Thermodynamic Acidity Constants of Some 3‐Hydroxypropionic Acid Derivatives

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Abstract
The proton dissociation constants of 3‐hydroxypropionic acids bearing the biphenylyl or the cyclohexylphenyl group in position 2 were determined potentiometrically at 25°C. Because of the low solubility of the compounds in water, a DMSO/water mixture (80:20) (w/w), which is approximately equimolar in its components, was used as the solvent. Acidity constants in pure water could be estimated by means of a previously established linear free energy relationship. Substituent effects on the acidity and on the hydrophilic hydrophobic balance of the molecules of the title acids are briefly discussed.