Solubility Modeling, Solute–Solvent Interactions, and Thermodynamic Dissolution Properties of <i>p</i>-Nitrophenylacetonitrile in Sixteen Monosolvents at Temperatures Ranging from 278.15 to 333.15 K

Abstract

The investigation on p-nitrophenylacetonitrile solubility in ethanol, methanol, isopropanol, n-propanol, acetonitrile, acetone, ethyl acetate, toluene, n-butanol, cyclohexane, 2-butanone, isobutanol, acetic acid, 1,4-dioxane, water, and ethylbenzene was performed via the shake-flask technique covering the temperature range from 278.15 to 333.15 K at local atmospheric pressure. The mole fraction solubility of p-nitrophenylacetonitrile increased with an increase of the studied temperature and followed a sequence in the 16 solvents with the exception of 1,4-dioxane: ethyl acetate > acetone > (acetonitrile, 2-butanone) > toluene > acetic acid > ethylbenzene > methanol > ethanol > n-propanol > n-butanol > isopropanol > isobutanol > cyclohexane > water. There was no solvation or polymorphic transformation during the experiment process. Correlation was made for the obtained p-nitrophenylacetonitrile solubility in the 16 solvents using the λh, Apelblat, Wilson, and NRTL models. The obtained maximum relative average deviation was 2.67%, and root-mean-square deviation, 2.57 × 10–3. The solute–solvent and solvent–solvent interactions were studied based on the linear solvation energy relationship approach. Furthermore, the thermodynamic dissolution properties, reduced excess enthalpy, and activity coefficient under infinitesimal condition were also computed.