QSPR studies on solubilities of some given solutes in pure solvents using frontier orbital energies and theoretical descriptors derived from electrostatic potentials on molecular surface

Electrostatic potential calculations have been performed at HF/6-31G* level for a group of 78 pure solvent molecules. Linear correlation between the solubilities of naphthalene, phenanthrene, anthracene, biphenyl, acenaphthene, hexachlorobenzene, benzil, thioxanthen-9-one, diphenyl sulfone and diuron in pure solvents and the theoretical descriptors of solvents have been established by multiple regression method, and the significance of these models have been analyzed from the viewpoint of intermolecular interactions between solute and solvent. It appears that V-s,V-min, V-s,V-max, II and tau, together with the frontier orbital energy epsilon(HOMO) and epsilon(LUMO) can be well used to express the quantitative structure-solubility relationships of the above compounds.