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

Solution Thermodynamic Analysis of p-(Aminomethyl)benzoic Acid in Four Binary Solvents from 288.15 to 328.15 K

Shang, Zeren, Jia, Lina, Li, Mingchen, Hu, Weiguo, Zhao, Yanxiao, Wang, Xinyi, Wu, Songgu
J. Chem. Eng. Data 2018, 63, 12, 4720-4734
ABSTRACT
p-(Aminomethyl) benzoic acid (PAMBA) is widely used as hemostatic. As reported in previous literatures, it also plays an important role in the synthesis of a series of important organic compounds, like tranexamic acid, cyclohexadiene, N-carboxyphenylpyrrole derivatives and etc. In this work, the solid - liquid equilibrium solubility of PAMBA in four binary solvents (water + methanol, water + ethanol, water + 1-propanol and water + 2-propanol) was measured by the static method from 288.15 K to 328.15 K at atmospheric pressure. The solubility of PAMBA increases with increasing temperature in the four binary solvents systems. When the content of the water is the same, the solubility order is water + methanol greater than water + ethanol greater than water + 1-propanol greater than water + 2-propanol. Moreover, the determined solubility data were correlated with the modified Apelblat model, Van t Hoff equation and NRTL model, respectively. All of the selected thermodynamic equations correlated the solubility well. Based on the NRTL model, the mixing thermodynamic properties (Gibbs free energy, entropy, and enthalpy of mixing) of PAMBA in four binary solvents were calculated and their influence on the mixing procedure of PAMBA was discussed.
Compounds
# Formula Name
1 C8H9NO2 p-(aminomethyl)benzoic acid
2 CH4O methanol
3 C2H6O ethanol
4 C3H8O propan-1-ol
5 C3H8O propan-2-ol
6 H2O water
7 C3H7NO2 3-aminopropanoic 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
  • 1
  • 6
  • 2
  • Mole fraction - 1 ; Liquid
  • Solvent: Mole fraction - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 81
  • POMD
  • 1
  • 6
  • 3
  • Mole fraction - 1 ; Liquid
  • Solvent: Mole fraction - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 81
  • POMD
  • 1
  • 6
  • 4
  • Mole fraction - 1 ; Liquid
  • Solvent: Mole fraction - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 81
  • POMD
  • 1
  • 6
  • 5
  • Mole fraction - 1 ; Liquid
  • Solvent: Mole fraction - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 81
  • POMD
  • 7
  • 2
  • 6
  • Mole fraction - 7 ; Liquid
  • Solvent: Mole fraction - 6; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • gravimetric
  • 25