A kinetic study of the early steps in the oxidation of chlorophenols by hydrogen peroxide catalyzed by a water-soluble iron(III) porphyrin

Gábor Lente, James H. Espenson

Research output: Contribution to journalArticle

40 Citations (Scopus)

Abstract

The kinetics and mechanism of the initial steps in the oxidation of 2,4,6-trichlorophenol by hydrogen peroxide using iron(III) meso-tetra(4- sulfonatophenyl)porphine chloride as a catalyst were studied in this work. The first oxidation step is the formation of a substituted 1,4-benzoquinone. This step was also studied using a selection of differently substituted chlorophenols. It was shown that the rate constants characteristic for the oxidation of the substrate do not follow the pattern of pKaS, but correlate well with the 13C chemical shifts of the carbon atoms directly bonded to the oxygen in chlorophenols. The kinetics of the catalyzed and uncatalyzed oxidation of 2,6-dichloro-1,4-benzoquinone by hydrogen peroxide was also studied. The catalyzed and uncatalyzed pathways give different products.

Original languageEnglish
Pages (from-to)847-852
Number of pages6
JournalNew Journal of Chemistry
Volume28
Issue number7
DOIs
Publication statusPublished - Jul 2004

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Chlorophenols
Porphyrins
Hydrogen peroxide
Hydrogen Peroxide
Iron
Oxidation
Kinetics
Water
Chemical shift
Chlorides
Rate constants
Carbon
Oxygen
Atoms
Catalysts
Substrates

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

A kinetic study of the early steps in the oxidation of chlorophenols by hydrogen peroxide catalyzed by a water-soluble iron(III) porphyrin. / Lente, Gábor; Espenson, James H.

In: New Journal of Chemistry, Vol. 28, No. 7, 07.2004, p. 847-852.

Research output: Contribution to journalArticle

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