Solvolysis of Phenylacetyl Chlorides in Methanol-Acetonitrile Mixtures

摘要

The methanolysis reactions of phenylacetyl chlorides have been investigated in methanol-acetonitrile mixtures at temperatures ranging - 15.0-0.0∩. Substituent and solvent effects on the rate supported an associative SN2 mechanism for the solvolysis. Activation parameters indicated that the reaction is entropy controlled, while the a/s ratios of the Taft`s solvactochromic correlation proved to be remarkably constant with a typical value of 0.50 that is consistent for the reactions proceeding by a typical SN2 path.