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    • Kinetics and mechanism of oxidation of aromatic secondary alcohols by Tl(III) acetate

      V S Srinivasan N Venkatasubramanian

      Organic Volume 87 Issue 8 August 1978 pp 219-227

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/087/08/0219-0227

    • Keywords

       

      Tl(III) oxidation of secondary alcohols; mechanism; kinetic isotope effect

    • Abstract

       

      The kinetics of oxidation of ortho, meta and para substituted α-phenyl ethyl alcohols by Tl(III) shows that these reactions are susceptible to electronic influences. The negative ρ(−2·11) points to the formation of electron deficient carbon atom. The oxidation of benzhydrol exhibits a kinetic isotope effect 6·4. The Tl(III) oxidation of l-phenyl propyl alcohol, 4-chloro benzhydrol, 1-naphthyl methyl carbinol, 2-naphthyl methyl carbinol and fluorenol has been studied. A mechanism involving the loss of hydrogen atom as a hydride ion is proposed. The thermodynamic parameters of the reaction are also presented.

    • Author Affiliations

       

      V S Srinivasan1 N Venkatasubramanian1

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

    • Dates

       
      Published
      August 1978
      Manuscript received
      10 December 1977
      Accepted
      9 May 1978

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