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

Aldehydes and Ketones 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 photocopying, 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

Aldehydes and Ketones

Systems with:

Aldehydes: Acetaldehyde Butyraldehyde Acrolein lsobutyraldehyde Propionic Aldehyde Furfural Crotonaldehyde Benzaldehyde

Ketones: Acetone 3-Pentanone Methyl Vinyl Ketone Cyclohexanone 2,3-Butanedione 3-Hexanone 2-Butanone 4-Methyl-2-pentanone N-Methylpyrrolidone 1-Methyl-2-cyclohexanone Methyl Isopropyl Ketone 2-Heptanone

2-Pentanone 4-Heptanone ·

4

Ethers

Systems with:

Propylene Oxide Dimethoxyethane 1,3 ,5-Trioxane Ethyl Propyl Ether Dimethoxymethane Methyl Butyl Ether Bis(2-Chloroethyl) Ether Diisopropyl Ether Tetrahydrofuran Dipropyl Ether 1,4- Dioxane Ethyl Butyl Ether Morpholine Dibutyl Ether Diethyl 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 8 in prep. I 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 pres­ sure. 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 judge­ ment. 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, Frank­ furt/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 (com­ puter 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 Onken Jurgen Gmehling Wolfgang Arlt

University of Dortmund VIII

PREFACE OF 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 Tech­ nology and DECHEMA has been very fruitful; in particular, it led to an extension of the UNIFAC method. The authors have pr..:;ducedwhat is probably thelargest collection of vapor-liquid equil.ibrium data that is today available with evalua­ tion 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 IX

CONTENTS Vol. I, Parts 3 + 4

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 62

Ternary Systems ...... 64

Propionic Aldehyde ...... 64

Furfural ...... 65

Ketones ...... 73

Binary Systems ...... 75 Acetone ...... 75

Methyl Vinyl Ketone ...... 253 2,3-Butanedione 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-Dimethoxyethane 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 ...... 615 605

Aldehydes Formula Index of Systems

R�RECOMMENDED VALUES

1ST COflPONFNT 21W (.(:1-\PC�ENT 3RD COU•Ot.ENT PAGE 4TH CCf'PONENT

C21140 ACETALC ff HC

C 2�4C EThYLU E rnor ,_ 2

C4t-J4CZ ACETIC ACID

C2H407 MEniYL FOfdATE 4

PROPY L[l,l DE OX I 5-

C4H6Gc 7

Col\6 BENZEIH

C7h8 TOLUENE 9

C3� 40 ACROLEH:

ACRYLOfliTRILf C3H3 fl ,._ 12

C3Ht 0 ACETOfJ[ 13

C3H60 PROPID�IC ALDEHYGE

C3H6C L2 1, 2•0 I CH LOROPROPANE 14- 15

ICE TONE C3�60 16

C3H60 PROPYLENE OXIDE 64

C3H 60 PROPYlEiiE (;XIOE 17

C4H80 2•BUTANONE 18

19 C6H12 CYCLDHEXA�E ======·

C4H60 CROTJNAll'EPYDE

ACETIC ACID C2,l40� 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 PAGE . 4Tfl COMPONENT ======·======

C5H40;' FURFURAL

41 C 4H 1�

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

46 C6f!1 202 BUTYL ACUIH

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

• 52 C8H10 P XYLENE

C8H1602 OCTANOIC ACID �==��oo�,_�=�������=�=��a=ac�=��ao�=a==�cG=-==�oa�=��••••------�5 . CrH1R 2,�,4·T�JPETHYLPENTANE

