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Acidity constants, pKa values, tautomeric and isomeric equilibrium constants, KT and Keq. values, of some 5(6)-substituted benzimidazole-2-thiones and related fixed models, in which the possibility of proton migration is eliminated by replacing the mobile proton with methyl group, were calculated using semi-empirically computed physical and thermodynamic parameters. Full geometry optimization was carried out using semi-empirical AM1, PM3 and PM5 methods. The theoretically calculated acidity constants were compared with the experimental values and a reasonable correlation was observed.

Quantum chemical studies on tautomerism, isomerism and deprotonation of some 5(6)-substituted benzimidazole-2-thiones