Collect. Czech. Chem. Commun. 1984, 49, 2593-2601

Solvent effect in dissociation of substituted benzenesulphonamides in dimethylformamide, dimethyl sulphoxide, and acetonitrile

Miroslav Ludwig, Oldřich Pytela and Miroslav Večeřa

Department of Organic Chemistry, Institute of Chemical Technology, 532 10 Pardubice


Dissociation constants of fifteen substituted arenesulphonamides of general formula XC6H4.SO2NH2 (or X2C6H3SO2NH2) have been measured by potentiometric titration in dimethylformamide, dimethyl sulphoxide, and acetonitrile. The Hammett substitution correlations have been calculated and interpreted for these media. The pKHA values measured and the results published earlier for methanol, ethanol, and water have been treated by multiple linear regresion using the published set of the parameters characterizing solvents and by factor analysis using the short cycle and the target testing method.