Correlations of partition data of carboxylic acids in water/organic solvent Systems with solvatochromic parameters

Abstract

The partition coefficients of C2-Cg carboxylic acid monomeric forms between water and various organic solvents as well as the dimerization constants have been shown to be well correlated in terms of the solvatochromic parameters; cohesive energy density, dipolarity/polarizability and hydrogen bonding acceptor basicity strength of a solvent. Increasing the latter two parameters stabilizes the monomer relative to the dimer whose formation proceeds via desolvation of carboxyl group and is nearly independent of carboxylic acid alkyl chain.