Azeotropic Data-III (Advances in Chemistry Series 116)

Azeotropic Data—III

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Azeotropic Data—III

Compiled by Lee H . Horsley The Dow Chemical Co. Midland, Mich.

ADVANCES

IN

CHEMISTRY

SERIES

AMERICAN CHEMICAL SOCIETY

WASHINGTON,

D.

C.

1973

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

116

ADCSAJ 116 1-628 (1973)

Copyright © 1973 American Chemical Society All Rights Reserved

Library of Congress Catalog Card 73-75991 ISBN 8412-0166-8 PRINTED I N T H E UNITED STATES O F AMERICA

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Advances in Chemistry Series Robert F . G o u l d , Editor

Advisory Board Bernard D . Blaustein Paul N . Craig Ellis K . Fields Louis Lykken Egon Matijević Thomas J. Murphy Robert W . Parry Aaron A . Rosen Charles N . Satterfield

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

FOREWORD ADVANCES IN CHEMISTRY SERIES was

founded in 1949 by

the

American Chemical Society as an outlet for symposia and col­ lections of data in special areas of topical interest that could not be accommodated in the Society's journals. It provides a medium for symposia that would otherwise be fragmented, their papers distributed among several journals or not pub­ lished at all. Papers are referred critically according to ACS editorial standards and receive the careful attention and proc­ essing characteristic of ACS publications. Papers published in ADVANCES IN CHEMISTRY SERIES are original contributions

not published elsewhere in whole or major part and include reports of research as well as reviews since symposia may em­ brace both types of presentation.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Table of Contents PREFACE LEE H. HORSLEY 1 Tables of Azeotropes and Nonazeotropes Table I. Binary Systems Table II. Ternary Systems Table III. Quaternary Systems Formula Index Bibliography 2 Prediction of Azeotropism and Calculation of Azeotropic Data

ix-x 1-613 3 448 496 503 589 615-622

3 Vapor-Liquid Equilibrium Diagrams of Alcohol-Ketone Azeotropes as a Function of Pressure E. C. BRITTON, H. S. NUTTING, and L. H. HORSLEY 623-625 4 Graphical Method for Predicting Effect of Pressure on Azeotropic Systems H. S. NUTTING and L. H. HORSLEY 626-628

PREFACE his volume is a complete revision of Azeotropic Data I and II pub±

-

lished as ADVANCES IN CHEMISTRY SERIES NO. 6 and No. 35, American

Chemical Society. It includes revised data on systems in the original tables plus new data on azeotropes, nonazeotropes, and vapor-liquid equilibria collected since 1962. No attempt has been made to evaluate the accuracy of the data. Where appreciable differences occur in the data from a single investigator, only the most recent data are recorded. Where differences in values from two different sources occur, both sets of data are recorded. To aid the reader in evaluating data on a given system, however, all references to that system are included. In general, data have been obtained from the original literature. Where the original litereature was not available, data have been taken from Chemical Abstracts. In a few instances, data have been taken from col­ lections of azeotropic data in handbooks, review articles, and so forth. The tables are arranged in the same manner as the previous volumes. 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 A-component the B-components are also arranged according to empirical for­ mula. 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.

Abbreviations max. b.p. min. b.p. atm. mm. p.s.i.a. p.s.i.g. v-1 v.p.

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 ix

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

vol. % r-> >, <

Azeotropic concentration is given in volume per cent. Unless so indicated, all concentration data are in weight % Approximate Greater than, less than

While all volumes in this series, "Azeotropic Data," are collections of data, mostly from the literature, the supplement that was published as No. 35 in the Advances in Chemistry Series included previously un­ published data from industrial files, of which most was from Union Carbide Chemicals Co., assembled by William S. Tamplin. Additional contributions came from Commercial Solvents Corp., Eastman Chemical Products, Inc., Farbenwerke Hoechst, Imperial Chemical Industries Ltd., and Minnesota Mining and Manufacturing Co. These data are con­ tinued in the present volume. Special thanks go to David C. Young for his invaluable work on this volume. The Dow Chemical Co.