C9H1802 �ETHYL OCTANOATE 56- 57

58 C1�H2·J02 DECANOIC ACID

CHtt22 DE CANE 59

C11P2202 METHYL CEC•NOATE 6f- 61

C7�60 BENZALDE�Yr>E

TOLUEiiE 62

BENZYL ACE Tt.H 63 607

Ketones Formula Index of Systems

3PO COt·tPO�tENT PAGE 4Th COf';f()�f.NT

======

C3h 60 ACETONE

CCL�C DEU1ERfCt.l�ROF0FM 75• 79 19

C CL I. 81• 86 86

BENZENE 361•362

ChCL?- CHLORJfr,�t 87•128 127•128 R

CS2 CARBON DISULFIDE

C2CL4 TETRACHLOROETHYLENE 365•366

C3H802 DIHETHOXYMETHANE 367•368

C�H12G 4•METHYL•2•PENTANONE 369•371

C6H14 2,3-DIMETHY LBUTANE 371

C6H14 HEX ANE 372•379

C7H8 TOLUENE 38e•381

MfTHYL IC.D!De C H3I CS2 CARBON DISULFIDE 382

C$2 C'RBON CISULFIDE 129•139 139

CIS•1,2•CIChLORDETHYLErE 141

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

C2H3N ACETON ITHI LE 143

C2H4CLZ 1, 2•0! ChLDf C EHA.NE 144•146

C6H 6 BENZENE 383•385

C2H402

C?H5I ETHYL l(.Oir.E 153

C2H60S u!METHYLSULFOXICE 154

C3H60 PROPYlftt( LXIDE 155•157

C 3H 602 ETHYL FOP;ATE 158

C3 �602 METHYL ACETATE 159•163

C3H60� ETHY L FORMATE 386

C4H80 2•BUTANONE 387

C4H80� ETHYL ACETATE 388

C? H7NG N, N •ll t' E TH YL F 0 R M AM I 0 E 164

DlMETHOXY�[THANf 165

C4Hc0� VINYL ACETATE 166•17e 171

C4H603 �CETIC ANHYDRIDE 171•112

2-sur A �H;t. c. 173•17 5

C4H8C2 ETHYL ACETATE 389

C6H12 CYC LOHEXANE

ETHYl ACtTi·.TE 116 608

Formula Index of Systems Ketones

2f.ID ((;i\PONENT 3r.D COtiPONE.NT PAGE 4TI' conn�ENT

C3H( 0 ACt TOt; r:

c 4L1..:o DilTHYl [11.(p 177•18t

c: 1151< 181

I SOPR U:t 182

C5h12 2•HETHYLBUTANE 392

183

c: tl1 (' 184

C�t-:1�02 PROPYL ACfTATf 18 5

C�H12 186

CS H12 PENT�NE 187•191 191

CH LOROGEIIZENE 192•193

CbH6 BENZENE 393•394

Clf.6 6ENZENr

C6f:12 CYCLOHEXANE 395•396

C6H12 CYCLOHEXhl E 211-217 7.17

C6f! 12 l•HEXEH 218

C6H1:oz BUTYL ACETATE 21 9

C6f14 2,3•DIM[THYLBUTA�E 22t -2?1

------OOOOO�O�OOOOOOOO�OOOCGOOOO�oOOO------·------

HEX AN E 222-231 231

C7H8 TOLUENr 2H•238 2�8

C7"16 HEPTAN[ 239•243 243

CfJH20SI TETRAETHYLSILANE 244-245

DE CANE 246 -248 248

DODECAf!E 249·25 t

C14h3> TETRADECAH 251•7.52

C4�60 METHYL VINYl KETON'

2•CHL0Rl·""'1 ,3-BlJTAOIEtoE 253

C4H6C L2 1,3•DICHLr�0-2·5UTENE 254

c 4� to:

OH 402 Ar:ETIC ACID 255

c 7f s TOLUt:llC 256

C.7L1/, METHYLCYCLDH�XANE 257 609

Ketones Formula Index of Systems

1ST CC:IlPONt:NT C(WPON.:NT CDnOIJENT 21:L 3�L PAGf 4Th COf'PDNENT

c4>•8r 2•BUTAtGt:L

CCL4 258•259

C2HCL3 T RICH LOROET HYLENE

Cth12 CYCLOHEXANE 399-4U

C HC L3 CPLORD FORI' ------�------Ct.H6 BENZfH

C�2CL� 261

C2HCL3 TRICHLDRO(T�YLENE 262•264

C2112CL2 C I 5•1, Z -f l CHLOROET H Yl ENE 265

TRA•1,:•DICHLOROETHYLE�E 266

ACETIC ACID 267•269

PROPYLfto[ r.n DE 27.

