Journal of Chemical and Engineering Data, Vol.64, No.4, 1713-1724, 2019
Solubility, Model Correlation, and Solvent Effect of 2-Amino-3-methylbenzoic Acid in 12 Pure Solvents
In this experiment, the research of solution process for 2-amino-3-methylbenzoic acid in different solvents is essential for its purification. The solubility values in pure methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, acetone, acetonitrile, 2-butanone, ethyl acetate, 1,4-dioxane, toluene, and cyclohexane were established with the isothermal saturation method at temperatures T = 278.15 to 318.15 K under pressure of 101.2 kPa. The solubility of 2-amino-3-methylbenzoic acid in mole fraction increased with a rise of temperature. Moreover, at a certain temperature, the order of the solubility data from high to low is 1,4-dioxane > acetone > 2-butanone > ethyl acetate > acetonitrile > methanol > ethanol > 1-propanol > 1-butanol > 2-propanol > toluene > cyclohexane. The modified Apelblat equation, lambda h equation, Wilson model, and NRTL model were used to correlate the experimental data. The values of root-mean-square deviation (RMSD) and relative average deviation (RAD) were not exceeding 4.51 X 10(-4) and 1.87%, respectively. In order to choose the best model for 2-amino-3-methylbenzoic acid, the relative applicability of these models was evaluated by Akaike Information Criterion (AIC). Furthermore, solute-solvent and solvent-solvent interactions have been studied. The mixing properties of 2-amino-3-methylbenzoic acid were computed. From the analysis results, the mixing process of 2-amino-3-methylbenzoic acid was an endothermic, spontaneous, and entropy-driven process. In particular, purification, recrystallization, and formulation development of 2-amino-3-methylbenzoic acid in the industry were effected by its solubility values.