Ha. Azab et al., POTENTIOMETRIC DETERMINATION OF THE APPARENT DISSOCIATION-CONSTANTS OF SOME DICARBOXYLIC-ACIDS IN VARIOUS HYDROORGANIC MEDIA, Journal of chemical and engineering data, 42(3), 1997, pp. 593-596
The apparent dissociation constants of malic acid (hydroxybutanedioic
acid), tartaric acid (2,3-dihydroxybutanedioic acid), phthalic acid (1
,2-benzenedicarboxylic acid), and succinic acid (butane-1,4-dioic acid
) were determined at 25 degrees C and ionic strength I - 0.10 mol dm(-
3) KNO3 by potentiometric pH titration in pure water and water + metha
nol, water + ethanol, water + N,N-dimethylformamide, water + dimethyl
sulfoxide, and water + acetonitrile, pK(a) values increase with an inc
rease in the concentration of the organic solvents. These results are
discussed in terms of solvent characteristics. Solvent basicity and st
abilization of the conjugate acid free base by hydrogen-bonding intera
ctions in hydroorganic solvent media relative to pure aqueous media as
well as proton-solvent interaction play an important role in the acid
dissociation equilibrium.