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

Influence of pH Value and Ionic Liquids on the Solubility of l-Alanine and l-Glutamic Acid in Aqueous Solutions at 30 deg C

Voges, M.[Matthias], Prikhodko, I. V.[Igor V.], Prill, S.[Sebastian], Huebner, M.[Martin], Sadowski, G.[Gabriele], Held, C.[Christoph]
J. Chem. Eng. Data 2017, 62, 1, 52-61
ABSTRACT
The solubility of the amino acids L-alanine and L-glutamic acid and its sodium salt (sodium L-glutamate monohydrate) in aqueous solutions at 30 deg C and atmospheric pressure was investigated in the pH range between 3 and 9 and in the presence of the ionic liquids (ILs) 1- butyl-3-methylimidazolium trifluoromethanesulfonate ([bmim][OTf]) and choline dihydrogencitrate ([ch][dhcit]) at pH 7. The solubility of L-alanine and L-glutamic acid in the solutions without IL was measured by UV spectroscopy and with a gravimetrical method. In the presence of an IL HPLC-analysis was applied. The solid phases were characterized using Raman spectroscopy and Powder XRay Diffraction (PXRD) in order to distinguish the amino acids from their salts. While the solubility of L-alanine did not depend on pH within the considered pH range, the solubility of L-glutamic acid strongly increased with increasing pH. Below pH 6.2 the solid phase was characterized to be L-glutamic acid, while sodium L-glutamate monohydrate was found to be the solid at pH higher than 6.2. It could be observed that the solubility of sodium L-glutamate monohydrate was comparatively high, and increased with increasing pH. Upon addition of the ILs under investigation ([bmim][OTf]) and [ch][dhcit]) the solubility of Lalanine and L-glutamic acid was decreased. Original PC-SAFT was applied to predict the solubility of L-alanine and L-glutamic acid (and its sodium salt) in water, with and without the ILs under consideration, at the experimental conditions with quantitative agreement to the experimental data.
Compounds
# Formula Name
1 H2O water
2 C11H21NO8 cholinium dihydrogen citrate
3 C3H7NO2 (S)-2-aminopropanoic acid
4 C5H9NO4 L-glutamic acid
5 C5H10NNaO5 sodium (S)-2-amino-4-carboxybutanoate monohydrate
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
  • 2
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Mole fraction - 2; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 29
  • POMD
  • 3
  • 1
  • Mole fraction - 3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 3
  • spectroscopic
  • 1
  • POMD
  • 4
  • 1
  • Mole fraction - 4 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Gravimetric
  • 1
  • POMD
  • 5
  • 1
  • Mole fraction - 5 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • gravimetric
  • 1