Relationship between Acid Dissociaiton Constants of N 1-Aryl-sulfanilamides and the Hammett Equation

Abstract

1. Acid dissociation constants of twenty one N1-arylsulfanilamides (ArNHSO2C6H4NH2) were exactly determined by the spectrophotometric method at 27±2°C and in an ionic strength of 0.2.2. A modified Hammett relationship for nucleophilic reactions (Eq. 6) can be applied to acid dissociation of N1-arylsulfanilamides and also of N-arylbenzenesulfonamides (Ar·NHSO2C6H5).3. These results show that the modified Hammett relationship should be applied to the dissociation of Ar-NH-SO2- type anilides.