Chapter 16. Transient Phenoxyl Radicals: Formation and Properties in Aqueous Solutions

  1. Zvi Rappoport
  1. S. Steenken1 and
  2. P. Neta2

Published Online: 7 OCT 2003

DOI: 10.1002/0470857277.ch16

Phenols

Phenols

How to Cite

Steenken, S. and Neta, P. (2003) Transient Phenoxyl Radicals: Formation and Properties in Aqueous Solutions, in Phenols (ed Z. Rappoport), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470857277.ch16

Editor Information

  1. The Hebrew University, Jerusalem, Israel

Author Information

  1. 1

    Max-Planck-Institut für Strahlenchemie, D-45413 Mülheim, Germany. Fax: 208-304-3951

  2. 2

    National Institute of Standards and Technology, Gaithersburg, Maryland 20899, USA. Fax: 301-975-3672

Publication History

  1. Published Online: 7 OCT 2003
  2. Published Print: 22 JUL 2003

Book Series:

  1. PATAI'S Chemistry of Functional Groups

Book Series Editors:

  1. Zvi Rappoport

Series Editor Information

  1. The Hebrew University, Jerusalem, Israel

ISBN Information

Print ISBN: 9780471497370

Online ISBN: 9780470857274

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Summary

This chapter contains sections titled:

  • Introduction

  • Formation of Phenoxyl Radicals

    • Oxidation of Phenols by Metal Ions

    • Oxidation of Phenols by Free Radicals

    • Oxidation of Phenols by Radical Cations

    • Reaction of Phenols with Hydroxyl Radicals. The Addition/Elimination Mechanism

    • Formation of Phenoxyl Radicals by Oxidative Replacement of Substituents

    • Formation of Phenoxyl Radicals by Intramolecular Electron Transfer

    • Formation of Phenoxyl Radicals from Phenols and Hydroxyphenols by Reaction with O2 and/or O2·− (Autoxidation)

  • Properties of Phenoxyl Radicals

    • Electron Spin Resonance Spectra of Phenoxyl Radicals

      • Phenoxyl and Monosubstituted Phenoxyl Radicals

      • Phenoxyl Radicals with Extended π-systems

      • Kinetic ESR Measurements

      • Comparison with Isoelectronic Radicals

    • Optical Spectra of Phenoxyl Radicals

    • Acid–Base Equilibria of Phenoxyl Radicals

    • Reactions of Phenoxyl Radicals

    • Reduction Potentials of Phenoxyl Radicals

  • References