Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Solubility modelling, solution thermodynamics and preferential solvation for nitroxoline in solvent mixtures of ethyl acetate + (methanol, ethanol, n-propanol and isopropanol)

Li, X.[Xinbao], Wen, X.[Xihua], Cong, Y.[Yang], Zhao, H.[Hongkun]
J. Chem. Thermodyn. 2017, 113, 11-19
ABSTRACT
Equilibrium solubility data of nitroxoline in mixed solvents of (ethyl acetate + methanol), (ethyl acetate + ethanol), (ethyl acetate + n-propanol) and (ethyl acetate + isopropanol) were obtained experimentally by using the static method within the temperature range from (278.15 to 313.15) K under atmospheric pressure of 101.1 kPa. The mole fraction solubility of nitroxoline increased with increasing temperature and mass fraction of ethyl acetate. The obtained solubility data were mathematically represented by using five cosolvency models, including Jouyban Acree model, van t Hoff-Jouyban-Acree model, Apelblat-Jouyban-Acree model, Ma model, and Sun model. The maximum value of relative average deviation was 1.64 10 2, and root-mean-square deviation, 0.77 10 4. The dissolution process of nitroxoline in these mixed solvents was endothermic. The preferential solvation parameters were derived from their thermodynamic solution properties via the method of inverse Kirkwood Buff integrals. The preferential solvation parameters for nitroxoline (dx1,3) were positive in intermediate compositions and ethyl acetate-rich mixtures but negative in alcohol-rich compositions. In the regions with intermediate composition, the preferential solvation magnitude of nitroxoline by the ethyl acetate is higher in {ethyl acetate (1) + ethanol (2)} mixtures than in the other solvent mixtures at 298.15 K. The higher solvation by ethyl acetate in intermediate compositions and in ethyl acetate-rich mixtures could be explained in terms of the higher basic behaviour of ethyl acetate interacting with the Lewis acidic groups of the nitroxoline.
Compounds
# Formula Name
1 C9H6N2O3 5-nitro-8-quinolinol
2 CH4O methanol
3 C2H6O ethanol
4 C3H8O propan-1-ol
5 C3H8O propan-2-ol
6 C4H8O2 ethyl acetate
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 1
  • 6
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 72
  • POMD
  • 1
  • 6
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 72
  • POMD
  • 1
  • 6
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 72
  • POMD
  • 1
  • 6
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 72