Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Solubility determination and thermodynamic modeling of 5-nitro-8- hydroxyquinoline in ten organic solvents from T = (278.15 to 313.15) K and mixing properties of solutions

Cong, Y.[Yang], Wang, J.[Jian], Du, C.[Cunbin], Han, S.[Shuo], Meng, L.[Long], Zhao, H.[Hongkun]
J. Chem. Thermodyn. 2016, 100, 60-71
ABSTRACT
The solubility of 5-nitro-8-hydroxyquinoline in ten organic solvents including methanol, ethanol, acetone, acetonitrile, acetic acid, n-propanol, toluene, isopropanol, ethyl acetate and 1-butanol was determined experimentally by using the isothermal saturation method over a temperature range from (278.15 to 313.15) K under 101.3 kPa. For the temperature range studied, the solubility of 5-nitro-8- hydroxyquinoline in the solvents increased with a rise of temperature. In general, they obeyed the following order from high to low in different solvents: acetone greater than ethyl acetate greater than toluene greater than acetic acid greater than acetonitrile greater than 1-butanol greater than (n-propanol, ethanol) greater than isopropanol greater than methanol. The acquired solubility data of 5-nitro-8-hydroxyquinoline in the solvents studied were correlated by using the modified Apelblat equation, kh equation, Wilson model and NRTL model. The maximum values of root-mean-square deviation (RMSD) and relative average deviation (RAD) were 1.10 10 4 and 1.39%, respectively. Generally, the RAD values acquired with the modified Apelblat equation were smaller than those with the other three models for a certain solvent. Generally, the four thermodynamic models were all acceptable for the systems of 5-nitro-8-hydroxyquinoline in these solvents. Furthermore, the mixing Gibbs energy, mixing enthalpy, mixing entropy, activity coefficient at infinitesimal concentration (c1 1 ) and reduced excess enthalpy (HE;1 1 ) were obtained. The solution process of 5-nitro-8-hydroxyquinoline was spontaneous and endothermic in the studied solvents. The obtained solubility and thermodynamic studies would be very helpful for optimizing the purification process of 5-nitro-8-hydroxyquinoline.
Compounds
# Formula Name
1 C9H6N2O3 5-nitro-8-quinolinol
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 C2H4O2 acetic acid
11 C4H10O butan-1-ol
12 CCl4 tetrachloromethane
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
  • 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
  • POMD
  • 12
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 1