C3t-.CC2 271

C3H60C PROPIOI:IC ACID 272•273

C3 h ?C L 1•CHLOFOFEC'PANE 274•275

C 4H 30? BUTYRIC f.CIC' 276•277

ETHYL ACETATE 278

C 5H 60 2•MFTH YLFUPAN 279

C51'11l 2-METHYL-<-rUTENE 28. � - ---«·------�-�------�------C�H100 281

C6h120 4-METHYL•2•PENTANONE

C5111;: 2•METHYLELTANE 282

CHlOROBc:tJZF.N!;; 283

c oH6 BENZENE" 284•295 295

CYCLOHEXANE

C Mi 12 CYCLOH

1•1HKU1l 299

3U

c 71i2

C7H16 HEPTAI'E 3·9-312 312

fTHYLbU;Hr.E 313•31 6

0 CT AN l 317 ======:lJt,,ilf=== :;;:::::::;:::: ======

C519N[ N ..�EH: Y U'Y RfWLI DON F

318 610

Formula Index of Systems Ketones

======1ST COtHONP

C5P10l :'<�ETHYL lf(•ffOPYl KETONE;

I SOPR r.r;;,:: 319

c 5t, 1 c 32t

C SH 1 ;::' 321

C71:3 TOLUENE 321

C7t11t HEPTAIH' 323

C5�1�0 3oPENT I.NCI' £.

C2H4('1( ACHI C ACID 324

C3ht.·O� METHYL AClTAH. 32 5

t3�602 PROPIO�! C I,CJO 326

BUTYRIC ACir' 327

C4t,80� ETHYL ACC TATE 328

C6H12V 329

C OH 120 4-MiTHYL-�-PENTANO�� 33t

C6H14 HEX AN E 331

C71'140 332

C7H16 HEPTAH 333•336 336 ======·==�====

C6HHO CYCLOHlXAI�CIIE

Ccl'12 CYCLOIIEXI.r;[· 337-338

C7Ho TOLUEt:F 339

C6H120

C3H�r2 PROPIOUC ACID 34t

tiUTYRIC ,;.CID 341

342

C6H 120 4•METHYL·�·rENTANONE

CI!CL3 CHLOROFORI·I 343•34 4

ACnH AC 11• 345

ACRYLIC I.ClD 346

C?�e02 PROPIOiiiC hCir· 347

B•NZENE 348•35 1

C�ll12 CYCLCHEXANE 4t9-41.

Cl r:1 ;> CYCLOHL >M'L 35 2•355 355

C7h..., TOLUEoNt 356 611

Ketones Formula Index of Systems

======1ST ror:PON ENT 3R D COI'IFONENT PAGE 4TH CCMPONENT ======

1-METHYL-2-CYCLOHEXANO�E C7t-l12t)