L E E H. HORSLEY

Midland, Mich. November 1972

χ

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

BIBLIOGRAPHY

(1061) (1062) (1063) (1064) Zieborak (1958). (1065) (1066) (1067) (1068) (1069) (1070) (1071) (1072) (1073) (1074) (1075) (1076)

613

Zieborak and Galska-Krajewska, Bull. Acad. Polon. Sci., Classe III 7, 253 (19 C.A. 54, 16068 (1960). Zieborak, Kaczorowna-Badyoczek, and Maczynska, Roczniki Chem. 29, 783 (1955); C.A. 50, 6119 (1956). Zieborak, Maczynska, and Maczynski, Roczniki Chem. 32, 85 (1958); C.A. 52, 12493 (1958). and Maczynska, Roczniki Chem. 32, 295; C.A. 52, 17862 Zieborak and Markowska-Majewska, Bull. Acad. Polon. Sci., Classe III 2, 3 (1954). Zieborak and Olszewski, Bull. Acad. Polon. Sci., Classe III 4, 823 (1956); C.A 7789. Zieborak and Wyrzykowska-Stankiewicz, Bull. Acad. Polon. Sci., ClasseIII6, 377 (1958); C.A. 52, 19392. Zieborak and Wyrzykowska-Stankiewicz, Bull. Acad. Polon. Sci., Classe III 6, 51 (1958); C.A. 53, 3875 (1959). Zieborak and Wyrzykowska-Stankiewicz, Bull. Acad. Polon. Sci., Classe III 8, 1 (1960); C.A. 55, 11047. Zieborak and Wyrzykowska-Stankiewicz, Bull. Acad. Polon. Sci., Classe III 7, (1959); C.A. 54, 16068. Zieborak and Zieborak, Bull. Acad. Polon. Sci., Classe III 2, 287 (1954); C.A 2803. Zilberman,J.Appl. Chem. U.S.S.R. 26, 809 (1954). Zmaczynski, Roczniki Chem. 11, 449 (1931); C.A. 25, 5809. Zorin, Devyatykh, Krupnova and Krasnova, Zh. Neorgan. Khim. 9, 2280 (1964); C.A. 62, 2261. Zvaritskaya and Delarova, Tr., Vses. Nauchn.-Issled. Alyumin.-Magnievyi In 96; C.A. 57, 2914. Zvaritskaya and Delarova, Tr. Vses. Nauchn.-Issled. Alyumin.-Magnievy In 152; C.A. 59, 12235.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Prediction of Azeotropism and Calculation of Azeotropic Data Whether or not a system of two compounds is azeotropic depends essentially on two factors: (1) the difference in boiling point of the two components, and (2) the degree to which the two components form an ideal system. The closer the boiling points of the two compo­ nents are, the more likely that they will be azeotropic; the more ideal the solution of the two components is, the less likely that they will form an azeotropic system. The ideality of a two-component system depends largely on the differ­ ence in certain physical properties of the components such as polarity, degree of association, tendency toward hydrogen bonding, etc. When the two components are similar—e.g., two hydrocarbons or two alcohols —there is little tendency toward azeotropism. However, if the two com­ ponents are markedly dissimilar—such as an alcohol and a hydrocarbon— they tend strongly toward azeotropism. By taking account of the above factors it is sometimes possible to predict azeotropic data fairly well. For example, the departure from ideality of a series of solutions of methanol with hydrocarbons will be relatively constant. As a result the tendency for a methanol-hydrocarbon system to be azeotropic will be related to the other factor, the difference in boiling point. As a result the lowering of the boiling point ( designated δ) and the azeotropic composition will be related to this difference in boiling point. Therefore we can predict δ and azeotropic composition for any methanol-hydrocarbon system from the boiling point of the hydrocarbon. This procedure is the basis for the series of relations shown in Figures 1-6 which can be used to predict azeotropic data for related systems. The procedure also indicates the effect of pressure on azeotropic compo­ sition if one determines the difference in boiling point of the system at any desired pressure and applies the data to the appropriate curve. This is illustrated in Figure 6. In the special case where the two components are immiscible, it is possible to calculate azeotropic boiling point and composition to a high degree of accuracy. For such a system the total vapor pressure is equal to the sum of the vapor pressures of the two components at a given temperature. Therefore, from a plot of vapor pressures of the two com615

