Correlation of solubility data: IV. Prediction of solubilities of homologous and analogous long chain compounds in related solvents

Abstract

AbstractA new method of correlation and prediction of solubility data for long chain compounds is described. It is based on the linear relationship between 1/Ta and 1/Tr derived from the freezing point depression equation. Ta and Tr represent temperatures in degrees Kelvin at which the mole % solubility of a compound, a, in a given solvent is the same as that of an analogous reference compound, r, in a related solvent. The validity of the method has been confirmed by applying it to the extensive literature data on the solubilities of saturated and unsaturated fatty acids. Four families of related solvents were examined: (a) benzene, hexane, cyclohexane, chlorobenzene,o‐xylene and toluene; (b) acetone, butanone, ethyl acetate and butyl acetate; (c) isopropanol, 95% ethanol, butanol,p‐dioxane and diethyl ether; and (d) carbon tetrachloride and 1,2‐chloroethane. Complete solubility data for a compound can be predicted from the linear 1/Ta vs. 1/Tr plot based on the melting point and one experimental solubility determination.