357 ======

358 C21:402 /I.CETIC ACID

4-HfPTP.IiGI!l

359 C?H(.fl2 PROPIONIC ACID

36. c L.t· 2,(J 2 BUTYRIC ACID 612

Formula Index of Systems Ethers

T:rr ('0� PON;:NT 3�0 COr.�OtiENT pAGE 4Ttl CUlPOt

C3�60 PROPYL.TI.C C'X!Df

c 71' p TOLUE�T 41 3

CH2CL? DICHLCRGI CTU,Nfc 41 4

Cl ticS BENZENl 41 5

DIMETHCXY�ITHANE

C HCl3 CHLOROFnt· 416-41 8 41 8

DIICLFIDE CS 2 CARBJN 41 9-422

C2�12Cl? CIS•I,:•DICHLOTOETHYLEKE 423

czH;:cL;::: TRA•1,Z��ICHLOnOETHYlfN[ 42 4

C4H100 Dl fTHY l ETHER 425

BENZEN F 426

8 IS (2•CIILO [.OETH Yll ETHER

C2H4Cl2 1,2-DICHLO�O

C4H80 T ETRAH YC,�OFVR�.N

C Cl4 TETRACHL0�0METHANE 429-43e

C�H�Cl2 CIS�1 ,2-DICHLOrOETHYLENE 431

C�HZCL2 TR A•1, 2•['-1CH LOf OET HYll NE 432

DIMETHYLSULFOXIDE 433-434

435 C3H9RO? METHYL b0RI.TE

C4H4C FURAN 436

C5ho0 <��.HHYLFUI AN 437

C4P 80 ( 1 ,4-DIOXAI;(

c� 2 CARRO� DISLLFIDE 446

CZfLC l� 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

459-467 8 E"lZE t1 l 613

Ethers Formula Index of Systems

1ST fOHfON�"T (f.[l CC·�'P0NENT 3k! C('t:I•QNEtiT PAGE 4Th COI'POt:ENT

C4Hf·O'- 1 ,4�1! XAtT

CYCL)H0.\1.[ 468

Cttl1:' 1 =HEX c r;r 469-4H

C 6r 14 HEX AN l 471•472

cnr TOLUENE' 473•477

C7h1i. H EPHI. [ 478

CU'1t 1�0CTEtl 479

OCTAH 48t

NONAN E 481

C4H o�o MORPHOLI�l

ETHYLBU�Z.tll CEH 10 482

C4H 100 DIETHYL [TJ,l:R

c tl cl3 483•491 491

492

CH3 I 493

CH3N02 NITROMfH/.11[ 494

CS 2 CARBON OISlilFIDE 495

C2HOPCLF3 HALOTHANE 496-498 498

C2tl3N ACETONITRILE 499

r ?H4o 2 ACETIC ACIO

C2t

c 41' 6 BUT AD I Ua. 51t

ETHYL ACEHH 511-513

C6F6 514•515

BENZENE 516-52t

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

,.,::HiYl ACETP.TE 521

C4H1�0Z· 1,2•0If1f'T�fXYET�ANE

c Hcoz 522

C �H 120 ETHYL I'FOI YL ETHER

C1ilOR�FDU• 523•5?6 526 R

"'�THYL Bl TYL FT HER

FORMIC .� C!ll 527

ACfTIC IC!! 528 614

Formula Index of Systems Ethers

COI·d'ONtNT 2.t.r �FC CC/.POH�T PAGF 4 H. CO�POHtH

C6�140 OIISOr�UIYl ST�ER

C CL4 T ET RA C /lf.l.f./ao HAt;ET 529•533 533

C HC L3 CHLOF,JFOFI' 534-539 539

CM 20Z. FORMIC AC!(J 54e•541

CIS-1 ,;:cooClCiilOFOETHYLEf�E 542

TRA-1,2�0ICHLOKOETHYLENE 543

ACETIC AC!D 544-545

546

ACETIC AtJ/:YDR !DE 547

CoF6 H�XAFlUOfDlENZE�E 548•549

dENZENE 559-554 554

Ctll12 CYCLJIIHANF 555

TOLUEN� 556•558

C7h 1f HEPT�t:C

CPH1e 561•563

C6H140 O!PROF·YL ETI!i:F

C IICL3 CHLOF;OFCR/1 564•569 569

CH202 FORMIC I.Cll'

