Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Thermodynamic models for determination of the solubility of (-)-shikimic acid in different pure solvents and in (H2O + ethanol) binary solvent mixtures

Hao, X.[Xinying], Wu, X.[Xiaoru], Shen, G.[Guopeng], Wen, L.[Longfei], Li, H.[Huichang], Huang, Q.[Qiang]
J. Chem. Thermodyn. 2015, 88, 8-14
ABSTRACT
In this paper, we focused on solubility and solution thermodynamics of (-)-shikimic acid. The solubility of (-)-shikimic acid ((3R,4S,5R)-(E)-3,4,5-trihydroxy-1-cyclohexenecarboxylic acid, CASRN 138-59-0) in H2O, ethanol, n-propanol, isopropanol, n-pentanol, n-heptane and in (H2O + ethanol) binary solvent mixtures was measured at temperatures from (303.45 to 362.15) K using the synthetic method under atmospheric pressure. Its corresponding (solid + liquid) equilibrium results will provide essential support for industrial design and further theoretical studies. The solubility of (-)-shikimic acid in H2O, ethanol, n-propanol, isopropanol, n-pentanol, n-heptane and in (H2O + ethanol) binary solvent mixtures were correlated with the Apelblat equation, the kh equation and the ideal equation. In addition, the thermodynamic properties of the solution process, including the Gibbs free energy, enthalpy, and entropy, were calculated by the van t Hoff analysis. The experimental results showed that ethanol could be used as effective antisolvents in the crystallization process.
Compounds
# Formula Name
1 H2O water
2 C2H6O ethanol
3 C3H8O propan-1-ol
4 C3H8O propan-2-ol
5 C5H12O pentan-1-ol
6 C7H16 heptane
7 C7H10O5 (-)-shikimic acid
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
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 7
  • 1
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 12
  • POMD
  • 2
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 11
  • POMD
  • 3
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 12
  • POMD
  • 4
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 11
  • POMD
  • 5
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 10
  • POMD
  • 7
  • 6
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 8
  • POMD
  • 2
  • 7
  • 1
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mass fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 58