The Proton: Applications to Organic Chemistry - 1st Edition - ISBN: 9780126703702, 9780323155878

The Proton: Applications to Organic Chemistry

1st Edition

Authors: Ross Stewart
eBook ISBN: 9780323155878
Imprint: Academic Press
Published Date: 28th January 1985
Page Count: 324
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Description

The Proton: Applications to Organic Chemistry deals with several aspects of the proton drawn from organic chemistry.

This book begins with an introductory chapter, followed by discussions on the strengths of neutral organic acids and neutral organic bases. The mode of transfer of hydrogen in its three forms—H+, H•, and H-, alternative sites of protonation or deprotonation of organic compounds, and acid-base chemistry of unstable and metastable species are also elaborated. This text concludes with a presentation of the activation induced in organic molecules by proton addition or removal and its catalytic effects.

This publication is intended for practicing organic chemists and researchers conducting work on protons.

Table of Contents


Preface


1 Introduction


I. Water and the Reference State


II. Acid-Base Equilibria: Terms and Symbols


III. Limitations on Water as a Medium for Acid-Base Measurements


References


2 Strengths of Neutral Organic Acids


I. Introduction


II. Oxygen Acids


III. Sulfur Acids


IV. Carbon and Nitrogen Acids


References


3 Strengths of Neutral Organic Bases


I. Introduction


II. Amidines and Guanidines


III. Amines


IV. Amides


V. Oxygen Bases


VI. Carbon Bases


VII. Sulfur Compounds


VIII. Effect of Oxidation State on Basicity


References


4 Proton Transfer, Hydrogen Atom Transfer, and Hydride Transfer


I. Introduction


II. The Geometry of Hydrogen Transfer


III. Hydrogen Isotope Effects as a Criterion of Mechanism in Proton and Hydride Transfer


IV. Competition Among Proton, Hydrogen Atom, and Hydride Transfer Processes


References


5 Alternative Sites of Protonation and Deprotonation


I. Introduction


II. Alternative Sites of Protonation


III. Alternative Sites of Deprotonation


IV. Amphiprotic Systems That Form Zwitterions


References


6 Acidity and Basicity of Unstable and Metastable Organic Species


I. Introduction


II. Organic Free Radicals


III. Electronically Excited States


IV. Tetrahedral Intermediates


References


7 Activation of Organic Molecules by Acids and Bases


I. Introduction


II. Specific Acid and Specific Base Catalysis


III. General Acid and General Base Catalysis


IV. Reactions Conducted under Strongly Acidic or Strong

Details

No. of pages:
324
Language:
English
Copyright:
© Academic Press 1985
Published:
Imprint:
Academic Press
eBook ISBN:
9780323155878

About the Author

Ross Stewart

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