C �li CL3 TRICHLOGCETrYLENE 571

c 2ti40 2 ACETIC ACID 572

C{H(, 8ENZENE 573•576

c 71•8 TOLU[N [ 577•579

c 7h, 6 HEPTANE

CRH10 581•583

C8H1F. OCT ANE 584

C'.11:2V NONANE 585

ETHYL BUTYL �THER

FORMIC AC!D 588

ACETIC AClr 58�

C8H1�r DI8Ur'YL li"Ht:R

C liCL3 CHLORCFOF,I� 598•591

c 71· 1f HEPTA/ol 592

OIETHYlrH CLYC0l BUTYL ETHER

C1Hf 593

DUD EC I; t!f 594 615

Aldehydes Alphabetical Index of Systems

R�RECOMMENDED VALUES

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

ACETALDEHYOf c 21' 40

ACETIC AC!D CZh402

StNZENE C61!6

ETHYLEN[ LXIDE C2 H40 ,_

METHYL FDf.'HfTf 4

P�OPYLENE Ol !D[ C3 H(..O s- 6

T O LU E NE C7P8 9

VINYL ACETATE C4PG02 7

40 ACROLol t; C3H

ACETONE C3�t0 13

• ACPYLONI T1< !LE , • 12

BEIIZALDEHYOE C7H60

BENlYL ACETATE C9P.10C2 63

TOLUENE en a 62

C4HRD BUTYRAL DE HYD E

C4h80 31- 32

TOLUENE C7H8 33

CROTONALDEHYDE C4f'60

ACETIC ACID cz1.4o2 ze- 23

• ACETONE C3H60 Z 4 Z6

VINYL ACETATE C 4P60 2 Z7• 3f 3t

FURFUrAL CSH4D2

Bt:NlENE C6H C 43- 44

CYCLOHEXANE C6H 1Z 66

2,4•DI�ETHYLPENTANE C7H16 67

1-BUTtNC: C4H8 38- 39

Z • BUTENE CI { S) c 4� 3 4t

BUTYL ACETAH c 6ti 1202 46

CHLDROFOR!: C hC L3 • 36

CcH1<. 45

DE CANE 59

DECANOIC i.Cii"l 58 =��=�o���ooo��oooo�oc�o�o� ococcoo••-••-•-•-•-••••••••••••••--••••••--•••••••••• ClH10 �THYL!HNZnH 51

HtPTA.Nt C7h 16 se 616

Alphabetical Index of Systems Aldehydes

1ST C0�1PON ENT 2ND COMPOtd:NT 3RD COMPONENT PAGE 4TH COMPONENT

FURFUPAL C5H40;'

