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

Solubility of d-Tryptophan and l-Tyrosine in Several Organic Solvents: Determination and Solvent Effect

Li, X.[Xinbao], Li, K.[Kaihui], Farajtabar, A.[Ali], He, Y.[Yating], Chen, G.[Gaoquan], Zhao, H.[Hongkun]
J. Chem. Eng. Data 2019, 64, 7, 3164-3169
ABSTRACT
The solubilities of D-tryptophan in neat n-propanol, ethyl acetate, Page 2 of 23 ethylene glycol (EG), n-butanol, acetonitrile, 1-octanol and dimethyl sulfoxide (DMSO) and L-tyrosine in ethyl acetate, EG, isopropanol, acetonitrile, n-butanol and N,N-dimethylformamide (DMF) were determined via shake-flask method at temperatures from 283.15 K to 328.15 K under about 101.2 kPa. At the fixed temperature, the mole fraction solubility of D-tryptophan was largest in EG, and lowest in 1-octanol. However, for the L-tyrosine, the maximum solubility was observed in the solvent of ethyl acetate; and minimum, in n-butanol. X-ray power diffraction analysis was carried out to analyze the solids equilibrated with corresponding liquor, indicating that no polymorphic transformation or solvate formation took place in the studied systems. The solubility correlation was performed via the Apelblat equation. The obtained maximum root-mean-square deviation and relative average deviation were 2.74x10-5 and 0.68 %, respectively. In addition, the solvent-solvent and solute-solvent interactions were investigated on the basis of the approach of linear solvation energy relationship.
Compounds
# Formula Name
1 C11H12N2O2 D-tryptophan
2 C9H11NO3 3-(p-hydroxyphenyl)-L-alanine
3 C3H8O propan-1-ol
4 C4H8O2 ethyl acetate
5 C2H6O2 1,2-ethanediol
6 C3H8O propan-2-ol
7 C4H10O butan-1-ol
8 C2H3N acetonitrile
9 C8H18O octan-1-ol
10 C2H6OS dimethyl sulfoxide
11 C3H7NO dimethylformamide
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
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 7
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 10
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 2
  • 4
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 10
  • POMD
  • 2
  • 5
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 10
  • POMD
  • 2
  • 6
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 10
  • POMD
  • 2
  • 8
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 10
  • POMD
  • 2
  • 7
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 10
  • POMD
  • 2
  • 11
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 10