Dissociation constants of some phenols and homoconjugation constants of the corresponding phenol–phenolate systems in propylene carbonate

Abstract

The dissociation constants of eight phenols and homoconjugation constants of the corresponding phenol–phenolate systems in propylene carbonate were determined from e.m.f. measurements. The results are compared with those obtained previously in acetonitrile and acetone. The effect of the nitro-group on the decrease of the homoconjugation constant is found to be much greater than that of the chloro-substituent. In general, the stability of the homocomplexes increases with the pK_a value of the phenol.