�ETH YLCYCLO�E)ANE C71:14 49

METHYL DECANOAT� C11H2202 6t• 61

2-MtTtlY LFURAlo t Sh 60 42

METHYL JCTANOAT� C911180< 56• 57

c-METHYLPROPM'E 41

OCTANOIC ACID C8H1602 53- 54

TETRACHLOhOrET�ANE CCL4 35

BENZENE C6H6 65

C7H8 TOLUENE 47• 48

HEPTANE C7H16 O�PQGC�------�------METHYLCYCLOHEXANE C7H14 68• 69

2, 2 ,4•TR !MET HY LPENTANE C8H18 72

TRICHLORO[T�YLENE C2HCL3 37

2,7.,�-TRIMETHYLPENTANE C 8H18 55

P-XYLENE C8HH 52

C4HO

TOLUENE C7Ho 34

PRDPIO�IC ALDEHYDE C3 H60

ACETONE C31160 16

PROPYLENE OXIDE C3H60 64

2-BUTANONE C4HP O 18

CYCLOHEXAtH: C61112 19

1,��DICHLO�OPROPA/.( C3ti6Cl� 14• 15

17 PROPYLHJE onDE CH60 617

Ketones Alphabetical Index of Systems

3RO COMPONENT PAGE 4T H COMPONENT

ACETONI. C3HI 0

ACETIC ACID 147•152

ACETIC ANI•YDR!��

ACETUNITUL( C2f: 3N 143

BENZfNE C6H6

CY C LOHE X AN E C6H12 395•396

2•BUTANONE C4H 80 173•175

CYCLOHEXANE C6H12 391•391

ETHYL ACETATE C4H 802 389

BUTY L ACEHH C6f:120i. 219

CARBON DI5ULFIOE CS( 129-139 139

CHLOROBENH�l C6H�CL 192•193

BENZENE C6H6 393-394

CH LOROFOR'' CHr L3 87•128 127•128 R

CARBON DISULFIDE CS2 363-364

CIMETHOXYMETHANE C3H802 367•368

2,3•0IMETHYLBUTANE C6H14 371

HEX ANE C6H14 372•379

4�METHYL•2-PENTANONE C6H120 369-371

TETRA CHLOROETHYLENE C2Cl4 365•366

TOLUENE C7H8 381•381

CYCLOHEXA"[ C6H12 2U•217 217

DECANE C10H22 246-248 248

DEUTEQOCHLO�OFrRM CC L3fl 75• 79 79

C2H4 C L2

N EN BE Z E C6H6 383 •3R5

C J�o1, ( .,.U CHI LOROETH'1 LE tJE C2h �t L2 14e

TRA�1,�-DICHLOROfTHYlEtlE C'.H'-C Li 141

JIETHYL ETHU< C4H100 177•18e

DIME T HO>: Y!'l Tit M�': C3h(;02 165

2,3=D I MET�YL6UTA�l C6H.14 zze-221

t1, li-0 I METHYl FGFYM; I OE C? H ?NO 164

D ��� TH YL SII LH•X I 0( C�t160$ 154

JOOECANE C12�t�6 249•251

tTHYL ACETATE C4HC07 176

ETHYL FORI·1ATE. C3f!602 158 618

Alphabetical Index of Systems Ketones

lND C0!11PCi�t::tiT 3RO COMPONENT PAGE 4TH COMPONENT ======;======

AUTO hE C3H 60

C2h51 153

HEPTANE C71116 239•243 243

C6H14 HEXANE 222-231 231

C61112 218

ISOPRENE 182

2•METHYLBUTANE C5H12 392

C3 METHYL HU�Tl H602 159•163

2•BUTANONE C4H80 387

ETHYL ACETATE C4H802 388

ETHYL FORHATE C3H602 386

2-�ETHYLBUTAr-.E CSH12 186

C METHYL IOUIOE CH31 CARBON OISULFIOE S2 382

PENTANE CS H12 187•191 191

PROPYL ACETATE C5H1002 185

PROPYLENE OXIrE C3H 60 155•157

PYRIOINE CSH�N 181

T ET R ACHLO HOt! ETHANE CCL4 8t- 86 �6

BENZENE C6H6 36 1•362

C 14H30 251•252

TETRAETHYLSILAI'E ceHzesi

TOLUENE 232•238 238

C2113CL� 142

VINYl ACET�TE C4H 60� 166·17· 17t

2,3-�l TA�EDJONE C4H6C2

ACF.T!C ACID C2H402 255

C7H14 257

TOLUENE • C71!8 256

2-BUTANONI= C4H80

ACETIC ACID C<.ll402 267•269

81: NZ EN f. C6t16 284•295 295

CYCLOHEXANE C6H12 4t5•4t8

BUTYRIC Ar.l£"

CH LORD BEN ZL t;( CbH5Cl 28� 619

Ketones Alphabetical Index of Systems

· ======�== 1ST COf1PONENT 2ND COMPONEilT PAGE 3Ro COMPONENT 4Th COMPONENT ======f ======

2•BUTANCN E C4H60

CHLOROFORf·, CHC L3 260

BENZENE C6H6

1-CHLOROPROPAH C3H7CL 274•l75

CYCLOHEXANE C6H12 296•298 298

CIS01,2oDICHlOROETHYLENE C 2H 2C L2 265

T�A-1,2•DICHLOROfTHYLENE C2h 2C L2 266

DI CHLOROMETHANE CH2 C l2 261

ETHYL ACfTATF C4HE02 278

ETHYLBENHt.F CSHH 313•316

HEP TA NE C7H16 3·9-312 312

HEX AN E C6H14

1•HEXENE C6H12 299

METHYL ACETATE C3tl602 271

2•MfTH YLBJT ANE C5�12 282

2•METHY L•2 •BUT E �E C5H10 28.

2•METHYLFURAI• CSH60 279

C6h120 3..

