DISSOCIATION-CONSTANTS OF CARBOXYLIC-ACIDS AND PHENOLS IN METHANOL DETERMINED BY THE CATALYTIC METHOD

Catalytic constants, k(c), have been determined for the weak acid-cata lyzed mutarotation reaction of N-(p-chlorophenyl)-beta-D-glucopyranosy loamine in methanol, at 25 degrees C. The Bronsted law of catalysis ha s been exploited for calculation of new dissociation constants of a nu mber of carboxylic acids and phenols in methanol. A correlation has be en established between the dissociation constants in methanol, pK(aM), and those in water, pK(aW). The pK(a)W values of benzoic acids have b een correlated with Hammett's substituent constants, sigma, and with t he polar constants of ortho-substituents, sigma(0).