Thermodynamics Research Center / ThermoML | Thermochimica Acta

Enthalpies of solution and enthalpies of solvation of chloro- and nitro-substituted benzenes in 1-butyl-3-methyl imidazolium based ionic liquids at 298.15 K: Additivity of group contributions

Khachatrian, A. A.[Artashes A.], Shamsutdinova, Z. I.[Ziliya I.], Varfolomeev, M. A.[Mikhail A.]
Thermochim. Acta 2016, 645, 1-6
ABSTRACT
In this work thermochemistry of solution and solvation of mono- and di-substituted chloro- and nitro-benzenes in 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF4]), 1-butyl-3-methylimidazolium trifluoromethanesulfonate ([BMIM][TfO]) and 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide ([BMIM][NTf2]) ionic liquids was studied. Enthalpies of solution at infinite dilution of benzene, chlorobenzene, nitrobenzene, 1,2-, 1,3-, 1,4-dichlorobenzenes, 1,2-, 1,3-, 1,4-dinitrobenzenes, 1-chloro-2-nitrobenzene, 1-chloro-3-nitrobenzene, and 1-chloro-4-nitrobenzene in three ionic liquids were measured at 298.15 K. On the basis of experimental data enthalpies of solvation of substituted benzenes in ionic solvents were calculated. Values of Cl and NO2 group contributions to the enthalpies of solvation were derived and compared with molecular solvents. Enthalpies of solvation of each series of dichlorobenzenes, chloronitrobenzenes and dinitrobenzenes in studied ionic liquids are equal and do not depend on the mutual position of substituents. This fact shows that dipole moment does not affect the enthalpy of solvation of organic solutes in ionic liquids. Enthalpies of solvation of disubstituted benzenes in ionic liquids calculated through group contribution approach were in goodagreement with experimental data.
Compounds
# Formula Name
1 C8H15BF4N2 1-butyl-3-methylimidazolium tetrafluoroborate
2 C9H15F3N2O3S 1-butyl-3-methylimidazolium trifluoromethanesulfonate
3 C10H15F6N3O4S2 1-butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide
4 C6H6 benzene
5 C6H5NO2 nitrobenzene
6 C6H5Cl chlorobenzene
7 C6H4Cl2 1,2-dichlorobenzene
8 C6H4Cl2 1,3-dichlorobenzene
9 C6H4Cl2 1,4-dichlorobenzene
10 C6H4ClNO2 1-chloro-2-nitrobenzene
11 C6H4ClNO2 1-chloro-3-nitrobenzene
12 C6H4ClNO2 1-chloro-4-nitrobenzene
13 C6H4N2O4 1,2-dinitrobenzene
14 C6H4N2O4 1,3-dinitrobenzene
15 C6H4N2O4 1,4-dinitrobenzene
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
  • 4
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 4; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 6
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 5
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 7
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 8
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 9
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 10
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 10; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 11
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 11; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 12
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 12; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 13
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 14
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 14; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 15
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 15; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 6
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 5
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 7
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 8
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 9
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 10
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 10; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 11
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 11; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 12
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 12; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 13
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 14
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 14; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 15
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 15; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 6
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 6; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 5
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 5; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 7
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 7; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 8
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 8; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Titration calorimetry
  • 1
  • POMD
  • 9
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 9; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 10
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 10; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 11
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 11; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 12
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 12; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 13
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 13; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 14
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 14; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1
  • POMD
  • 15
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Mole fraction - 15; Liquid
  • Pressure, kPa; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Power-compensation calorimetry
  • 1