BASICITY OF N-ARYLGLUCOPYRANOSYLAMINES IN METHANOL

Basicities of p-toluidine, m-toluidine, p-chloroaniline, m-chloroanili ne and m-nitroaniline N-glucopyranosylamines have been determined by p otentiometric titration in methanol at 25 degrees C. The pK(b) values of successive N-glucosides have been derived from the Bronsted relatio n, log k = f (pK(b)), using the rate constants of mutarotation, k. The same relationship served for the determination of basicities of sever al substituted anilines in methanol at 25 degrees C. Basicity constant s of the aniline derivatives and of the N-arylglucopyranosylamines in methanol have also been correlated with analogous constants of the com pounds in water.