Solubility of diphenyl sulfone in organic nonelectrolyte solvents. Comparison of observed versus predicted values based upon the general solvation model

Abstract

Experimental solubilities are reported for diphenyl sulfone dissolved in 8 alkane, 10 alcohol, and in aqueous solvent media at 25°C. Results of these measurements are used to test the predictive ability of the general solvation model log CA,orgsat/CA,aqsat = c + rR2 + sπ2H + aΣα2H + bΣβ2H + vVxwhere CA,orgsat and CA,aqsat refer to the solute solubility in the organic solvent and in water, respectively, R2 is the solute's excess molar refraction, Vx is the McGowan characteristic volume of the solute, π2H denotes the solute's dipolarity/ polarizability, and Σα2H and Σβ2H are the overall hydrogen-bond acidity and basicity descriptors for the solute. The remaining symbols in the above expression are known solvent coefficients, which have been determined previously through regressional analysis of published organic solvent - water partition coefficient and vapor-liquid equilibrium data. Computations show that the general solvation model predicts the solubility behavior of diphenyl sulfone in the 11 organic solvents for which predictions could be made to within an overall average absolute deviation of about ±20%. Key words: diphenyl sulfone solubilities, organic solvents, solubility predictions, general solvation model.