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Ethylenimine and Other Aziridines
Chemistry and Applications
1st Edition - January 1, 1969
Author: O Dermer
eBook ISBN:9780323144735
9 7 8 - 0 - 3 2 3 - 1 4 4 7 3 - 5
Ethylenimine and Other Aziridines: Chemistry and Applications deals with the chemistry and applications of ethylenimine and other aziridines. Topics covered include the formation… Read more
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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.
PrefaceList of Abbreviations1. 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 Routes2. Physical Properties of Aziridines Thermal Properties Mechanical Properties Properties Involving Interaction with Radiation Electrical and Magnetic Properties3. Reactions of Aziridines Introduction Ring-Preserving Reactions Ring-Destroying Reactions of Aziridines Reactions of Aziridines Occurring at Sites Other than the Aziridine Ring4. Polymerization and Polymers of Aziridines Polymerization Polymers5. 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 Aziridines6. Biological Properties and Uses of Aziridines Introduction 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 Drugs7. Analytical Methods for Aziridines and Derivatives Chemical Methods Physical Methods8. Handling and Storage of Aziridines Toxicity Other Hazards Hazards of Derivatives Materials of Construction Stability and Stabilization Industrial HandlingReferencesSubject Index