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Interscience Publishers, 1960. — 613 p.
The <em>Chemistry of Heterocyclic Compounds has been published since 1950 under the initial editorship of Arnold Weissberger, and later, until his death in 1984, under the joint editorship of Arnold Weissberger and Edward C. Taylor. In 1997, Peter Wipf joined Prof. Taylor as editor. This series attempts to make the extraordinarily complex and diverse field of heterocyclic chemistry as organized and readily accessible as possible. Each volume has traditionally dealt with syntheses, reactions, properties, structure, physical chemistry, and utility of compounds belonging to a specific ring system or class (e.g., pyridines, thiophenes, pyrimidines, threemembered ring systems). This series has become the basic reference collection for information on heterocyclic compounds.<strong>Contents Frontmatter Properties and Reactions of Pyridine and its Hydrogenated Derivatives Synthetic and Natural Sources of the Pyridine Ring Subject Index
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PYRIDINE A N D ITS DERIVATIVES In Four Parts
PART ONE
Tbii ic Part One of tbc fonrtrcntb volams finblirbcrl in tbr wries
THE CHEMISTRY OF HETEROCYCLIC COMPOUNDS
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THE CHEMISTRY OF HETEROCYCLIC COMPOUNDS A SERIES OF MONOGRAPHS
ARNOLD WEISSBERGER, Consulting Editor 1).
ContriOutors to This Pnrt
R. A. Barnes Rutgers, The Slate University, New Rrunswick, New Jersey
Frederick Brody American Cyanamid Compnny, Bound Brook, New Jersey
Philip R. Ruby American Cyanamid Company. Rotcnd Brook, New Jersey
PYRIDINE and Its Derivatives Part One
Erwin Klingsberg, Editor Atircricon Cyanamid vompany, Bound Brook, New Jersey
1960
INTERSCIENCE PUBLISHERS, INC., NEW YORK INTERSCIENCE PUBLISHERS LTD., LONDON
Copyright 0 1960 by Interscience Publishers, Inc.
All Rights Reserved Library of Congress Catalog Card Number 59-13038
INTERSCIENCE PUBLISHERS, INC., 250 Fifth Avenue, New York 1, N. Y. For Great Britain and Northern Ireland:
Interscience Publishers, Ltd., 88/90 Chancery Lane, London, W.C.2
The Chemistry of Heterocyclic Compounds T h e chemistry of heterocyclic compounds is one OE the most complex branches of organic chemistry. I t is equally interesting for its theoretical implications, for the diversity of its synthetic procedures, and for the physiological and industrial significance of heterocyclic compounds. A field of such importance and intrinsic difficulty should be made as readily accessible as possible, and the lack of a modern detailed and comprehensive presentation of heterocyclic chemistry is therefore keenly felt. I t is the intention of the present series to fill this gap by expert presentations of the various branches of heterocyclic chemistry. T h e subdivisions have been designed to cover the field in its entirety by monographs which reflect the importance and the interrelations of the various compounds and accommodate the specific interests of the authors. Reseurch Llrborutories Eastman Koduk Company Rochester, New York
ARNOLD WEISSBERCER
Preface It is hoped that the organization of this monograph will prove to be self-explanatory, but a few general observations are in order. Chemical compounds are tabulated exhaustively by the principle of latest position. Thus halogenated pyridinecarboxylic acids are found in Chapter X rather than VI, but hydroxy acids in Chapter XII. T h e principal exceptions are the quaternary compounds, which proved too numerous to be catalogued, and the N-oxides, which are included in Chapter IV irrespective of nuclear substitution. Other exceptions are explained where they occur. T h e principle of latest position does not apply to reactions. All reactions for