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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/088/05/0329-0335

    • Keywords

       

      Hammett correlation; O-alkylation evidence; solvent influence; nucleophilic substitution; benzylic carbon; ambident nucleophile

    • Abstract

       

      The kinetics of reaction between benzyl chloride and phenol (or substituted phenols) in the presence of sodium hydroxide have been investigated. A differential application of the effect of substituents on the reaction rate to distinguish between a rate-limiting oxygen or carbon attack has been attempted. Considerable scatter in the Hammett plot for the latter attack points to an essentially O-alkylation. The rate constants correlate well with pKa values of the different phenols. The influence of salt and solvent on the reaction rate suggests this reaction to be an ion-dipole one.

    • Author Affiliations

       

      K Madhavan1 V S Srinivasan1 N Venkatasubramanian1

      1. Department of Chemistry, Vivekananda College, Madras - 600 004
    • Dates

       
  • Journal of Chemical Sciences | News

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