Study of the base-catalysed oxidation of the anti-bacterial and anti-protozoal agent metronidazole by permanganate ion in alkaline medium

Study of the base-catalysed oxidation of the anti-bacterial and anti-protozoal agent... The mechanism of dismutation of MnO4 2− via the complex [MTZ–MnO4·OH]2−, formed during the oxidation of metronidazole (MTZ), has been investigated spectrophotometrically at different temperatures. The stoichiometry of the reaction is 1:1, i.e. 1 mol MTZ reacts with 1 mol Mn(VII).The reaction is first order in permanganate, less than first order in [MTZ] and [alkali]. The effects of added products and the dielectric constant and ionic strength of the reaction medium were investigated. The main products were identified by spot test and FT-IR. A mechanism involving a free radical has been proposed. In the equilibrium step MTZ binds to the MnO4 − species to form a complex (C). Investigation of the reaction at different temperatures enabled determination of the activation data for the slow step of proposed mechanism. The proposed mechanism and the derived rate laws are consistent with the observed kinetics. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Study of the base-catalysed oxidation of the anti-bacterial and anti-protozoal agent metronidazole by permanganate ion in alkaline medium

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Publisher
Springer Netherlands
Copyright
Copyright © 2013 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-013-1075-6
Publisher site
See Article on Publisher Site

Abstract

The mechanism of dismutation of MnO4 2− via the complex [MTZ–MnO4·OH]2−, formed during the oxidation of metronidazole (MTZ), has been investigated spectrophotometrically at different temperatures. The stoichiometry of the reaction is 1:1, i.e. 1 mol MTZ reacts with 1 mol Mn(VII).The reaction is first order in permanganate, less than first order in [MTZ] and [alkali]. The effects of added products and the dielectric constant and ionic strength of the reaction medium were investigated. The main products were identified by spot test and FT-IR. A mechanism involving a free radical has been proposed. In the equilibrium step MTZ binds to the MnO4 − species to form a complex (C). Investigation of the reaction at different temperatures enabled determination of the activation data for the slow step of proposed mechanism. The proposed mechanism and the derived rate laws are consistent with the observed kinetics.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Feb 10, 2013

References

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