Acyl trifluoroacetates. Part II. The influence of an alkaline aqueous phase on the reaction of phenols with acetyl trifluoroacetate in carbon tetrachloride

Abstract

The change in product from phenyl acetate to phenyl trifluoroacetate which occurs when solutions of a phenol and acetyl trifluoroacetate in carbon tetrachloride are brought into contact with saturated aqueous potassium hydrogen carbonate solution appears to be dependent upon the conversion of the phenol into its anion. It can be interpreted as a shift in the relative importance of bond formation and bond fission in the acylation reaction.