

1 S T C o t1 P O N E � T I N O C O M P O I U; T 3 R O C o t1 P O N E N T 4 T H C C M P O N E N T

PA G E

= == == = = = ==== = == = = == = = = = = = = = = = = = = = = = = = � = = = = = = = = = = = = == = = = = = == == = = = = = = = = = = === == === ========= = ======= = = =======

O l l S C f F C P Y L t T � � F

H E P T A � C

H E � A F L U O P P B E � Z E N t

T O LU E N E

1 , 1 -D I M E T H O X Y E T H A N F

M E T H Y L � C F T A1 E

C 6 h 1 4 (

C 7 1: 1 6

CC F 6

C C L 4

C ?H 3

C 4H 1 0 0 2

C 3 H 6 0 2

5 5 9•561

5 4 8•549

529• 5 3 3 533

5 56•5 5 8

521 = == = === == = = = = = = = = = = = = = = = = = = = = = = == = == = = = = = = = = = = = == = == = = = = = ================ = == ====== == =====================

1 , 2 °0 HH:. T H OX Y E T H fl U: .

F O R M I C A C I D

D I � � T H G X Y � E T H A N F

.B E N Z E N E

C A R B O N D ! S u L F I D E

CH L O R O F O H;

C ! 5 • 1 , � -D I C H L O R 0 [ T H Y L E N E

T R A - 1 , 2 - D I C H L O R O E T H Y L E N E

O I E T H Y L F T H L I

1 , 4 QO I G X A N i;

A C E T I C H I D

B E N Z E N E

C A R B O N D I S U L F ! L E

C H L O R O F O P. I 1

C Y C L O " E X � I' E

1 , 2 •D I C H L O R D E T h h � [

D I E T H Y L A M I I: F

D I � E T H Y L S t; L F O ! D E

E T H Y L A C E T AT e

H f: P T A N E:

H E X A � E

1 - H E H N E

t-1 1 T R O M E T H M-: E

N O � A N E

O C T A N E

1 -0 C T t N E

T E T R I\ C H L D R. f' l l [. n• A N t

T O L U E N E

C 4 H 1 0 0 2

C l-i 2 02

C 3 H 8 0 2

C S �

C H C L 3

C 2 H 2 C lL

C 4 H 1 0 0

C 4 H 80 2

C 2 H 4 0 2

c s z

C H C L3

C 6 11 1 2

C 2 1l 4 C L<.

C 4 H 1 1 t:

C 3 t 7N G

C C: H l C S

C 4 H 3 0 2

C 7h 1 6

C G � 1 4

C ( H 1 2

C H 3 UO 2

C 9 H 2 f

C 8 H 1 8

C 8 H 1 6

C C L4

522

426

41 6•41 8 418

423

424

42 5

4 4 8

459-46 7

446

441

46 8

447

457

4 5 1-4 5 4

449-4 5t

455 •456

4 7 8

469-47t

44 2-44 5

481

48f

479

4 5 8

43 8-44 1

473-477

624

Alphabetical Index of Systems Ethers

D ! P R N Y L E T K F R

E T P Y L P l T Y L E T H E R

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