Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Vaporization, Sublimation Enthalpy, and Crystal Structures of Imidazo[1,2-a]pyrazine and Phthalazine

Mori, M.[Massiel], Rath, N.[Nigam], Gobble, C.[Chase], Chickos, J.[James], Samarov, A. A.[Artemiy A.], Verevkin, S. P.[Sergey P.]
J. Chem. Eng. Data 2016, 61, 1, 370-379
ABSTRACT
The vaporization enthalpy of imidazo[1,2-a]pyrazine is evaluated by correlation gas chromatography using two sets of standards and by transpiration. Vaporization enthalpies were evaluated using heterocyclic standards with dipole moments that vary from 0 to 3.0 D and using standards with dipole moments greater than 3.0 D. A value of (70.7 +- 1.0) kJ*mol 1 measured by transpiration compares to (67.9 +- 1.4) kJ*mol 1 measured by correlation gas chromatography using standards characterized by dipole moments greater than 3.0 D. The results suggest that imidazo[1,2-a]pyrazine is a member of this series of compounds whose vaporization enthalpies exceed those less polar heterocycles by a fairly constant amount, (6.9 +- 0.3) kJ*mol 1, in this case by (5.9 +- 3.0) kJ*mol 1 using the less polar heterocycles. The crystal structures of phthalazine, another member of the polar series, and of imidazo[1,2-a]pyrazine were determined to examine whether p p stacking, present in the solid state of two other members of the polar series, was a characteristic of this series. If present in the liquid, p p stacking could offer a possible explanation for the vaporization enthalpy differences observed. The sublimation enthalpy of imidazo[1,2-a]pyrazine was also evaluated.
Compounds
# Formula Name
1 C6H5N3 imidazo[1,2-a]pyrazine
2 C5H6N2 3-methylpyridazine
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
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Correlation gas chromatography
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • Drop ice or diphenyl ether calorimetry
  • 1
  • POMD
  • 1
  • Triple point temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • Vapor or sublimation pressure, kPa ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Transpiration method
  • 8
  • POMD
  • 1
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Correlation gas chromatography
  • 1
  • POMD
  • 2
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Correlation gas chromatography
  • 1