Azides and Nitrenes

Azides and Nitrenes

Reactivity and Utility

1st Edition - September 11, 1984

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  • Editor: Eric Scriven
  • eBook ISBN: 9780323146234

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Azides and Nitrenes: Reactivity and Utility provides information pertinent to the fundamentals aspects of the chemistry of azides and nitrenes. This book discusses the mechanism and synthetic applications of alkyl azides. Organized into 10 chapters, this book begins with an overview of the properties and chemistry of alkyl azides and alkylnitrenes. This text then examines the various pathways to the preparation of vinyl azides. Other chapters consider the magnetic resonance spectrum of phenyl azide, which may be taken as a representative to which more complex examples can be related. This book discusses as well the acyl azides and acylnitrenes that have their nitrogen function attached to electron-withdrawing groups not possessing a heteroatom bearing an unshared electron pair next to the nitrogen function. The final chapter deals with the main uses for organic azides involved in photochemical cross-linking of polymeric systems. This book is a valuable resource for chemists, spectroscopists, and theoreticians.

Table of Contents

  • Contributors


    1. Alkyl Azides and Nitrenes

    I. Introduction

    II. Physical Properties

    III. Theoretical Aspects

    IV. Preparation of Alkyl Azides

    V. Mechanistic Aspects of the Decomposition of Alkyl Azides

    VI. Synthetic Applications


    2. Vinyl Azides and Nitrenes

    I. Introduction

    II. Synthesis of Vinyl Azides

    III. Reactions of Vinyl Azides

    IV. Vinylnitrenes


    3. Aryl and Heteroaryl Azides and Nitrenes

    I. Introduction

    II. Preparative Methods

    III. Reactions


    4. Acyl Azides and Nitrenes

    I. Introduction

    II. Preparation of Acyl Azides

    III. Spectra of Acyl Azides

    IV. Cycloaddition Reactions of Acyl Azides

    V. Nucleophilic Additions to the Azido Group of Acyl Azides

    VI. Radical Reactions of Acyl Azides

    VII. Acyl Azide Rearrangement with Loss of Nitrogen

    VIII. Acylnitrenes


    5. Azides and Nitrenes Attached to Elements Other than Carbon

    I. Azides Attached to Elements Other than Carbon

    II. Nitrenes Attached to Elements Other than Carbon


    6. Nitrenium Ions

    I. Introduction

    II. Theoretical Calculations and Spectroscopy

    III. Alkylnitrenium Ions

    IV. Arylnitrenium Ions

    V. Miscellaneous Nitrenium Ions

    VI. Biological Properties


    7. Physical and Spectroscopic Methods

    I. Introduction

    II. Nitrene and Simple Alkyl Derivatives

    III. Aromatic Nitrenes

    IV. Aminonitrenes

    V. Nitrenium Ions

    VI. Conclusions and Outlook


    8. Gas-Phase and Matrix Studies

    I. Introduction

    II. Alkyl Azides and Nitrenes

    III. Acyl, Thioacyl, and Carbamoyl Azides and Nitrenes

    IV. Cyanogen Azide and Cyanonitrene

    V. Aryl Azides and Nitrenes

    VI. Phenylnitrene Radical-Cation

    VII. Phenylnitrene Radical-Anion


    9. Photoaffinity Labeling and Related Techniques

    I. Introduction

    II. Photochemistry of Aryl Azides

    III. Photoaffinity Labeling

    IV. Photochemical Cross-linking

    V. Membrane Topography

    VI. Aryl Azides Compared with Other Photochemical Reagents

    VII. Future Directions


    10. Industrial Applications

    I. Photoresists and Printing Plates

    II. Rubber Vulcanization

    III. Cross-linking of Other Polymers

    IV. Coupling Agents

    V. Modification of Polymer Surfaces

    VI. Tire-Cord Adhesives

    VII. Dyes

    VIII. Polymer Additives

    IX. Blowing Agents and Gas Generators

    X. Explosives and Propellants

    XI. Biological Activity

    XII. Polymerization Initiators

    XIII. Miscellaneous Applications



Product details

  • No. of pages: 556
  • Language: English
  • Copyright: © Academic Press 1984
  • Published: September 11, 1984
  • Imprint: Academic Press
  • eBook ISBN: 9780323146234

About the Editor

Eric Scriven

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