Reaction Kinetics and Mechanism of Copper(II) Catalyzed Oxidative Deamination and Decarboxylation of Ornithine by Peroxomonosulfate

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Department of Chemistry, B.S. Abdur Rahman University, Chennai 600048, India
*E-mail: [email protected]. Fax: +91 44 22750520.
Cite this: Ind. Eng. Chem. Res. 2012, 51, 18, 6310–6319
Publication Date (Web):March 31, 2012
https://doi.org/10.1021/ie202409p
Copyright © 2012 American Chemical Society
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Abstract

Copper(II) catalyzed and uncatalyzed oxidation of ornithine by peroxomonosulfate (PMS) was studied in acetic acid–sodium acetate buffered medium (pH 3.6–5.2). The catalyzed reaction was 2.6 times faster than the uncatalyzed reaction. The catalytic constant kc obtained in this study was 0.15 mol–1 dm3 s–1. A negative value of entropy of activation obtained in this reaction revealed that the transition state was more rigid than the reactants. ESR spectral data ruled out the participation of free radical intermediate. Cyclic voltammetric and absorption studies confirmed the formation of copper–ornithine–PMS complex. HPLC analysis revealed that the product formed in this reaction was 4-aminobutanal, which was confirmed by NMR spectra.

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