• Oxidation of secondary alcohols by sodium N-bromobenzene-sulphonamide: A kinetic study

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      https://www.ias.ac.in/article/fulltext/jcsc/102/01/0065-0072

    • Keywords

       

      Bromamine-B; secondary alcohols; kinetics; acid medium

    • Abstract

       

      The kinetics of oxidation of 2-propanol, 2-butanol, 2-pentanol, 2-hexanol and 2-heptanol to the respective ketones by sodium N-bromobenzenesulphonamide (bromamine-B) in presence of HCl was studied at 40°C. The rate shows a first-order dependence on both [oxidant]0 and [alcohol]0 and is fractional in [H+] and [Cl]. The proposed mechanism assumes the formation of a hypobromite in the rate-limiting step followed by a fast reaction to form products. The magnitude of the solvent isotope effect, $${{k'_{H_2 O} } \mathord{\left/{\vphantom {{k'_{H_2 O} } {k'_{D_2 O} }}} \right.\kern-\nulldelimiterspace} {k'_{D_2 O} }}$$is 0–90. The rates do not correlate satisfactorily with Taft’s substituent constants. An isokinetic relation is observed with β=331 K indicating enthalpy as a controlling factor.

    • Author Affiliations

       

      K Mohan1 D S Mahadevappa1 Puttaswamy1

      1. Department of Studies in Chemistry, University of Mysore, Manasagangothri, Mysore - 570 006, India
    • Dates

       
  • Journal of Chemical Sciences | News

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