Thermodynamics Research Center, ThermoML : Journal of Chemical and Engineering Data

Solid-Liquid Equilibrium of 5-Chloro-8-hydroxyquinoline and 5,7-Dichloro-8-hydroxyquinoline in Different Solvents and Mixing Properties of Solutions

Yang, Z.[Zehui], Shao, D.[Danfeng], Zhou, G.[Guoquan]
J. Chem. Eng. Data 2019, 64, 12, 5057-5065
ABSTRACT
The solubility values of 5-chloro-8-hydroxyquinoline and 5,7-dichloro-8-hydroxyquinoline in six pure solvents at temperature ranging from (283.15 to 323.15) K was determined by the isothermal saturation method. In the investigated temperature range, the values of 5-chloro-8-hydroxyquinoline are larger than that of 5,7-dichloro-8-hydroxyquinoline at all studied temperatures. They decrease according to the sequence of (N-methyl-2-pyrrolidone greater than N,N-dimethylformamide greater than 1,4-dioxane greater than ethyl acetate greater than toluene greater than acetonitrile). The determined solubility data were correlated using the modified Apelblat equation, Buchowski-Ksiazaczak h equation and NRTL model. The results of correlation indicated that the calculated and experimental values agreed very well. The maximum values of root-mean-square deviation (RMSD) and relative average deviation (RAD) were (14.8810-4 and 1.46% for 5-chloro-8-hydroxyquinoline) and (2.53 e10-4 and 2.56% for 5,7-dichloro-8-hydroxyquinoline) respectively. The calculation results of thermodynamic properties show that the process of dissolving is apparently not only spontaneous but also entropy-driving.
Compounds
# Formula Name
1 C9H6ClNO 5-chloro-8-hydroxyquinoline
2 C9H5Cl2NO 5,7-dichloro-8-hydroxyquinoline
3 C3H7NO dimethylformamide
4 C5H9NO N-methylpyrrolidone
5 C4H8O2 1,4-dioxane
6 C4H8O2 ethyl acetate
7 C7H8 toluene
8 C2H3N acetonitrile
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
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 2
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 2
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 7
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 8
  • POMD
  • 2
  • 6
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 9
  • POMD
  • 2
  • 7
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 9
  • POMD
  • 2
  • 3
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 9
  • POMD
  • 2
  • 4
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 9
  • POMD
  • 2
  • 8
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 9
  • POMD
  • 2
  • 5
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Chromatography
  • 8