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

Thermodynamic Models for Determination of the Solubility of Boc-(R)-3-Amino-4-(2, 4, 5-trifluorophenyl)butanoic acid in Different Pure Solvents and (Tetrahydrofuran + n-Butanol) Binary Mixtures with Temperatures from 280.15 to 330.15 K

Fan, S.[Shimin], Yang, W.[Wenge], Guo, Q.[Qirun], Hao, J.[Jianfeng], Li, H.[Hongjie], Yang, S.[Shouhai], Hu, Y.[Yonghong]
J. Chem. Eng. Data 2016, 61, 3, 1109-1116
ABSTRACT
A gravimetric method was taken to measure the solubility of the Boc-(R)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid under atmospheric pressure in methanol, ethanol, propanol, n-butanol, ethyl acetate, and tetrahydrofuran as well as in the (tetrahydrofuran + n-butanol) mixtures from 280.15 to 330.15 K.The experiment results have proved that the rising temperature leads to increased solubility of the Boc-(R)-3-amino-4- (2,4,5-trifluorophenyl)butanoic acid in all selected solvents. The solid liquid equilibrium data in pure and mixed solvents is correlated with a series of equations, including the modified Apelblat equation, the Buchowski Ksiazaczak h equation, CNIBS/R K equation and the Jouyban Acree equation. During the study, the computational values were in good agreement with the experimental results according to the calculations based on all selected equations, however, the modified Apelblat equation stood out to be the higher suitable with the higher accuracy. The thermodynamic properties of the solution process, including the Gibbs energy, enthalpy, and entropy were calculated by the van t Hoff equation. The calculated thermodynamic parameters indicated that in each studied solvent the dissolution process of Boc-(R)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid is endothermic.
Compounds
# Formula Name
1 C15H18F3NO4 (R)-3-((tert-butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid
2 CH4O methanol
3 C2H6O ethanol
4 C3H8O propan-1-ol
5 C4H10O butan-1-ol
6 C4H8O2 ethyl acetate
7 C4H8O tetrahydrofuran
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
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 6
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 11
  • POMD
  • 5
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Solvent: Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • gravimetric
  • 88