Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Thermodynamic study of solubility for 2-amino-4-chloro-6-methoxypyrimidine in twelve organic solvents at temperatures from 273.15 K to 323.15 K

Yao, G.[Ganbing], Xia, Z.[Zhanxiang], Li, Z.[Zhihui]
J. Chem. Thermodyn. 2017, 105, 187-197
ABSTRACT
The solubility of 2-amino-4-chloro-6-methoxypyrimidine in methanol, ethanol, chloroform, toluene, ethyl acetate, acetonitrile, n-propanol, acetone, N,N-dimethylformamide, isopropanol, 1,4-dioxane and ethyl benzene was obtained experimentally using the high-performance liquid chromatography analysis at temperatures ranging from (273.15 to 323.15) K under atmospheric pressure. The solubility of 2-amino- 4-chloro-6-methoxypyrimidine in a fixed solvent increased with an increase in temperature. At a certain temperature, the mole fraction solubility in different solvents decreased according to the following order: N,N-dimethylformamide greater than dioxane greater than acetone greater than ethyl acetate greater than chloroform greater than (acetonitrile, n-propanol) greater than (ethanol, isopropanol) greater than methanol greater than toluene greater than ethyl benzene. Four models, modified Apelblat equation, kh equation, Wilson model and NRTL model were applied to correlate of the experimental solubility results. The largest values of relative average deviation and root-mean-square deviation acquired by the four models are 1.21% and 10.71 10 4, respectively. The modified Apelblat model is regarded as the best one for describing the experimental values. Furthermore, the mixing Gibbs energy, mixing enthalpy, and mixing entropy, activity coefficient and reduced excess enthalpy at infinitesimal concentration were obtained based on the mole fraction solubility. The mixing process of 2-amino-4-chloro-6-methoxypyrimi dine in the selected solvents is discussed.
Compounds
# Formula Name
1 C5H6ClN3O 2-amino-4-chloro-6-methoxypyrimidine
2 CH4O methanol
3 C2H6O ethanol
4 CHCl3 trichloromethane
5 C7H8 toluene
6 C4H8O2 ethyl acetate
7 C2H3N acetonitrile
8 C3H8O propan-1-ol
9 C3H6O acetone
10 C3H7NO dimethylformamide
11 C3H8O propan-2-ol
12 C4H8O2 1,4-dioxane
13 C8H10 ethylbenzene
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
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 6
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 8
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 9
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 10
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 11
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11
  • POMD
  • 12
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 13
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 11