Issue 12, 1987

The oxidation of secondary and tertiary alcohols by nitrous acid

Abstract

The oxidation of 2-phenylpropan-2-ol to acetophenone by nitrous acid in aqueous sulphuric acid takes place following rate-determining dehydration to α-methylstyrene, and the nitrous acid oxidation of 1-arylethanols consists of two competing reactions which are α-hydride abstraction by nitrosonium ion to give the acetophenone and dehydration followed by oxidation of the styrene to give the benzaldehyde.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1987, 870-871

The oxidation of secondary and tertiary alcohols by nitrous acid

R. B. Moodie, S. N. Richards and M. P. Thorne, J. Chem. Soc., Chem. Commun., 1987, 870 DOI: 10.1039/C39870000870

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