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

616

AZEOTROPIC

DATA

ponents it is possible to determine the temperature at which the sum of the component vapor pressures is equal to 760 mm. This temperature will be the azeotropic boiling point. The azeotropic boiling point can be determined at any other pressure in a similar manner. Further, the azeotropic composition can be calculated from the ex­ pression: V

X 100

A

Mole % A = V

A

+ V

B

where V + V are vapor pressures of A and Β at the azeotropic boil­ ing point. A

R

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

617

Prediction of Azeotropism

t~ PROPANOLS—lHYDRO-ALLYS ALCOHOL j CARBONS

METHANOLHYDROCARBONSH

0

20

40

60

80

100^120

0

q

: I : I

20

40

60

80

Ι00| |Ι2)

F 4 -4 4- 1-4

METHANOL- HYDROCARBONS

0

Δ

10

20

30

40

50| |60

10

20

30 40

50| |60

Ο

20

40

30

40

50| 60

10

20

A

J

ETHANOL- HYDROCARBONSH

40h 40

80 120 Δ

-120-80 -40

8

40

80 120 Δ

ISOAMYL ALCOHOL DIETHYL CAR'BINOL—

~>>

0

0

WDROCARBONÎ

10

c

20

30

"

"

40

50| 60 Δ(

Δ

"

40 -60-40 -20

0

20

40 6 0 Δ

-60-40 - 2 0

Ο

20

40 60 Λ

Γ" J6LYC0LHYDROCARBONS

Ο -60-40 -20

60

Δ

16

4

12 8 4

20

40

60

80

ΚΧ>| |Ι20 Δ

Ο

20

c

40

60

80

•••ΙGLYCEROL \ - Ϊ Ί

100^120

Ο.

10

20

Δ)

._ _

ΗΥ DROCARBC NS -

-120-80 -40

Ο

40

80 Ι20 Δ

120 80 40

Ο

40

80 Ι20 Δ

-30 - 20 -10

Δ

30

Figure 1. C-Δ and δ-|Δ| curves for alcohol-hydrocarbon, glycol-hydrocarbon, and phenol-hydrocarbon systems

C: Azeotropic composition in weight %firstcomponent δ: Boiling point of lower boiling component minus azeotropic boiling point |A| Absolute difference in boiling points of components A: Boiling point offirstcomponent minus boiling point of second component :

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

618

AZEOTROPIC DATA

s 1 1 1 11 -ORE:sou >-HYDRGKARB()NS-

δ

1 1 ι

ι

DVDAr.ATCrUlM

V

1 1

RFQnpr.iiuni

NS-

πτυπυυ*

\

δ

1

I

1 NS-

ΠΙΙ

ν 1 · I 10

ι

15

i"20

1 25

I A 1

1 30

1ΙΔΙ

c ! ! 1 11 -ORE:sou >-HYDRO(ÎARB)NS-

l._

1

0

10

20

c

1

1 0

10

20

30

40

50 ^ 6 0

10

20

nTUKUOAKDUNb

40

32,

50^,60

1 !1

[

0_

40

DVDnr.ATcruiM

100 80

30

40 . .J -10 0

30-20

1

I 10

20

30

Δ

Γ Λ Ο Μ Ι Λ

1 1 -10 0

-20

s|

Μ1 ι1 ι1

24

-30

I

1

10

20

Δ

30

-30 -20

I

1

Πι υ nuiARBONS-

-10

Ο

"ΤΊ—I—I MB( N S -

Π! U

Λ

30

7

PROPIONIC ACID Γ BUTYRIC ACID HYDRO— VALERIC ACID . CARBONS

1

HV J C I nJ H U I υ

ΑΛΙΠ

16

1

1

8

Q

I

c

I

I

80

S.

