Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Thermodynamic Study of the Solubility of Procaine HCl in Some Ethanol + Water Cosolvent Mixtures

Delgado, D. R.[Daniel R.], Vargas, E. F.[Edgar F.], Martinez, F.[Fleming]
J. Chem. Eng. Data 2010, 55, 8, 2900-2904
ABSTRACT
By using the van t Hoff and Gibbs equations, the thermodynamic functions of Gibbs energy, enthalpy, and entropy of solution for procaine HCl in ethanol + water cosolvent mixtures were evaluated from solubility data determined at temperatures from (278.15 to 308.15) K. The drug solubility was greatest in neat water and lowest in neat ethanol at all of the temperatures studied. This behavior showed the negative cosolvent effect for this electrolyte drug in this solvent system. By means of enthalpy-entropy compensation analysis, a nonlinear ?Hsoln0-app versus ?Gsoln0-app plot with a positive slope from neat ethanol up to 0.10 mass fraction of water and negative from 0.10 to 0.30 mass fraction of water was obtained, whereas from this composition up to neat water a positive slope was obtained again. Accordingly to this result and to the transfer properties, it follows that the dissolution process of this drug in ethanol-rich and water-rich mixtures is enthalpy-driven, whereas between 0.10 and 0.30 mass fraction of water, the process is entropy-driven
Compounds
# Formula Name
1 C13H20N2O2 benzoic acid, p-amino-, 2-(diethylamino) ethyl ester
2 C2H6O ethanol
3 H2O water
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
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectra
  • 7
  • POMD
  • 1
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectra
  • 7
  • POMD
  • 1
  • 2
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectra
  • 77