Mechanism of the permanganate oxidation of unsaturated compounds. Part III. Intermediates in the oxidation of maleic and fumaric acids

Miklós Jáky, Lászlo I. Simándi, László Maros, I. Molnár-Perl

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35 Citations (Scopus)

Abstract

The intermediates in the permanganate oxidation of maleic and fumaric acids have been studied in acidic solutions. The accumulation and decay of manganese(III) has been demonstrated by the stopped-flow technique. The concomitant four-electron oxidation of the substrates leads to the formation of formyl(hydroxy)acetic acid. The subsequent reactions reveal a complex pattern in which hydroxymalonic, glyoxylic, and oxalic acid are further intermediates. The product distribution has been determined as a function of the pH and the mole ratio of the reactants. A reaction scheme is suggested which rationalises the observed behaviour.

Original languageEnglish
Pages (from-to)1565-1569
Number of pages5
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number11
Publication statusPublished - 1973

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Unsaturated compounds
Oxalic Acid
Oxidation
Manganese
Acetic Acid
Electrons
Substrates
maleic acid
fumaric acid
permanganic acid

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Mechanism of the permanganate oxidation of unsaturated compounds. Part III. Intermediates in the oxidation of maleic and fumaric acids. / Jáky, Miklós; Simándi, Lászlo I.; Maros, László; Molnár-Perl, I.

In: Journal of the Chemical Society, Perkin Transactions 2, No. 11, 1973, p. 1565-1569.

Research output: Contribution to journalArticle

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