Solubility of organic solutes in ethanol/water mixtures

The log–linear solubilization model was applied to the experimental solubility data of 109 organic compounds in ethanol/water mixtures. It is found that the extent of solubilization strongly depends on the solute hydrphobicity and the ethanol concentration in the solvent mixture. Patterns of deviation from the log–linear model are related to the structure and hydrophobicity of the solutes. Predictive equations were obtained by regression of the experimental data with solute octanol/water partition coefficient (log K_ow). The logarithms of the solubilization and the solute log K_ow range over 11 orders of magnitude. The solubilities of chrysene, perylene, benzo[a]pyrene, pentachlorobenzene, and hexachlorobenzene in ethanol/water mixtures were experimentally determined, and the results fit well into the model.