Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Solubility of 3-chloro-N-phenylphthalimide in ten organic solvents from T = (288.15 to 323.15) K: Determination and modelling

Du, C.[Cunbin], Xu, R.[Renjie], Han, S.[Shuo], Xu, J.[Jian], Meng, L.[Long], Wang, J.[Jian], Zhao, H.[Hongkun]
J. Chem. Thermodyn. 2016, 96, 187-195
ABSTRACT
The solubility of 3-chloro-N-phenylphthalimide in acetonitrile, methanol, n-propanol, isopropanol, nbutanol, 2-methyl-1-propanol, ethyl acetate, acetone, 1,4-dioxane and acetic acid were obtained experimentally with the high-performance liquid chromatography analysis at temperature ranging from (288.15 to 323.15) K under 0.1 MPa. The solubility values of 3-chloro-N-phenylphthalimide in those solvents increased with an increase in temperature, and decreased from high to low based on the following order: 1,4-dioxane greater than acetone greater than ethyl acetate greater than acetonitrile greater than acetic acid greater than (n-propanol, n-butanol) greater than (methanol, 2-methyl-1-propanol) greater than isopropanol. The obtained solubility data of 3-chloro-Nphenylphthalimide in the studied solvents were correlated by using four models, the modified Apelblat equation, kh equation, Wilson model and NRTL model. The calculated solubility using the modified Apelblat equation provided better agreement with those evaluated by the other three models. In general, the four models were all acceptable for correlating the solubility data of 3-chloro-Nphenylphthalimide in the studied solvents. In addition, the change of molar Gibbs energy, molar solution enthalpy, molar solution entropy and excess enthalpy of the solution for per 1 mol of mixture of 3-chloro- N-phenylphthalimide in these solvents were evaluated at mean harmonic temperature. The dissolution process of 3-chloro-N-phenylphthalimide in the selected solvents was exothermic and entropy-driving. The study concerning the solubility of 3-chloro-N-phenylphthalimide in the selected solvents and solution properties can provide fundamental data in the manufacturing and separating process of 3-chloro-N-phenylphthalimide.
Compounds
# Formula Name
1 C14H8ClNO2 3-chloro-N-phenylphthalimide
2 C2H3N acetonitrile
3 CH4O methanol
4 C3H8O propan-1-ol
5 C3H8O propan-2-ol
6 C4H10O butan-1-ol
7 C4H10O 2-methyl-1-propanol
8 C4H8O2 ethyl acetate
9 C3H6O acetone
10 C4H8O2 1,4-dioxane
11 C2H4O2 acetic 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
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • flotation method
  • 1
  • 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
  • 6
  • 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
  • 8
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15
  • POMD
  • 9
  • 1
  • 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
  • 11
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 15