Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Solubility of N-phenylanthranilic acid in nine organic solvents from T = (283.15 to 318.15) K: Determination and modelling

Yao, G.[Ganbing], Li, Z.[Zhihui], Xia, Z.[Zhanxiang], Yao, Q.[Qingcang]
J. Chem. Thermodyn. 2016, 103, 218-227
ABSTRACT
The solubility of N-phenylanthranilic acid in nine pure organic solvents including methanol, ethanol, acetone, acetonitrile, ethyl acetate, n-propanol, isopropanol, 1-butanol and toluene was determined experimentally by using the isothermal saturation method within the temperature range from (283.15 to 318.15) K under atmosphere pressure. For all the selected solvents, the solubility increased with a rise in temperature. In general, solubility followed the order from high to low in different solvents: acetone greater than ethyl acetate greater than 1-butanol greater than n-propanol greater than ethanol greater than isopropanol greater than methanol greater than toluene greater than acetonitrile. The experimental solubility values for N-phenylanthranilic acid in these solvents was correlated by the modified Apelblat equation, kh equation, Wilson model and NRTL model. The largest value of rootmean- square deviation (RMSD) was 8.94 10 4, and of relative average deviation (RAD), 3.55%. For a specific solvent, the RAD value obtained with the modified Apelblat equation was smaller than those with the other models. By and large, the four thermodynamic models were all acceptable for the systems of Nphenylanthranilic acid in these solvents. In addition, the mixing properties of the solutions, including the mixing Gibbs energy, mixing enthalpy, mixing entropy, activity coefficient at infinitesimal concentration (c1 1 ) and reduced excess enthalpy (HE;1 1 ) were achieved. The solution process of N-phenylanthranilic acid was spontaneous and endothermic in the studied solvents. The solubility and modelling and thermodynamic studies would be helpful for the purification process of N-phenylanthranilic acid.
Compounds
# Formula Name
1 C13H11NO2 N-phenylanthranilic acid
2 CH4O methanol
3 C2H6O ethanol
4 C3H8O propan-1-ol
5 C3H8O propan-2-ol
6 C4H8O2 ethyl acetate
7 C3H6O acetone
8 C2H3N acetonitrile
9 C7H8 toluene
10 C4H10O butan-1-ol
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
  • 8
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 10
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15