OCTAN E C8H18 317

3•PENTANONE CSH ar 281

4•HETHYL•2•PENTANONE C6H120

PROPIONIC ACID C3 H 60:! 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

CYC LOhEl<' ANON t C6k1�0

CYCLOHEXAI•E CG h1 2 337-338

TOLUENE 339

C7P.14L

�CETIC j:,CID c 2k 40 2 358

4•k

RUTYRIC �Cil- C4H02 36e

PROPICJNIC ACID 359. 620

Alphabetical Index of Systems Ketones

3P. D C O M P O N E N T P �GE 4TH CO�PONENT

C6H 1�0

8UTYRJC i\CI(': C4h802 341

C7H14 0 342

PROPIONI C ACID C3H�02

1-MlTH Y L�1-C Y CLOH DANON E C 7 H12C

C2H402 ACETIC ACID 357

METhYL ISOPROPYL ltTO"E C 5 H 1t0

ISOPRENE C5118 319

<'•METH YLBJ TM E CS 1112 321

C 5HH 321

4•METI1YL•2 -FfNTANUNE C 6H 12C

ACET IC ACID C2h 40 2 345

ACRYLIC ACIP C3H40Z 346

BENZ ENE C6H6

CYCLOHEXANE C6H12 4t9-41t

CHLOROFORt CH CL3 343•344

CYCLOHEY.AtJE C6H12 352-3 55 355 R

PROP ION! C P.C ID C3tl602 347

TOLUENE c7� 3 356 ======�===•======

N•hETHY LP Y R ROLl DOti E C5H9ND

TH IOPHENE C4H4S 318

METHYL VINYL IETOPE C4h60

2•CH LOR0•1 ,3•L CTAOIENE C4H �CL 253

1,3•DICHLOR0�2�£rTENl C4H6C L2 254

2-P UJ TA liONE C5H1�0

HEPTANE C?H16 323

TO LU ENE C7hS 32 2

3·PENHNQNE C 5H10C

ACETIC AC!D 324

327 ijUTYRIC ACI D C4H80<:

