Thermodynamic Models for Determination of the Solubility of Boc-(R)-3-Amino-4-(2, 4, 5-trifluorophenyl)butanoic acid in Different Pure Solvents and (Tetrahydrofuran + n-Butanol) Binary Mixtures with Temperatures from 280.15 to 330.15 K

Abstract

A gravimetric method was taken to measure the solubility of the Boc-(R)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid under atmospheric pressure in methanol, ethanol, propanol, n-butanol, ethyl acetate, and tetrahydrofuran as well as in the (tetrahydrofuran + n-butanol) mixtures from 280.15 to 330.15 K.The experiment results have proved that the rising temperature leads to increased solubility of the Boc-(R)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid in all selected solvents. The solid−liquid equilibrium data in pure and mixed solvents is correlated with a series of equations, including the modified Apelblat equation, the Buchowski−Ksiazaczak λh equation, CNIBS/R−K equation and the Jouyban−Acree equation. During the study, the computational values were in good agreement with the experimental results according to the calculations based on all selected equations, however, the modified Apelblat equation stood out to be the higher suitable with the higher accuracy. The thermodynamic properties of the solution process, including the Gibbs energy, enthalpy, and entropy were calculated by the van't Hoff equation. The calculated thermodynamic parameters indicated that in each studied solvent the dissolution process of Boc-(R)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid is endothermic.

Solubility and Thermodynamic Modeling of Sulfanilamide in 12 Mono Solvents and 4 Binary Solvent Mixtures from 278.15 to 318.15 K

“…The mole fraction solubility ( x ) with the dependence of absolute temperature T with high accuracy can be described by a frequently used semi empirical equation modified Apelblat model, − which was obtained from the Clausius–Clapeyron equation. The equation is expressed as below (eq ).…”

“…The modification of the explicit formula for ideal solubility can be expressed by the λ h model which was proposed by Buchowski et al 1980. − ,, It represents the relation between solubility and temperature and can correlate nonideal solution curves with the solubility curves, presented in eq . , where x represents the mole fraction solubility of sulfanilamide in solvents; T refers to absolute temperature; and T m is the solute melting point which was obtained via DSC analysis in this work. λ and h are the equation parameters, λ indicates the nonideal degree of saturated solution and h indicates the enthalpy of solution per mole of solute divided by universal gas constant.…”

“…Considering molecular interactions into account based on the two-body and three-body interaction mixing rule, the Jouyban–Acree model was developed by Jouyban and co-workers for the improvement of cosolvent models. , It is a mathematical representation of solubilities of solute in binary mixed solvents. As shown in eq , it is the most accurate model among the available cosolvency model, which can describe the solubility and is a function of temperature and solvent composition for binary solvent mixtures. , …”

Correct Derivation of Cosolvency Models and Some Comments on “Solubility of Fenofibrate in Different Binary Solvents: Experimental Data and Results of Thermodynamic Modeling”

“…In conclusion, discussions regarding the correct derivation of a mathematical representation based on a combination of the van’t Hoff and Jouyban–Acree models were given. The mathematical representation has been used by several research groups − in reporting their measured solubility data; however, the authors incorrectly state that the final equation is a simple transformation of the Jouyban–Acree model. Research groups often fail to mention that one must describe the solubility in the two mixture cosolvents with the van’t Hoff model in order to correctly arrive at eq .…”

Solubility Measurement and Correlation of Ceftiofur Sodium Trihydrate in Four Binary Solvent Mixtures

“…When combining the van’t Hoff equation with the Jouyban–Acree model, − the van’t-JA model can be obtained where B 0 – B 6 are the parameters of the model.…”