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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/120/05/0475-0480

    • Keywords

       

      Ethyl 𝛼-cyanocinnamate; micellar catalysis; retro-Knoevenagel reaction; hydrophobicity.

    • Abstract

       

      Kinetics of base catalysed hydrolytic cleavage of ethyl 𝛼-cyanocinnamate (ECC) and several para-substituted ECC have been investigated spectrophotometrically in the presence of anionic surfactant sodium laurylsulphate (NaLS). The rate of cleavage of ECC was retarded by NaLS. The pseudo-first order rate constants, $k_{\text{obs}}$, correlate with the Hammett $\sigma^+_p$ - constants. The $\rho^+$ value (0.86) in aqueous medium is less than $\rho^+$ value (1.11) in 0.02 M NaLS. Kinetic data were analysed by Menger-Portnoy and Piszkiwicz model. The substrate-micelle binding constants, $K_s$, correlate with the Hammett 𝜎-constants and Hansch hydrophobicity constants - 𝜋 of the substituents.

    • Author Affiliations

       

      K Rajasekaran1 A Sarathi1 S Ramalakshmi1

      1. Post-Graduate Department of Chemistry, Virudhunagar Hindu Nadars’ Senthikumara Nadar (VHNSN) College, Virudhunagar 626 001

    • Dates

       
      Published
      September 2008
      Manuscript received
      23 November 2007
      Manuscript revised
      19 March 2008

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