3-Methyl-6-nitroindazole in some aqueous co-solvent mixtures: Solubility determination, preferential solvation and solvent effect analysis

Li, Wanxin; Farajtabar, Ali; Rong, Xing; Zhu, Yiting; Zhao, Hongkun; Lv, Rongguan

doi:10.1016/j.jct.2020.106066

Cited by 51 publications

(84 citation statements)

References 32 publications

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“…The Jouyban−Acree model could be expressed as eq 1. 11,[14][15][16][17]28,36,37 It is able to provide precise description for the dependence of solute solubility on both solvent composition and temperature for binary and ternary mixtures.…”

Section: ■ Computation Methodologiesmentioning

confidence: 99%

“…Eq 5 presents the universal form of the KAT-LSER model used for the description of solvent effect upon solute solubility variation. [14][15][16][17]27,43,44…”

Section: ■ Computation Methodologiesmentioning

confidence: 99%

“…3,5-Dinitrosalicylic Acid Solubility Measurement. Construction of equilibrium systems for 3,5-dinitrosalicylic acid in various solutions was made by means of the commonly used method of shake-fl ask saturation, 14,15,17,27,47,48 wherein the consistency was validated using the solubility of solid solute of benzoic acid in neat toluene. 47 All experiments were done at an ambient pressure of 101.2 kPa.…”

Section: ■ Computation Methodologiesmentioning

confidence: 99%

“…The Jouyban–Acree model could be expressed as eq . ,− ,,, It is able to provide precise description for the dependence of solute solubility on both solvent composition and temperature for binary and ternary mixtures. where w 1 and w 2 are, respectively, the weight composition of cosolvent (1) and water (2) in 3,5-dinitrosalicylic acid-free solutions studied; x 3 represents the mole fraction solubility of 3,5-dinitrosalicylic acid in binary aqueous systems containing one of DMF, ethanol, NMP, and isopropanol at absolute temperature T and mass fraction, w 1 , of the cosolvents (DMF, ethanol, NMP, and isopropanol); x 1,T and x 2,T are solubility magnitudes of 3,5-dinitrosalicylic acid in neat cosolvent (1) and water (2) at T /K, respectively; and J i signifies equation constants.…”

Section: Computation Methodologiesmentioning

confidence: 99%

“…Water is generally used as a preferred solvent in industrial processes to reduce the production cost. With the aim of improvement of the solubility magnitude for many poorly soluble compounds, numerous chemical/pharmaceutical fields prefer to utilize cosolvent + water mixture, which is normally employed as a recrystalline and reaction medium. ,,, The comprehensive knowledge of suitable solvents and their dissolution facility of crystalline solid compounds can provide valuable help in screening the optimum quantity of solvents in numerous applications. , Also, the solubility of solid substance in cosolvent mixtures allows us to study in-depth thermodynamic aspects to distinguish the intra- and intermolecular interactions in dissolution process, in conjunction with the preferential solvation analysis of solid drugs by the specific solvent speices. − Consequently, determination of solubility of solid drugs in different aqueous blends is crucial for many pharmaceutical producers.…”

Section: Introductionmentioning

confidence: 99%

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Solubility Measurement, Preferential Solvation, and Solvent Effect of 3,5-Dinitrosalicylic Acid in Several Binary Aqueous Blends

et al. 2021

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This research dealt with the equilibrium solubility, preferential solvation, and intra- and intermolecular interactions for 3,5-dinitrosalicylic acid dissolved in aqueous blends of N-methyl-2-pyrrolidinone (NMP)/ethanol/isopropanol/N,N-dimethylformamide (DMF) along with computational methodologies. All solubility experiments were performed using a shake-flask equilibration method under a pressure of 101.2 kPa from 278.15 to 323.15 K. For each aqueous blend, the minimum solubility value of 3,5-dinitrosalicylic acid was found in water at 278.15 K, and the maximum one was found in neat organic solvent at 323.15 K. The generated solubility was acceptably described by mixture response surface, van’t Hoff–Jouyban–Acree, modified Wilson and Jouyban–Acree model. The relative average deviations were all no larger than 5.57%. The analysis of linear solvation energy relationships demonstrated that the solvent descriptors of dipolarity-polarizability and solubility parameter were principally responsible for the 3,5-dinitrosalicylic acid solubility. Besides, the solvation of 3,5-dinitrosalicylic acid was studied quantitatively by inverse Kirkwood–Buff integrals. The positive values of preferential solvation parameter for 3,5-dinitrosalicylic acid in middle and cosolvent-rich mixtures strongly suggest that 3,5-dinitrosalicylic acid is preferentially solvated by NMP/ethanol/isopropanol/DMF. It could be conjectured that in these composition regions, 3,5-dinitrosalicylic acid served as Lewis acid in its interactions with surrounding NMP/ethanol/isopropanol/DMF molecules.

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Section: ■ Computation Methodologiesmentioning

confidence: 99%

“…Eq 5 presents the universal form of the KAT-LSER model used for the description of solvent effect upon solute solubility variation. [14][15][16][17]27,43,44…”

Section: ■ Computation Methodologiesmentioning

confidence: 99%