Solubility Behavior of Boc-L-proline in 14 Pure Solvents from 283.15 to 323.15 K

The data on the solubility of Boc-L-proline in 14 monosolvents, namely, water, ethanol, methanol, n-propyl alcohol, isopropyl alcohol, n-butyl alcohol, isobutyl alcohol, sec-butyl alcohol, acetone, acetonitrile, butanone, ethyl acetate, methyl acetate, and dichloromethane (DCM), were measured by a static gravimetric method covering the temperature range of 283.15-323.15 K. The equilibrated solid phase of Boc-L-proline in all the solvent systems was characterized via the test of X-ray powder diffraction. The solubility values in all the solvents are positively correlated with the temperature. The dissolution behavior was affected by the combined effects of four factors consisting of solvent polarity, formation of hydrogen bonds, solvent-solvent intermolecular interactions (represented by cohesive energy density), and molecular structures of solvents and the solute. Additionally, the Yaws model and modified Apelblat model were utilized to fit the data of solubility, and the values of Akaike information criterion as well as Akaike weights were calculated to evaluate the relative applicability of the two solubility models. The results show that the Yaws model could give a better correlation result for the solubility data than the model of modified Apelblat.

Automated summary

The solubility of Boc-L-proline in various solvents was studied through static gravimetric method and X-ray powder diffraction. It was found that solubility values were positively correlated with temperature and influenced by factors including solvent polarity, hydrogen bond formation, solvent-solvent interactions, and molecular structures. The Yaws model was more effective in correlating solubility data compared to the modified Apelblat model.