Solubility Measurements of 2-(Diacetoxymethyl)-5-nitrofuran in Pure and Binary Mixture Solvents

In this paper, the solubility of 2-(diacetoxymethyl)-5- nitrofuran in pure methanol, 1-propanol, ethyl acetate, N,N-dimethylformamide, tetrahydrofuran, acetonitrile, acetone, 1,4-dioxane, water, hexane, and toluene and also in (acetonitrile + tetrahydrofuran) binary mixtures with temperatures at T = (278.15-323.15) K at atmospheric pressure was first measured by a gravimetric method. The experimental results reveal that the solubility of 2-(diacetoxyrnethyl)-5-nitrofuran increases with the increasing temperature in all solvents selected. The modified Apelblat model and the Buchowski-Ksiazaczak lambda h model were used to correlate the experimental solubility in all pure solvents. Solubility data of (acetonitrile + tetrahydrofuran) binary solvent mixtures were fitted by the Jouyban-Acree model and the combined nearly ideal binary solvent/Redlich-Kister (CNIBS/R-K) model. All the models could be well applied; the modified Apelblat model stood out to be more suitable with a higher accuracy in pure solvent systems, and the combined CNIBS/R-K model provides a superior correlation in the binary solvent systems. The properties of the solute and the solvent were combined, and the Kamlet-Taft linear solvation energy relationship (KAT-LSER) model was used to investigate the solvation effect of 2-(diacetoxymethyl)-5-nitrofuran in the dissolution process. According to the results, the solubility of 2-(diacetoxymethyl)-5-nitrofuran mainly depends on the dipolarity of the investigated solvents, and the proportion of its total solvent effect is 34.3%. We also discussed the effect of the interaction between solvents and solute on solubility. We hope that these experimental data are helpful for technological research and drug purification production.