Kinetics of the reactions of 4-nitrochlorobenzene with substituted phenolates in an aprotic polar solvent

The kinetics of 4-nitrochlorobenzene reactions with substituted phenolates in the medium of N,N-dimethylacetamide was studied. The Bronsted relation i s fulfilled by substituted potassium phenolates: the nucleophilicity of phe nolates increases with an increase in their basicity. The rate-limiting ste p in the reactions of 4-nitrochlorobenzene with substituted phenolates and potassium resorcinate is changed from the phenoxide anion to the phenoxide dianion. In the latter case, electron transfer from the resorcinate dianion with the generation of radical species can be responsible for the reaction rate.