Jones oxidation

Jones oxidation
Named after Ewart Jones
Reaction type Organic redox reaction
Identifiers
Organic Chemistry Portal jones-oxidation
RSC ontology ID RXNO:0000356

The Jones oxidation is an organic reaction for the oxidation of primary and secondary alcohols to carboxylic acids and ketones, respectively. It is named after its discoverer, Sir Ewart Jones. The reaction was an early method for the oxidation of alcohols. Its use has subsided because milder, more selective reagents have been developed, e.g. Collins reagent.[1]

The Jones oxidation
The Jones oxidation

Jones reagent is a solution prepared by dissolving chromium trioxide in aqueous sulfuric acid. To effect a Jones oxidation, this acidic mixture is then added to an acetone solution of the substrate. Alternatively, potassium dichromate can be used in place of chromium trioxide. The oxidation is very rapid and quite exothermic. Yields are typically high. The reagent is convenient and cheap. However, Cr(VI) compounds are carcinogenic, which deters the use of this methodology.

  1. ^ "Chromium-based Reagents". Oxidation of Alcohols to Aldehydes and Ketones. Basic Reactions in Organic Synthesis. 2006. pp. 1–95. doi:10.1007/0-387-25725-X_1. ISBN 0-387-23607-4.