E THY L AC[Tf,TE 328

H€P T UI E C7H16 333•336 336 621

Ketones _Alphabetical Index of Systems

======�======% COMPOf:r:tJT �NO 3RD C OMPON ENT PAGE 4TH COMPONENT

3-PENTA�O�l� C5H10C

C71114t• 332

HEX ANt C6H14 331

3-HEXANONE C61i12C• 329

METHYL ACETf.H C3H602 325

et H1 < o

PROPIONIC l,(!r C3H60c 326 622

Alphabetical Index of Systems Ethers

1ST COMf·ONENT 3RO COMPGNENT PA GE 4TH COMPON ENT

BIS(2-CHOROETHYL)[TI Er C4� 8Cl.�G

1 ,2-0I CHLO R:)E,HA.tE c;>H 4C L< 427-4?8

1£ ( OlbUT Yl ETrlER c 8 �

5 CHLO�OFOH ChCL3 9f- 591

HEPTA.NE C7h16 592

DIETH YlEN E GlYCOL C8H1H3 BU TY L ETHER

DODECANE C1 �H26 594

NAPHTHALEt:E C10H� 593

OllTHL EHtER C4H100

ACETIC AC)[,

ACfTONIT R ll F CLP.3t: 499

1 6-52t BENZENE C6H6 5

BUTAD I ENE C4H6 511

CARPON DI�ULFirE CS� 49 5 ------�·-��------CHLO�OFORI: ChC L3 483-491 491

0 I CH LORJ fl ETHA lj E C P.2Cli. 492 �-- �------�------ETHYl ACfTt. TC: C411 EC< 511 -51 3

ETHYL CH L!fltf C2 �� Cl 5t3-5t 9 5 t9

H•LOTHANE C<:HL�CLF3 496-498 498

et F6 514-515

I 493 MEHYL IOPIDl C H3

NlTROHETHAII £ CH3tWC 494

DIISOP�OP YL ETH>� C6H140

ACETIC ACI D 544-545

C41! 603 547

Ac•vuc ACJr C3lo 40 (. 546

BENltNf C6111 55t-5S4 554 R

CHLOROFCF·t' C HCL? 534-539 539

CYCLOH0.\1'[ 555

C2t:2Cl2 542

543

=THYlBENZI·I.[ c 211 1� 561-563

Foq�.., I C &. C I r. 54t-541 623

Ethers Alphabetical Index of Systems

======� ==� ======1ST C ot1 PO NE�T COMPOI INO U; T 3RO Cot1PONENT PAGE 4TH CCMPONENT

======�======

OllSC fFCPYL tT� �F C6h 14(

HEPTA�C C71: 16 559•561

HE�AFLUOPPBE�ZENt CC F6 548•549

CCL4 529•533 533

TOLUENE C ?H 3 556•5 58

1,1-DIMETHOX YETHANF C4H 1002

METHYL � CFTA1 E C3 H602 521 ======

1, 2°0 HH:. TH OX YETH flU:. C4H1002

FORMIC AC ID Cl-i202 522

DI��THGXY�ETHANF C3H802

. BENZENE 426

CARBON D!Su L FIDE CS�

CH LORO F OH; CH C L3 416•41 8 418

C!5•1 , �-DICHLOR0[THY LENE 423

TRA-1, 2-DI CHLOROETHYLENE C 2H2C lL 424

OIETHYL FTHLI C4H100 42 5

1 ,4QO IGXANi; C4H802

ACETIC HID C2H402 448

BENZENE 459-46 7

446 CARBON DISULF!LE csz

CHLOROFOP.I1 CHC L3 441

CYCLO"EX�I'E C 61112 46 8

1,2•DICHLORDEThh�[ C21l4C L<. 447

DIETHYLAM II:F C4H11t: 457

C3t 7N G 451-454

DI�ETHYLSt;LFO !DE CC:Hl CS 449-4 5t

ETHYL ACETAT e C4H302 455•456

Hf:PT ANE: C7h16 478

HEXA�E CG� 14

1-HEHNE C(H12 469-47t

t-11T ROMET HM-: E C H3UO 2 442-44 5

NO�AN E C9H2f 481

OCTANE C8H18 48f

1-0CTtNE C8H16 479

458

TETRI\CHLDR.f'll[. n• ANt CC L4 438-44 1

T OLUENE 473-47 7 624

Alphabetical Index of Systems Ethers

3R D COMPONENT PAGE 4TH COMPONENT

D!PRN YL ETKFR

ACETI C ACll' C21 40 2 572

BENZ F.NE C6�6 573 •576

C Hf L3 564•5 69 569

ETHY LBENZ UJ ! C8HH 581 •583

FORMIC ACID Chi:C2 57t

HEPTANE C7 H1 6 58e

NONANE C 9f::0 • 585 ------�---db�-----�------. OCTA�E C8�1 B 584

TOLUENE C7h8 577•579

TRICHLOR OETHYLENE C2. :. CL3 571

ETP YL PlTY L ETH ER C6H 140

ACETIC AC ID 589

CH LOROFOHl CltC L3

FORMIC AC ID CH: 02 58 8

ET HYL FJ OPY L ET HEr C Sf. 1 2C:

C H LOROFOU' CHCl3 523•526 526 R

�ETHYL RUTYL ETHEP C Sh 12C

ACETIC ACID C2�402 528

FORM IC ACID CH�02 527 ::: ======: =.:======:::::: ::: ::::::::; ======:::::::z:::=�= ===:::::::::::::Z:

C4hSNO

482 ETH YLBENZ UH

PROPVLH/E OX IOE

T OLU E NE C7H8 41 3

, T ETf,fJ. H 'Yl• ROF U R /1 N C4HCO

43 1 C IS -1 , ? •D I CH L OR0 ETHYLc NE C2H2CL;:

- • 432 TF A 1 , 2 D!CHLOPOETHYLLNE

433-434 DIMETHYl Sl l F( r !DE C2�1£.0S

436 FUP AN C4h40

435 f"ETHYL BOf.�ATl C%91>03

TETRAC�LORO!�ETI1ANE CC L4 42 9-43 t

======

1 ,:!.,5-Tf IOX HlC: C3� 6G3

--·--••··--���--� --- -••-•a••-••••-••••••o••--•--•••••••--•--- ••••--•••••••••--• 41 5 BtNZ ENE C6J,6

41 4 ll!CHLOR)�[Tf f.l. l C h Z CL2 ------�-�------0------