40

1

-1

I

1 1

1

ΗU t l 1 U HUI U

Π1 unui

^.

s ι

c

ΑΛΙ Π

ARB)NSX

ARB)N8-

ΠΤΙ

H

*

1 1 __L_ 0 0 —I6 0 - 4 0 - 2 0

16

1

1

1 j j

CADUir 100

ι

ι

ι

PROPIONIC ACID, BUTYRIC ACID

40 1

..1 1 20 40 A 6 0

ι

_l 1

1 -60 -40

1

1

-20

0

I

ι

METHANOL-HALI DE 12

100 801

1 20

I

40

60

Λ

-20

0

20

40

Λ

60

I

- ΕΤΗ ANOL- HALIDE

>HI\D\

-60 -40

π I

PROPANOLS-HALIDE HYDROCARBONS

8

• κ

4 0

I

ι

• ι

I

• 1

i

40 0

60-40

-20

0

20

4 0

Δ

60

-60 -40

-20

Ο

20

40

Δ

60

-60 -40 -20

Ο

20

40

Δ

6 0

Figure 2. C-Δ and δ-|Δ| curves for phenol-hydrocarbon, acid-hydrocarbon, and alcohol-halide hydrocarbon systems

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Prediction of Azeotropism

ι ι

~ΓΊ ISOAMYL ALCOHOL HALI DETERI AMYL HYDRO­ ALCOHOL CARBON

1 1 1 1 BUT WOLS-HALIDE

' δ

π unuOMKD

\ —1—

Ο

Ν

V

1

lAl

I

1 11

c

c

40|

v\

40

• πτ

Λ

I II

s,ν»?»

ttl 20 4 0 6 0

I

t

I

J

I

Δ

\\ V

ι

\ 20ι

I

-60-40 -20 Ο

I

40 60 Δ

1 1 11

δ

CRE SOLS-HALI D E —

-PHE:NOL -HALI DE

HYDROCARBONS"

1 I

I

1 11

!

16

1

Η

1 I -, 1 0_ 1 -60-40 -20 Ο 20 4 0 60 - 60 -40 -20 Ο 32 δ Ι6Γ

I

m

- C Y CLOIHEXANOL-HALIDEYDROCARBONSν .

PENTANOLS-HALIDE—

π

I ΌΧ­

ΠΙ

1

•

24

1 1 1 11

(:YCL( )XANOL-HLIDE

0

-BUTANOLS-HALIDE— 100 801

δ

1

10 20 30 40 50 60

c

619

MTUKUl/AnDUNο

ΠΤ

AnD

8 Q 0

I

Ι

1 1

c

I

40

1 50ΙΔΙ 60

._.l

0

1 1 1 1

riv/VM

100 80

°_

•S4i

10 20 30 40

LIAI

1**

1

c

c

1 11

nucMni U A I inc

MYUnU

1

•"7*

_. 1

δ 1 1 1 1 1 12 ^ P rRoc ATE(:HIN-HAUDEHYC)ROCARBÔNS8

1

>

Ν

1

c I

I

I

I

'

\X

I

1

c I

I

I

I

Ο -30-20 -10

0

10 2 0 3 0 Λ

ι

ι

ι

I

40

40 I

ι

HYDROCARBONS

1

1

40| ι

ι

1

\v

Scr. . ι

80

ι

ι

V

— Ρ ROCATECHIN-HALIDE— — F OR Μ C ACID-HALIDE— 100 100 HYDROCARBONSHYDROCARBONS80 80

ι

δ ι

s*.

CETIC ACID-HALIDE—

v

1

ι

1

1

δ

•

1

1

1

I

— F )RMI C ACID — IALIDE — h HYDf*OCARBONS-

4

•

uvrÎDnr

NS- 100 80 40

1

ι

- J —

1 I I 1 -CRIESOLS-HItLi DE

An DA.

