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Periodate Oxidation of Diol and Other Functional Groups
Analytical and Structural Applications
- 1st Edition - January 1, 1970
- Author: Glenn Dryhurst
- Editors: R. Belcher, D. M. W. Anderson
- Language: English
- Hardback ISBN:9 7 8 - 0 - 0 8 - 0 0 6 8 7 7 - 0
- Paperback ISBN:9 7 8 - 1 - 4 8 3 1 - 2 8 3 8 - 2
- eBook ISBN:9 7 8 - 1 - 4 8 3 1 - 6 0 8 0 - 1
Periodate Oxidation of Diol and Other Functional Groups: Analytical and Structural Applications deals with the chemistry of organic periodate oxidations with special reference to… Read more
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Request a sales quotePeriodate Oxidation of Diol and Other Functional Groups: Analytical and Structural Applications deals with the chemistry of organic periodate oxidations with special reference to the study of carbohydrates, along with their analytical and structural applications. This book explores the mechanistic aspects of the periodate reaction; its historical development; the nature of the so-called anomalous reactions; and some of the synthetic uses of periodate oxidation. This book is comprised of seven chapters and opens with a historical background on periodate oxidation, followed by a discussion on the preparation and properties of periodates. The reader is then introduced to the mechanism of periodate oxidation, with particular reference to 1,2-diols and 1,2-hydroxycarbonyl compounds as well as 1,2-diketones, 1,2-aminoalcohols, and active methylene groups. The remaining chapters consider the structure of carbohydrates and related materials; anomalous periodate oxidations; the analytical aspects and applications of periodate oxidation; and a number of tested and generally well-tried analytical procedures such as the Fleury-Lange method, Malaprade method, ion exchange, and spectrophotometric and polarographic techniques. This monograph will be a useful resource for organic chemists and advanced undergraduate students of chemistry.
Preface
Introduction
Chapter 1. History
Literature Cited
Chapter 2. Preparation and Properties of Periodates
Preparation
Solubility
Stability of Aqueous Solutions
Standard Potentials
Ionization of Periodic Acid
Structure of Periodates
Literature Cited
Chapter 3. Mechanism of Period ate Oxidation
1,2-Diols
Kinetics of Periodate Oxidation
Further Evidence for a Cyclic Intermediate
Alternative Mechanisms
Conclusions
1,2-Hydroxycarbonyl Compounds and 1,2-Diketones
1,2-Aminoalcohols
Active Methylene Groups
Literature Cited
Chapter 4. Anomalous Periodate Oxidations
Overoxidation
Sulfur-Containing Compounds
Phenols
Flavanols
Amines
Amino Acids
Unsaturated Sugars
Amino Sugars
Proteins
Oxidations at Elevated Temperature
Oxidations in the Presence of Light
Literature Cited
Chapter 5. Periodate Oxidation in Structural Studies
Structure Assignment Based on Periodate Oxidation Information
Structure Assignment Based on Periodate Oxidation and Other Information
Structure and End-Group Assay of Polysaccharides
Nature of the Product of Periodate Oxidation
Literature Cited
Chapter 6. Analytical Methods
Conditions of the Oxidation
Solvent
Oxidant
Temperature
Light
Concentration of Reactants
Duration of Reaction
pH
Buffer Composition
Determination of Oxidant Consumption
Müller-Friedberger Method
Fleury-Lange Method
Malaprade Method
Discussion of Iodometric Methods
Determination of α-Glycerophosphates in the Presence of ß-Glycerophosphates
Other Methods for Periodate Determination
Spectrophotometric
Ion Exchange
Polarographic
H-Acid
Determination of Glycerol
Determination of Acid Produced
Formic Acid
Titration with Alkali
Determination of Simple Sugars
Influence of Overoxidation
Procedure for Minimizing Overoxidation
Procedure for Determination of Formic Acid and Formate Ester
Potentiometric Titration
Iodometric
Removal of Formic Acid from Solution before Titration
Gasometriç
Spectrophotometric
Mercuric Chloride
Determination of Other Acids
Glyoxylic Acid
Carbonyl Acids
Determination of Formaldehyde
Mercuric Chloride
Dimedone
Chromotropic Acid
Phenylhydrazine-Potassium Ferricyanide
Acetylacetone
Fluorimetric
Determination of Acetaldehyde
Iodometric
Methyl Pentoses in the Presence of Hexoses
Spectrophotometric
Determination of Carbonyl Compounds with 2,4-Dinitrophenylhydrazine
Determination of Ammonia and Amines
Determination of Carbon Dioxide
Recommended General Methods
Oxidation of some Dihydroxy Aminoalkanes
Oxidation of Maltotetraose
Determination of Mixtures of Glycerol, Ethylene Glycol and 1,2-Propylene Glycol
Oxidation on the Microgram Scale
Periodate Oxidation of Borohydride-reduced Oligosaccharides
Polarographic Determination of Ethylene Glycol and 1,2-Propylene Glycol
Conclusions
Literature Cited
Chapter 7. Synthetic and Other Applications of Periodate Oxidations
Literature Cited
Author Index
Subject Index
- No. of pages: 204
- Language: English
- Edition: 1
- Published: January 1, 1970
- Imprint: Pergamon
- Hardback ISBN: 9780080068770
- Paperback ISBN: 9781483128382
- eBook ISBN: 9781483160801
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