• Mechanistic investigation of oxidation of paracetamol by sodium N-chlorobenzenesulphonamide in acid medium

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    • Keywords

       

      Paracetamol; kinetics of oxidation; chloramine-B; sodium N-chlorobenzenesulphonamide

    • Abstract

       

      Oxidation of paracetamol (PAM) by sodium N-chlorobenzenesulphonamide (chloramine-B or CAB) in HClO4 medium at 30°C was studied. The rate is first order in [CAB]0 and fractional order each in [PAM]0 and [H+]. Variation of ionic strength and addition of the reaction product benzenesulphonamide or halide ions had no significant effect on the reaction rate. The solvent isotope effect was studied using D2O. Decrease in dielectric constant of the medium increases the rate. Activation parameters for the overall reaction have been computed. Michaelis-Menten type of kinetics has been proposed and activation parameters for the rate-limiting step have also been computed. 4-Amino-2,6-dichlorophenol was identified as the oxidation product of PAM. A mechanism consistent with the observed results is proposed and discussed.

    • Author Affiliations

       

      Puttaswamy1 T M Anuradha1

      1. Department of Post-Graduate Studies in Chemistry, Central College, Bangalore University, Bangalore - 560 001, India
    • Dates

       
  • Journal of Chemical Sciences | News

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