ΠΤΙ

• 1

ι

1

1

inc

16

0

1

5

•

ACETIC ACID-HALIDEHYDROCÀRBONS"

1 ι ι I · I* -60-40 -20 0 20 4 0 6 0 - 6 0 - 4 0 -20 Λ

Ο

20 4 0 6 0 Δ

Figure 3. C-Δ and δ-|Δ| curves for alcohol-halide hydrocarbon, glycol-halide hydrocarbon, phenol-halide hydrocarbon, and acid-halide hydrocarbon systems

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

620

AZEOTROPIC

[ δ I 1 1. PIONIC AC HALIDE.BUTÏRIC ACK HYDf10-.VAL:RIC ACIE CAR!30NS .PRO

1

^„

•

•

100 80

0

HALIDT "HYDRO-"

40

Η

_CARBON~ - 2 0 Ο 20

ETWiNOL-ES" ERS • • •

PROPIONIC ACID_ BUTYRIC ACIDlL VALERIC A C I D L :

q- 6 0 - 4 0

δ

my ANO--ESTERÎ

DATA

C

ί)

10

15 2 0 2

1

1

1

100 80

40 6 0

ι

R

7

ΕΤΗ\NOL-ESI"ERS •

Ι6|—τ—ι

δ I I I I I OPIWOLS-E
c

ιη

•

-30-20 -10 Ο

Δ

16

C;

Π

1

γιεπANO -ESTERÎ

—

40

1

δ

1

10 20 30 -30 -20 -10 Ο Α

ι

1

1

1

Ι6

10

2 0 30 Δ

δ

Γ

ÎUTANOLS-ESTERÎ

ESTERS-IOA NOLS

8 4 • 5

Ο, 0

10

ι ^ ο, 15 20 25| 30 0

— ρ ROPANOLS — Α 1YL ALCC)HOL

100 80

V

j-ES' ERS^

15 20 25 30 |Δ(

0

5

10

15

20 2 5 3 0

5

10

15 20

|Δ|

BUTANOLS-ES" ERS 100 80

\

40

Ο

Ο

16

32,

δ

10

C

40

I I I

>

χ. • sL

V

Al vr.ni -CCTCDC

12

5

Δ!

C

Ml

s..

fii v r . r o m _ c c

fERS

8 •

4

.. -I I

Ο 0

10 20 30 40

50| |60

0

Δ

C

-GU COL- EST :RS- —

1

10 20 30 40 50, ,60 A

C

1—

-60-40 -20 0

1

0

1 1

PMF rnt

100 80

100 80[

40

40

20 40 A 60

- 6 0 - 4 0 -20 0

20 4 0 . 6 0

25| ,30 A

C

N0L< -ES" ERS

-30-20 -10

•ss.

0

10

20 30 A

Figure 4. C-A and δ - | Δ | curves for acid-halide hydrocarbon, alcohol-ester, glycol-ester, and phenol-ester systems

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Prediction of Azeotropism

\ METHANOL )

δ

1

621

δ

1

1

Ό

I

10 c

ι

20 30 ι

40

50 |60

5

10

c

ι

ι

_1

I

Ο

)Δ

δ

I I ι I

HEXAN0LS •ETHERS" * UCDTAMAI c

ETHANOL 1 -ΕΤΗ ÎRSPROPANOLS -f BUI*INUL

15

20 25 |30 )δ

1 Ο 20

ALC( IH0Lδ - Ε ' 'HER > — Ι00| 80

Γ*

40

ι

5

60

80

ι 100,^120

c

Ί HEXANOLS >ETr ERSHEPTANOLS 1

I I I ι ι t i ιr

1

COL--ETH CDC

ο LI

40

40| ι

Ο -30 -20 -10 32

ι

ι 0

ι

10

20 30

δI I I I I

δ

24 -WA TER- ΕΤΗ ERS, ACETALS-

I

1

-30 -20 -10

Δ

0

1

J.

