All
oxidations meet criteria 1 and 2, and many meet criterion 3, but
this is not always easy to demonstrate. Alternatively, an oxidation
can be described as a
transformation of an organic substrate that
can be rationally dissected into steps or
primitive
changes. The latter consist in removal of one or several
electrons from the substrate followed or preceded by gain or loss
of water and/or
hydrons or hydroxide ions, or by
nucleophilic substitution by water or its
reverse and/or by an
intramolecular molecularrearrangement. This formal definition allows the
original idea of oxidation (combination with oxygen), together with
its extension to removal of hydrogen, as well as processes closely
akin to this type of
transformation (and generally regarded in
current usage of the term in organic chemistry to be oxidations and
to be effected by '
oxidizing agents') to be descriptively related
to definition 1. For example the oxidation of methane to
chloromethane may be considered as follows:
Source:
PAC, 1994, 66, 1077
(Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994))
on page 1148
Cite as:
IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by
A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997).
XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic,
J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8.
https://doi.org/10.1351/goldbook.