Abstract
A series of ten Schiff bases were synthesized by condensation of salicylaldehyde and substituted anilines. The acid dissociation constants (Ka) of salicylideneaniline and methyl- , chloro- and nitro-substituted salicylideneanilines have been determined in ethanol–water and dioxan–water binary mixtures (60% (v/v)) by a spectrophotometric (UV–Vis) method at constant ionic strength and at 25°C. The calculated acidity constants, pKa values were evaluated in protonation–deprotonation mechanism. In order to investigate the effects of substituent on the acidity of hydroxy Schiff bases; the applicability of the Hammett equation to the results in two systems of solvent was discussed.
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