10

20 30 Δ

1

I

1

-60-40 -20 16,

Ο

si

I IνcTAUce II

fiivrni

20

40 60 Δ

I I

WLS -PHI NOL >

—

16 8

• ι

1 1 Ο' 1 Ο 20 40 60

80 Ι00| |Ι20

Ο

Δ

c

20

100

40

40

ι ,ι ι ι °_-60-40 -20 Ο 20

δ

60

I

I

ι ·

1

80 ΙΟΟ| Ι23 Δ)

I

"\ C5

ιη

ι

ι

Ο

ο

40 60 Δ

:

ι

15 κ

η η20

ο

ι

ι

ι

ι

10

1iLCOHOU

GLY<0 L - ΚΕΤ( NES

100 80

12

40

c

-WA 'ER- ΕΤΗΙ :RS, ACET ALS-

16

1

ι

-ΡΗ

I

25 |30 (Δ

EN0LS —

ν ν Ν

I ι ι ι -60-40 -20 Ο 20 4 0 6 0 Λ

1

ι

« I

δI I

1'ΗΕΚ 0LS-- Κ Ε Τ ONE;

i MOI

ι

.

-3 0 - 2 0 -10

_L_

Ο

10

I

ι

20 30 Α

ι

- Η ιΤΤΥ ACI )S-I THE RS-

WLS -ΚΕ- ΟΝΕ

8 4

Ο:,

>

5 c

—

r

ι

Ό

10

15

20

•

25| |30 Δ

Ο

I I I I I

c

—ι

PHEh 0LS--ΚΕΤ ONE;

100 80

100 80

40

40

Ο

I *

ι

30-20 -10

ι

Ο

ι

10

5

I

20 Λ 30

ιr.v I ι'15 ι 20 ι 2 5 3 0 κ η/ιΛ ΟΊΔΙ

10

Μ

3

\

100 80 40

\ 20 ι 4 0 6 0

ι I - 6 0 - 4 0 -20 Ο

Λ

0 Γ10

ι Γ1 5 20

2« 1 . 1 *

ι c —Fi Π7Υ ACICS - E ' "HER S —

1C0I 40LS-ΚΕ" ΟΝΕ 5—

\C

ί5>

I I I

I I I V

Νι .

6 Ο

• • •

I ι 1. ι "Τ- 6 0 - 4 0 - 2 0 Ο 20 40 6 0 Α

Figure 5. C-Δ and δ - | Δ | curves for alcohols-ethers, glycols-ethers, waterethers, acids-ethers, alcohols-ketones, glycol-ketones, alcohols-phenols, and phenols-ketones

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

622

AZEOTROPIC

1 I 1 M ΠΉΑί40L- HYDRO ARB NS ~ 1C 1O

c loo 1

ChteOH 2C

CeHe

-

80

r

100 80

ι

METHANOL-HALOGENATED" HYDROCARBONS^ "CH3OH ' e c u 275

DATA

-

700 mm ~

40

40| ι

0-120-80 -40

ι

ol

0

-60 -40 -20 c I I

r

0

20 40 I

Δ

60

T

ETHANOL-HALOGENATED | HYDROCARBONS

-120 -80 -40

100

c 1 1 1 1 1 PROPA NOLS-HY DROCARBONS C3H7OH CeHe _

801

100

(ALCOHOL-' KE^NEs]—— CH3OH CH3COCH3 CH3OH CHsCOCeHe

8.000 mm.

ΟζΗδΟΗ CH3COC2H8 -l-CzHeOH CH3COC3H7 100 14,000 mm.

