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

Solubility and Solution Thermodynamics of 2,6-Dichloro-4-nitroaniline in 12 Pure Solvents at Temperatures from 278.15 to 323.15 K

Wu, J.[Jiaxin], Wang, J.[Jian], Farajtabar, A.[Ali], Zhao, H.[Hongkun]
J. Chem. Eng. Data 2019, 64, 12, 5869-5877
ABSTRACT
Through the shake-flask method, the solubility of 2,6-dichloro-4-nitroaniline (DCNA) in twelve pure solvents of n-butanol, n-propanol, methanol, ethylene glycol (EG),ethanol, isopropanol, acetonitrile, cyclohexane, 1,4-dioxoane, ethyl acetate, water and N-methyl pyrrolidone (NMP) was achieved over the temperatures from 278.15 to 323.15 K at ambient pressure of p = 101.2 kPa. The mole fraction solubility of DCNA in above solvents increased as the temperature increased and ranked as: NMP greater than 1,4-dioxoane greater than ethyl acetate greater than acetonitrile greater than n-butanol greater than n-propanol greater than ethanol greater than EG greater than isopropanol greater than methanol greater than cyclohexane greater than water. The solvent-solvent and solvent-solute interactions upon the DCNA solubility were investigated using the linear solvation energy relationship on the basis of the solvent descriptors. The acquired solubility was correlated using the NRTL model, h equation, modified Apelblat equation and Wilson model. The obtained maximum relative average deviation and root-mean-square deviation through the four models were 6.53x10-2 and 13.73x10-4, respectively. In general, the relative average deviation values achieved through the modified Apelblat equation were lower than those with the other three equations for a certain solvent. In addition, the mixing properties, reduced excess enthalpy and activity coefficient under infinitesimal concentration were derived based on the Wilson model.
Compounds
# Formula Name
1 C6H4Cl2N2O2 1-amino-2,6-dichloro-4-nitrobenzene
2 CH4O methanol
3 C2H6O ethanol
4 C3H8O propan-1-ol
5 C3H8O propan-2-ol
6 C2H6O2 1,2-ethanediol
7 C2H3N acetonitrile
8 C6H12 cyclohexane
9 C5H9NO N-methylpyrrolidone
10 C4H10O butan-1-ol
11 C4H8O2 ethyl acetate
12 C4H8O2 1,4-dioxane
13 H2O water
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
  • 13
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 2
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 9
  • POMD
  • 1
  • 10
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 7
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 12
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 7
  • POMD
  • 1
  • 11
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 10