Chapter 4. Mass Spectrometry and Gas-Phase Ion Chemistry of Phenols

  1. Zvi Rappoport
  1. Dietmar Kuck

Published Online: 7 OCT 2003

DOI: 10.1002/0470857277.ch4

Phenols

Phenols

How to Cite

Kuck, D. (2003) Mass Spectrometry and Gas-Phase Ion Chemistry of Phenols, in Phenols (ed Z. Rappoport), John Wiley & Sons, Ltd, Chichester, UK. doi: 10.1002/0470857277.ch4

Editor Information

  1. The Hebrew University, Jerusalem, Israel

Author Information

  1. Fakultat fur Chemie, Universitat Bielefeld, Universitatsstraße 25, D-33615 Bielefeld, Germany

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

  • Gaseous Radical Cations Derived from Phenols: Thermochemistry of Some Typical Species and Reactions

  • Unimolecular Fragmentation Reactions of Phenol Radical Cations

    • Loss of CO from Simple Phenol Radical Cations

    • Fragmentation of Alkylphenols

    • Fragmentation of Di- and Trihydroxylated Benzenes and Alkylbenzenes

    • The Phenoxy Cation (‘Phenoxenium Ion’) and the Hydroxyphenyl Cations

  • The Effect of the Hydroxyl Group on the Reversible Intramolecular Hydrogen Transfer in Ionized Phenols

  • Ortho Effects in Substituted Phenols

  • Secondary Fragmentation Reactions of Phenol Radical Cations

  • Miscellaneous Fragmentations of Phenol Radical Cations

  • Chemical Ionization Mass Spectrometry of Phenols

  • Ionized Phenol and Cyclohexa-1,3-dien-5-one (ortho-Isophenol) Generated by Fragmentation of Precursor Ions

    • The Radical Cations of ortho-Isophenol

    • Phenol Ions Generated within Transient Ion/Neutral Complexes during Mass Spectrometric Fragmentation of Alkyl Aryl Ethers

    • Allylphenols and Allyl Phenyl Ethers

    • Lignin Model Compounds: Eugenol, Dehydrodieugenol and Related Compounds

  • Ion/Molecule Reactions of Phenols in the Gas Phase

  • Gaseous Phenol Anions

    • Gas-phase Acidities of Phenols

    • Phenolic Anion/Molecule Adducts [ArO-H X] and [ArO H-X]

    • Negative Chemical Ionization Mass Spectrometry of Phenols

    • Ion/Molecule Complexes Formed during the Unimolecular Fragmentation of Phenolic Anions

  • Miscellaneous Analytical Examples

  • Mass Spectrometry of Calixarenes

  • Phenolic Compounds as Maldi Matrices

  • Acknowledgements

  • References