40 -120-80-40

0

40

80 Ι20 Δ

-40-20

0

20

40

60 8 0 Δ

Figure 6. C-Δ curves for alcohol-hydrocarbons, alcoholhalide hydrocarbons, and alcohols-ketones Curves show agreement with experimental data at various pressures C: Weight % alcohol Λ hydrocarbon Δ: Boiling point of alcohol minus > halide hydrocarbon boiling water ) ketone

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Vapor-Liquid Equilibrium Diagrams of Alcohol-Ketone Azeotropes as a Function of Pressure 1

E. C. BRITTON, H. S. NUTTING, and L. H. HORSLEY The Dow Chemical Co., Midland, Mich.

Pressure has a marked effect on the azeotropic composition and vapor­ -liquid equilibrium diagrams of alcohol-ketone systems (1). This is due to the fact that the slopes of the vapor pressure curves of alcohols are appreciably greater than for ketones; it results in an unusually large change in the relative boiling points of the components of an alcohol­ -ketone system with change in pressure. As a result of the study of these systems, it has been found that the methanol-acetone azeotrope exhibits the unusual phenomenon of becom­ ing nonazeotropic at both low and high pressures—that is, below 200-mm. pressure the system is nonazeotropic with methanol as the more volatile product, while above 15,000 mm. the system is nonazeotropic with ace­ tone the more volatile component. Some of the equilibrium data for this system and two other alcohol­ -ketoneazeotropes are shown in Figures 1 and 2 on the following pages. The similarity of the diagrams for the different systems at suitable pres­ sures is of interest. For example, the diagram for methanol-acetone at 10,000 mm. corresponds approximately to the diagram for methanol­ -methyl ethyl ketone at 1000 mm. and for ethanol-methyl propyl ketone at 100 mm. Literature Cited (1) Britton, E. C., Nutting, H. S., Horsley, L. H. U.S. Patent 2,324,255 (July 13, 1943).

1

Deceased. 623

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

624

200,

AZEOTROPIC DATA

METHANOLETHANOLMETHYL ETHYL METHYL PROPYL KETONE KETONE

METHANOL ACETONE >r

180

160

r

IV

11

11,09 Omm II 090 mm.

5,4 00 mm.

\

—

140 4,€>30rrim. 120

\

I

2,0 40 m m.

Ι00| α. δ

80 75 7mn

ο m 60

747mm.

)——

Ν

f

V , •

27 5mm

10 0

•

10Omm • —

2 00 mm. 10Omm

20

Î7mnn. —

)

)

40

I\

•71

\

r

20 40

60

kl 80 KX) 0 20 40 Θ0 80100 \\0 WEIGHT PER CENT ALCOHOL

20 40

60

80 100

Figure 1. Vapor-liquid equilibrium diagrams of alcohol-ketone systems at various pressures

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

625

Alcohol-Ketone Azeotropes

METHANOL ACETONE

Ο

METHANOLETHANOLMETHYL ETHYL METHYL PROPYL KETONE KETONE

20 40 60 80 100 0 20 40 60 80100 .0 20 40 60 80100 AVERAGE WEIGHT %ALC0H0L IN LIQUID AND VAPOR IN EQUILIBRIUM

Figure 2.

Difference in composition of vapor and liquid in equilibrium

Shown as a function of corresponding average composition of vapor and liquid for alcohol-ketone systems

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

Graphical Method for Predicting Effect of Pressure on Azeotropic Systems H. S. NUTTING and L. H. HORSLEY The Dow Chemical Co., Midland, Mich.

A rapid and easily applicable method has been found for indicating the effect of pressure on the composition and boiling point of an azeo­ tropic system. The method is based on the use of the Cox vapor pressure chart (1) on which the log of vapor pressure is plotted as a function of 1/(t° C. + 230) to give a straight line over a wide range of pressures. Lecat (2) has considered the use of the vapor pressure curves of azeo­ tropes to indicate the pressure at which a system would become nonazeo­ tropic. However, he plotted in the conventional manner and could obtain the curves only by detailed experimental work. It has been found that the vapor pressure curves of azeotropes are straight lines when plotted on a Cox chart which permits determination of the complete vapor pressure curve from the data at two pressures. Since an azeotrope by definition has either a higher or a lower vapor pressure than that of any of the components, the azeotropic vapor pres­ sure curve will always lie above or below the curves of the components. This is indicated schematically in Figure 1 where A and Β are vapor

AZEOTROPE DISAPPEARS AT Ρ AND P

1

AZEOTROPIC AT ALL PRESSURES

COX SCALE l / ( T ° C . + 230)

Figure 1.

