The determination of the solubility, enthalpy, and entropy of solutions of methyl Furan-2,5-Dimethylenedicarbamate and its hydrides in different solvents

[Display omitted] •Solubility of methyl furan-2,5-dimethylenedicarbamate and methyl tetrahydrofuran-2,5-dimethylenedicarbamate in three organic solvents was determined.•The thermodynamic change of the dissolution process can be analyzed by utilizing solubility data.•Experimental solubility data were correlated with six thermodynamic models.•The Wilson model and NRTL model have the best correlation performance in FDC system and THFDC system respectively.•The dissolution process of methyl furan-2,5-dimethylenedicarbamate and methyl tetrahydrofuran-2,5-dimethylenedicarbamate is a non-spontaneous, entropy-increasing, endothermic process. The solubilities of methyl furan-2,5-dimethylenedicarbamate (FDC) and methyl tetrahydrofuran-2,5-dimethylenedicarbamate (THFDC) in dimethyl carbonate (DMC), anhydrous ethanol (EtOH) and benzene were studied using the static equilibrium method combined with high-performance liquid chromatography under atmospheric pressure at temperatures ranging from 278.15 K to 318.15 K. The experimental results demonstrate that the solubility of FDC and THFDC exhibits an upward trend as temperature increases. Among the six correlation models used, all of them (modified Apelblat equation, Buchowski-ksiazczak (λh) model, simplified two-parameter equation, polynomial equation, NRTL model and Wilson model) can effectively correlate the solubility data. Notably, the Wilson model demonstrates superior correlation performance compared to others in FDC system and the NRTL model demonstrates superior correlation performance compared to others in THFDC system. Using the modified Van’t Hoff equation and Gibbs equation, we calculated the apparent standard dissolution enthalpy (ΔHsol), the standard dissolution entropy change (ΔSsol), and the standard dissolution Gibbs energy (ΔGsol) for FDC and THFDC in different solvents. The research resulted indicate that all these dissolution processes are non-spontaneous, entropy-increasing endothermic processes. This study provides valuable reference data for crystallization and purification in industrial production.