Organic reactive intermediates - 1st Edition - ISBN: 9780124854505, 9780323146272

Organic reactive intermediates

1st Edition

Editors: Samuel McManus
eBook ISBN: 9780323146272
Imprint: Academic Press
Published Date: 28th January 1973
Page Count: 552
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Organic Chemistry: A Series of Monographs, Volume 26: Organic Reactive Intermediates focuses on the study of reactive intermediates. This book discusses the methods of formation and investigation, factors affecting the stability, and reactions of the intermediate. Other topics include the formation and reaction of free radicals; kinetic aspects of free-radical chain reactions; electronic states and structures of carbenes; and formation of transient carbenes and carbenoids in solution. The intermediacy of nitrenes in reactions; electronic structure and spectra; methods of investigating carbonium ions; and reactions of carbonium ions are also elaborated. This publication likewise covers the preparation of carbanions; factors affecting the stability of carbanions; reactions involving radical ions; and methods of investigating arynes. This volume serves as a textbook for the first graduate-level course, as well as a reference for industrial chemists interested in organic reaction mechanisms.

Table of Contents

List of Contributors


1. Free Radicals

I. Introduction

II. Formation of Free Radicals

III. Reactions of Free Radicals

IV. Reactivities of Free Radicals

V. Kinetic Aspects of Free-Radical Chain Reactions


2. Carbenes and Related Species

I. Introduction

II. Electronic States and Structures of Carbenes

III. The Formation of Transient Carbenes and Carbenoids in Solution

IV. Mechanism and Reactivity in Carbene and Carbenoid Reactions

V. Related Species

VI. Conclusion


3. Nitrenes

I. Introduction: Nomenclature and Historical Background

II. Intermediacy of Nitrenes in Reactions

III. Electronic Structure and Spectra

IV. Methods of Generation of Nitrenes

V. Reactions

VI. Nitrenium Ions

VII. Applications


4. Carbonium Ions

I. General Aspects and Historical Background

II. Methods of Investigating Carbonium Ions

III. Methods of Formation

IV. Factors Affecting the Stability of Carbonium Ions

V. Reactions of Carbonium Ions

VI. Bridged Carbonium Ions

VII. Related Species


5. Carbanions

I. General Aspects

II. Methods of Investigation of Carbanions

III. Preparation of Carbanions

IV. Factors Affecting the Stability of Carbanions

V. Reactions of Carbanions


6. Radical Ions

I. Introduction

II. Formation of Radical Ions

III. Methods of Investigation of Radical Ions

IV. Reactions Involving Radical Ions


7. Arynes

I. General Aspects and Historical Background

II. Methods of Investigating Arynes

III. Methods of Formation of Arynes

IV. Factors Affecting the Formation and Stability of Cyclic Acetylenes and Arynes

V. Reactions of Arynes

VI. Hetarynes

VII. Conclusion


Author Index

Subject Index


No. of pages:
© Academic Press 1973
Academic Press
eBook ISBN:

About the Editor

Samuel McManus

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