Ethylenimine and Other Aziridines - 1st Edition - ISBN: 9780122096501, 9780323144735

Ethylenimine and Other Aziridines

1st Edition

Chemistry and Applications

Authors: O Dermer
eBook ISBN: 9780323144735
Imprint: Academic Press
Published Date: 1st January 1969
Page Count: 606
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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


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


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© Academic Press 1969
Academic Press
eBook ISBN:

About the Author

O Dermer

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