Solubility study, model correlation and thermodynamics of 3-acetyl-4-hydroxy-2H-chromen-2-one and its chlorinated derivatives in binary solvent mixtures at temperatures from 293.15 to 313.15 K

The solubility of 3-acetyl-4-hydroxy-2H-chromen-2-one (GK-1), 3-acetyl-6-chloro-4-hydroxy-2H-chromen-2-one (GK-2), and 3-acetyl-7-chloro-4-hydroxy-2H-chromen-2-one (GK-3) in binary solvent mixtures of methanol and ethanol was investigated using the gravimetric method over a temperature range of 293.15 K to 313.15 K under atmospheric pressure. Experimental results showed that the mole fraction solubility of GK-1, GK-2, and GK-3 increased with rising temperature and higher co-solvent proportions (0.10 to 0.90 mol fraction). Theoretical mole fraction solubility predictions were made using the Apelblat, Van’t Hoff, Yaws, CNIBS/R-K, and modified Jouyban-Acree models, all of which showed good agreement with the experimental data. Additionally, apparent thermodynamic modeling of GK-1, GK-2, and GK-3 was conducted using the Van’t Hoff equation. The solubility and thermodynamic data obtained are valuable for the processes of production, isolation, separation, and crystallization of these compounds.