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    • Reaction of ethyl bromoacetate with substituted naphthoate ions

      K Rajasekaran C Gnanasekaran

      Organic Volume 97 Issue 1 July 1986 pp 47-53

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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/097/01/0047-0053

    • Keywords

       

      Ethyl bromoacetate; substituted naphthoate ions; Hammett equation; reactivity-selectivity principle; isoselective relationship

    • Abstract

       

      Rate constants for the reaction of ethyl bromoacetate with three series of substituted naphthoate ions have been measured in an acetone-water mixture (90% v/v). Using σp values rate constants at 30o correlate well with the Hammett equation yielding ρ=−0.54, −0.19 and −0.25 for (4,1−), (6,1−) and (6,2−) series, respectively. Comparison of these ρ values with those of the reaction of phenacyl bromide reveals the failure of the reactivity-selectivity principle RSP in these reactions. Failure of RSP has been explained in terms of isoselective temperature.

    • Author Affiliations

       

      K Rajasekaran1 C Gnanasekaran1

      1. Department of Chemistry, VHNSN College, Virudhunagar - 626 001, India

    • Dates

       
      Published
      July 1986
      Manuscript received
      17 October 1985
      Manuscript revised
      25 March 1986

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