OXIDATION OF PROPRANOLOL USING CHLORAMINE – T IN HClO4 MEDIUM: A KINETIC AND MECHANISTIC STUDY
Journal Title: International Research Journal of Pharmacy (IRJP) - Year 2012, Vol 3, Issue 6
Abstract
Kinetics and oxidation of Propranolol (PPL) ((RS)-1-(1-methylethylamino)-3-(1-naphthyloxy)propan-2-ol) by sodium – N- chloro – p- toluenesulphonamide (Chloramine – T or CAT) in HClO4 medium at 298K have been studied. The rate was first order in [CAT]o, fractional order in [PPL] and zero order in [H+]. Addition of p-toluenesulphonamide, NaCl and NaBr did not affect the rate of the reaction. Variation in ionic strength did not affect the rate of the reaction indicating that non – ionic species are involved in the rate limiting step. The dielectric effect of the medium was positive. Rate increased with increase in temperature from 288K to 318K. From the linear Arrhenius plot, activation parameters were computed. Addition of reaction mixture to aqueous acrylonitrile solution did not initiate polymerization, showing the absence of free radicals species. Oxidation products were identified. TsNClNa, the reactive species, oxidizes the substrate. Based on kinetic results, reaction stoichiometry and oxidation products, a suitable mechanism have been proposed.
Authors and Affiliations
Ramachandrappa Gowda , Diwya , Pushpa Iyengar
Keywords
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