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

Measurement and Correlation of Solubility on Reactive Crystallization of Methyl D-(-)-4-Hydroxy-phenylglycinate

Hu, W.[Weiwei], Wang, S.[Shui], Liang, A.[Aizhen], Wang, J.[Jidong]
J. Chem. Eng. Data 2017, 62, 1, 69-79
ABSTRACT
In this paper, the solubility of Methyl D-(-)-4-hydroxy-phenylglycinate was measured under the different pH levels, pure solvents, mixed solvents, ionic strength and impurities in the temperature range from 283 to 323 about 5 K intervals by using laser method at atmospheric pressure. The results reveal that the solubility of Methyl D-(-)-4-hydroxy-phenylglycinate increases with increasing temperature in all selected solvents Cwhile decreases with increasing mole fraction composition of water in the mixed solvents. The solubility curve of Methyl D-(-)-4-hydroxy-phenylglycinate in the aqueous solution at different pH is gU h shape and the solubility of Methyl D-(-)-4-hydroxy-phenylglycinate increases with concentrations of ammonium chloride, and has no obvious changes when its concentration up to 1.2 mol/L. It is beneficial to maximize the reaction conversion rate of D-4-hydroxyphenylglycine Methyl ester hydrochloride and reduce the residual D-4-hydroxyphenylglycine Methyl ester hydrochloride on reactive crystallization of Methyl D-(-)-4-hydroxy-phenylglycinate. Furthermore, the modified Apelblat equation and CT=C0 ( H +/k1+k2/ H ++1) type correlation regression model have made good correlation of the experimental solubility in pure solvents, mixed solvents and the aqueous solution at different pH, respectively.
Compounds
# Formula Name
1 C9H11NO3 methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate
2 CH4O methanol
3 C2H6O ethanol
4 C3H8O propan-1-ol
5 C3H8O propan-2-ol
6 C4H10O butan-1-ol
7 C5H12O pentan-1-ol
8 C3H6O2 methyl ethanoate
9 C4H8O2 ethyl acetate
10 C5H10O2 propyl ethanoate
11 C5H10O2 1-methylethyl ethanoate
12 C6H12O2 butyl ethanoate
13 H2O water
14 C9H12ClNO3 methyl D-(-)-2-(4-hydroxyphenyl)glycinate hydrochloride
15 ClH4N ammonium chloride (NH4Cl)
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
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 6
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 8
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 9
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 10
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 11
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 12
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 13
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 2
  • 13
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 99
  • POMD
  • 3
  • 13
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 99
  • POMD
  • 13
  • 15
  • 1
  • Mole fraction - 1 ; Liquid
  • Molality, mol/kg - 15; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9
  • POMD
  • 13
  • 1
  • 14
  • Mole fraction - 1 ; Liquid
  • Molality, mol/kg - 14; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Titration method
  • 9