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Evidence of protonation during the oxidation of some aryl alcohols by permanganate in perchloric acid medium and mechanism of the oxidation processes

✍ Scribed by Pratik K. Sen; Ankan Sanyal; Kalyan K. Sen Gupta

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
503 KB
Volume
27
Category
Article
ISSN
0538-8066

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✦ Synopsis

The oxidation of benzyl alcohol and methoxy-, chloro-, and nitro-substituted benzyl alcohols by permanganate has been studied in aqueous and acetic acid medium in presence of perchloric acid. The reaction is first-order in [Mn04-] and [XCsH4CH20H], but the order is complex with respect to [H'l. Different thermodynamic parameters have been evaluated. The reaction occurs through the protonation of alcohol in a fast preequilibrium followed by a slow rate-determining oxidation step. A two-electron transfer oxidation step has been suggested for benzyl alcohol and chloro-and nitro-substituted alcohols, while the oxidation of methoxy compounds involves a one-electron transfer via a free-radical mechanism.

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