Ethylenimine and Other Aziridines

Ethylenimine and Other Aziridines

Chemistry and Applications

1st Edition - January 1, 1969

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  • Author: O Dermer
  • eBook ISBN: 9780323144735

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Ethylenimine and Other Aziridines: Chemistry and Applications deals with the chemistry and applications of ethylenimine and other aziridines. Topics covered include the formation of the aziridine ring as well as the physical and biological properties of aziridines, their polymerization and polymers, and handling and storage. Analytical methods for aziridines and derivatives are also presented. Comprised of eight chapters, this book begins with a discussion on the formation of the aziridine ring through the unimolecular rearrangement of a vicinally substituted amine to an iminium salt; intramolecular displacement by carbanions; elimination-addition reactions; and intramolecular insertion reactions. The next chapter focuses on the thermal, mechanical, electrical and magnetic properties of aziridines, together with properties involving interaction with radiation. The reactions of aziridines, such as ring-preserving and ring-destroying reactions, are also considered. Subsequent chapters explore the polymerization and polymers of aziridines, along with their industrial uses and biological properties. The final chapter is devoted to handling and storage of aziridines in light of their toxicity. This monograph will be of value to students and researchers in the field of chemistry.

Table of Contents

  • Preface

    List of Abbreviations

    1. Formation of the Aziridine Ring

    Historical Background

    Intramolecular Displacement by the Amino Group

    Intramolecular Displacement by Amide Anions

    Intramolecular Displacement by Carbanions

    Elimination-Addition Reactions

    Preparation via Azirines

    Additions to Olefinic Bonds

    Additions to Carbon-Nitrogen Double Bonds

    Intramolecular Insertion Reactions

    Degradative Routes

    2. Physical Properties of Aziridines

    Thermal Properties

    Mechanical Properties

    Properties Involving Interaction with Radiation

    Electrical and Magnetic Properties

    3. Reactions of Aziridines


    Ring-Preserving Reactions

    Ring-Destroying Reactions of Aziridines

    Reactions of Aziridines Occurring at Sites Other than the Aziridine Ring

    4. Polymerization and Polymers of Aziridines



    5. Industrial Applications of Aziridines

    Commercial Development

    Applications of Aziridines in Textile Chemistry

    Use of Aziridine Derivatives in the Paper Industry

    Use of Aziridines in Plastics

    Use of Aziridines in Ion-Exchange Media

    Use of Aziridines and Their Derivatives in Adhesives

    Use of Aziridines and Their Derivatives in Coatings

    Uses of Aziridines in Photography

    Aziridine Derivatives as Surface-Active Agents

    Aziridine Derivatives in Fuels

    Use of Aziridine Derivatives in Lubricants

    Miscellaneous Minor Nonbiological Uses of Aziridines

    6. Biological Properties and Uses of Aziridines


    Mutagenic Effects of Aziridines

    Carcinogenic Effects of Aziridines

    Antimicrobial Effects

    Herbicidal and Insecticidal Effects

    Use of Aziridines as Sexual Chemosterilants

    Toxicology of Aziridines

    Uses of Aziridines as Anticancer Drugs

    Aziridines as Adrenomotor Antagonists

    Aziridines as Sources of Antiradiation Agents

    Use of Aziridines in Synthesis of Other Drugs

    7. Analytical Methods for Aziridines and Derivatives

    Chemical Methods

    Physical Methods

    8. Handling and Storage of Aziridines


    Other Hazards

    Hazards of Derivatives

    Materials of Construction

    Stability and Stabilization

    Industrial Handling


    Subject Index

Product details

  • No. of pages: 606
  • Language: English
  • Copyright: © Academic Press 1969
  • Published: January 1, 1969
  • Imprint: Academic Press
  • eBook ISBN: 9780323144735

About the Author

O Dermer

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