Thermodynamics Research Center / ThermoML | International Journal of Thermophysics

Volumetric Properties of Binary Mixtures of 2,4,6-Trimethylpyridine with 1,2-Ethanediol, Methanol, and Water, and the Association Energies of the O-H***N Bonded Complexes

Przybyla, A.[Anna], Lodowski, P.[Piotr], Marczak, W.[Wojciech]
Int. J. Thermophys. 2012, 33, 4, 692-706
ABSTRACT
2,4,6-Trimethylpyridine forms 1:1 complexes with methanol, 1,2-ethanediol, and water due to the O H* * *N bonds. The association energy of the complexes was calculated usingMP2 and DFT methods. The complexes with 1,2-ethanediol and water aggregate in the liquid phase as a result of the O H* * *O bonds. In spite of the higher O H* * *N bond energy, the aggregation of the ethanediolic complexes is less pronounced than that of the aqueous ones. That is probably caused by the weaker induction effect due to the C C chain separating the hydroxyl groups in the diol molecule. Aggregation is impossible in the methanolic system, because of the lack of proton-donating functional groups. Differences in the hydrogen bond energy and in the ability to aggregate are manifested in the volumetric properties of the mixtures.
Compounds
# Formula Name
1 C8H11N 2,4,6-trimethylpyridine
2 CH4O methanol
3 C2H6O2 1,2-ethanediol
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 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 9
  • POMD
  • 2
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 9
  • POMD
  • 3
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 9
  • POMD
  • 2
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 117
  • POMD
  • 3
  • 1
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Mole fraction - 1; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Vibrating tube method
  • 108