The acid dissociation of arenesulphonamides: σHet constants for thia- and oxa-substituents in five-membered S-linked heterocycles and effects of substituents in the N-linked aromatic ring

Abstract

The acidity constants of 50 heteroarenesulphonamides in 50% w/w water–ethanol at 20 °C are reported. Values of σ constants for the heteroatoms at the α- and β-positions of the S-linked five-membered ring are derived and compared with those in the literature. Effects of substituents in the N-linked ring of heteroarenesulphonanilides are also discussed.