Schematic of vapor pressure curves of binary azeotropes 626

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

627

Effect of Pressure

-

8 8 8 -

ANOL-

LxJ

ϋ

Ο

1 1

1

1—ι

8

1

_J O O Ο

Ο

1 1

Ο

1

Ο ·

1 Ni

?.

1

-L O U <~>

1 J_ ooo ο ooo ο ooo ω

ι

Ό

rι 1

ι—

'AN

TE

ι

Ο

ο ο -

ι—Γ

Ο

Ί0

Β —

I

ο

LU

.1 .

-

Lui

Ο

r—

> Ο ϋ

y

?

s. -

AZE OTRO

1

AZE

r—

-

-

R-ETHAN0L ι ι

Έ

1

C5

:OTRIOPE

Lϋ

ϊ

ΕΤΗ)

Ul\l ν

1

>

S

-

_l

ce Lu

I

-

I

ETHANOL

Lu

-

1

Lu • Ζ

-

U_

-

1

PR — V

,

ι—I

O

— Ν

-

1

S.

-

c

Ν

-

AZEOT ROP

Lu

-

-

1

ER-n- PROP'ANOL—

8

-

I ooo ooo

ο ο

Q Q . C L O^ 000(0 sj-

O O 1Q

2

3iniOS8V &H

l

asa UJLU

.J

1§ Q.

ο ο.

OJ

1

I

ooo

ο

ooo<0 <*· —

1 ,

ο CM

'3UnSS3Ud HOdVA

Figure 2. Azeotropic vapor pressure curves of methanol-methyl ethyl ketone, methanol-acetone, water-n-propanol, and water-ethanol

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.

628

AZEOTROPIC

DATA

pressure curves of the components and C is the vapor pressure of the azeotrope. If curve C crosses either A or B, the azeotropic vapor pressure is no longer greater or less than any of the components and the system will become nonazeotropic at the point of intersection. On the other hand, if the azeotropic curve is parallel to the other curves the system will be azeotropic up to the critical pressure. The method has been successfully applied to numerous systems, four of which are shown in Figure 2. The azeotrope methanol-methyl ethyl ketone became nonazeotropic at 3000 mm. of mercury after it was pre­ dicted that this would occur at 2000 to 4000 mm. The azeotrope methanolacetone was studied in detail after it was predicted that the azeotropism would disappear at both low and high pressures. This system is nonazeo­ tropic below 200 mm. of mercury and above 15,000 mm. compared to predicted limits of 200 to 500 mm. and 10,000 to 20,000 mm. While this is the only azeotropic system known to become nonazeotropic at both low and high pressures, there are indications that the phenomenon occurs in several other systems, contrary to the conclusions of Lecat that such sys­ tems probably do not exist (3). Caution should be used in extrapolating curves to very low pressures because of the possibility of curvature in the vapor pressure lines over a manyfold range of pressures. In cases where only the normal azeotropic boiling point is known, it is possible to predict the effect of pressure on the sytem by drawing the azeotrope curve through the normal boiling point with a slope equal to the average slopes of the component vapor pressure curves. This proce­ dure will permit a fairly accurate prediction of whether the azeotrope will cease to exist below the critical pressure.

Literature Cited (1) Cox, Ind. Eng. Chem., 15, 592 (1923). (2) Lecat, Ann. soc. sci. Bruxelles, 49B, 261-333 (1929). (3) Lecat, "Traité de Chimie Organique," Vol. 1, p. 139, Paris, Grignard, Mason et Cie., 1935.

In Azeotropic Data—III; Horsley, L.; Advances in Chemistry; American Chemical Society: Washington, DC, 1973.