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    • Kinetics of reaction of ethyl bromoacetate with substituted phenoxyacetate ions

      R S Raghavan K Kalavathy

      Organic Chemistry Volume 94 Issue 3 June 1985 pp 481-485

    • Fulltext

       

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/094/03/0481-0485

    • Keywords

       

      Substituent effects; damping effect of oxymethylene group; ion pairs

    • Abstract

       

      The reaction of ethyl bromoacetate with substituted phenoxyacetate ions in 90% aqueous acetone is found to follow total second order kinetics, first order in each reactant. The reaction is accelerated by electron-releasing and retarded by electron-withdrawing substituents in the phenoxyacetate ion. The reaction shows an excellent Hammett fit, ρ=−0·242 at 40°C. The attenuation ratio (πz) is found to be 0·695, indicating the damping effect of the oxymethylene group −O−CH2−. A satisfactory Brönsted correlation is observed for the reaction, α=1·1 at 25°C. The isokinetic relationship is obeyed in the present reaction series, β (isokinetic temperature)=334 K.

    • Author Affiliations

       

      R S Raghavan1 K Kalavathy1

      1. Department of Chemistry, Pachaiyappa’s College, Madras - 600 030, India

    • Dates

       
      Published
      June 1985
      Manuscript received
      27 October 1984

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