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T. S. Kiran, D. C. Hiremath, S.T. Nandibewoor
Oxidation of N-(4-Hydroxyphenyl) Acetamide (Paracetamol) Drug by Diperiodatocuprate(III) in Aqueous Alkaline Medium by Stopped Flow Technique
Keywords: Kinetics, mechanism, paracetamol drug, Oxidation, Diperiodatocuprate (III)
The kinetics of oxidation of anti-pyretic drug, paracetamol (PAM) by diperiodatocuprate (III) (DPC) in alkaline medium at a constant ionic strength of 0.10 mol dm - 3 was studied spectrophotometrically. The reaction between DPC and paracetamol in alkaline medium exhibits 1:4 stoichiometry (paracetamol: DPC). The reaction is of first order in [DPC] and has less than unit order in [PAM] and negative fractional order in [alkali]. Intervention of free radicals was observed in the reaction. The oxidation reaction in alkaline medium has been shown to proceed via a DPC-paracetamol complex, which decomposes slowly in a rate determining step followed by other fast steps to give the products. The main products were identified by spot test, IR, NMR and GC-MS. The reaction constants involved in the different steps of the mechanism are calculated. The activation parameters with respect to slow step of the mechanism are computed and discussed and thermodynamic quantities are also determined.
Zeitschrift für Physikalische Chemie, Oldenbourg Wissenschaftsverlag
Print ISSN: 0942-9352
Volume: 221, 04/2007
Pages: 501 - 517