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      Permanent link:
      https://www.ias.ac.in/article/fulltext/jcsc/101/01/0075-0082

    • Keywords

       

      α-Chloroacetanilides; intramolecular hydrogen bond; rotational isomerism; bisecting conformation; stabilities of conformations

    • Abstract

       

      The conformational analyses of α-mono, α-di and α-trichloroacetanilides have been carried out using IR spectroscopy. α-Monochloro, dichloro and trichloroacetanilides were found to exist in only one conformation in CH2Cl2 and CHC13. The existence of all these anilides in single conformation is due to intramolecular H-bond formation between N−H and Cl.

      In CH3CN, the broadening of C–0 bands of monochloroacetanilides and their bifurcation in α-dichloroacetanilides indicated the existence of two rotamers due to the breaking of chelation by the solvent.

    • Author Affiliations

       

      G Venkateshwarlu1 P Padmavathi Reddy1 B Subrahmanyam1

      1. Department of Chemistry, Osmania University, Hyderabad - 500007, India

    • Dates

       
      Published
      February 1989
      Manuscript received
      12 July 1988
      Manuscript revised
      19 November 1988

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