Journal of Sulfur Chemistry p. 123 - 136 (2011)
Update date:2022-08-17
Topics:
Naik, Keerti M.
Nandibewoor, Sharanappa T.
The kinetics of oxidation of 6-mercaptopurine (6-MP) by diperiodatocuprate(III) (DPC) in aqueous alkaline medium at a constant ionic strength of 0.01mol/dm3 was studied spectrophotometrically. The reaction between DPC and 6-MP in an alkaline medium exhibits 1:4 stoichiometry (6-MP:DPC). The reaction is of first order in [DPC] and has less than unit order in both [6-MP] and [alkali]. However, the order of [6-MP] and [alkali] changes from first order to zero order as their concentration increases. Intervention of free radicals was observed in the reaction. An increase in periodate concentration decreases the rate. The oxidation reaction in an alkaline medium has been shown to proceed via a monoperiodatocuprate(III)-6-MP complex, which decomposes slowly in a rate-determining step followed by other fast steps to give the products. The main oxidative products were identified by spot test, IR, GC-MS and HPLC studies. The reaction constants involved in the different steps of the mechanism are calculated. The activation parameters with respect to a slow step of the mechanism are computed and discussed, and thermodynamic quantities are also determined. Figure Presented.
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