Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Measurement and modelling of econazole nitrate in twelve pure organic solvents at temperatures from 278.15 K to 318.15 K

Xie, Y.[Yong], Han, S.[Shuo], Shi, H.[Hongwei], Du, C.[Cunbin], Cong, Y.[Yang], Zhao, H.[Hongkun]
J. Chem. Thermodyn. 2016, 103, 59-68
ABSTRACT
The solubility of econazole nitrate (racemic mixture) in organic solvents is of clear importance for the design of separation processes and further theoretical studies. In this work, the solubilities of econazole nitrate in methanol, ethanol, n-butanol, isopropanol, ethyl acetate, 2-butanone, 3-methyl-1-butanol, acetonitrile, 1,4-dioxane, N,N-dimethylformamide (DMF), 1-methyl-2-pyrrolidinone (NMP) and acetone were determined at the temperatures from 278.15 K to 318.15 K under atmosphere pressure (p = 101.2 kPa) by high-performance liquid chromatography (HPLC). It was found that the econazole nitrate solubilities in mole fraction in selected solvents increased with the increase in temperature. At a given temperature, they obeyed the following order from high to low in different solvents: NMP greater than DMF greater than methanol greater than 2-butanone greater than acetone greater than (3-methyl-1-butanol, ethanol) greater than acetonitrile greater than n-butanol greater than isopropanol greater than 1,4-dioxane greater than ethyl acetate. The experimental solubility data were correlated with the modified Apelblat equation and the Buchowski Ksia^2 _zczak kh equation. The calculated solubilities using the modified Apelblat solubility model were in better agreement with the experimental values. The largest percentage of average relative deviation was 1.53% for solubility of econazole nitrate in isopropanol calculated with the kh equation, and the maximum value of root-mean-square deviation was 2.11 10 4. Based on the modified Apelblat equation, the apparent dissolution enthalpies of econazole nitrate in twelve pure solvent were derived. The results indicate that the dissolution of econazole nitrate in all studied cases is endothermic process.
Compounds
# Formula Name
1 C18H16Cl3N3O4 Econazole nitrate
2 CH4O methanol
3 C2H6O ethanol
4 C3H8O propan-2-ol
5 C4H10O butan-1-ol
6 C3H6O acetone
7 C2H3N acetonitrile
8 C4H8O2 ethyl acetate
9 C5H9NO N-methylpyrrolidone
10 C4H8O butanone
11 C5H12O 3-methylbutan-1-ol
12 C4H8O2 1,4-dioxane
13 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
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 6
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 8
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 9
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 13
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 12
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 13
  • POMD
  • 10
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 11
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17