2021/04/13 by Hongkun Zhao, Yuxin Bao, Ali Farajtabar +2
Materials Science · Chemical Engineering · Pharmacology, Toxicology and Pharmaceutics · #Crystallization and Solubility Studies #Chemical and Physical Properties in Aqueous Solutions #Pharmacological Effects of Natural Compounds
paper · doi:10.1021/acs.jced.1c00037
Equilibrium solubility of o-nitroacetanilide in 15 monosolvents (ethylene glycol, n-propanol, methanol, ethyl acetate, N,N-dimethylformamide, ethanol, isopropanol, acetonitrile, 1,4-dioxane, n-butanol, isobutanol, n-heptanol, water, cyclohexane, and N-methyl pyrrolidone) was acquired through experiments that were conducted by a shake-flask method under a local pressure of 101.2 kPa at elevated temperatures from 278.15 to 323.15 K. The decreasing tendency of solubility magnitudes in the 15 monosolvents was N-methyl pyrrolidone > N,N-dimethylformamide > 1,4-dioxane > ethyl acetate > methanol (acetonitrile) > ethanol > n-propanol > n-butanol > isobutanol > isopropanol > n-heptanol > ethylene glycol > cyclohexane > water. No polymorphic transformation or solvation phenomenon happened after equilibration in the 15 solvents. Solubility correlations were made through two semiempirical equations (Apelblat equation and λh equation) and two activity coefficient models (NRTL model and Wilson model). The maximum root-mean-square and relative average deviations acquired through back-calculation were 87.57 × 10–4 and 8.95%, respectively. The correlating result was better through Apelblat equation than through the other models and equations. Examination was made for the molecular interactions between solvent–solvent and solute–solvent species by the linear solvation energy relationships. In addition, this work reported the thermodynamic mixing properties, infinite dilution activity coefficient, and reduced excess enthalpy achieved through the Wilson model.