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

Thermochemical Study of Three Hindered Pyridine Derivatives

Freitas, V. L. S.[Vera L.S.], Acree, Jr., W. E.[William E.], Ribeiro da Silva, M. D. M. C.[Maria D. M. C.]
J. Chem. Eng. Data 2008, 53, 8, 1820-1823
ABSTRACT
The present work reports the values of the gaseous standard (pdeg ) 0.1 MPa) molar enthalpy of formation of three pyridine derivatives substituted with one, two, and three tert-butyl groups, in positions para, orthoortho and ortho-para-ortho to the nitrogen, respectively. The standard molar energies of combustion of each compound, determined by static bomb calorimetry, yielded their standard molar enthalpies of formation in the condensed phase at T ) 298.15 K, which together with the values of the standard molar enthalpies of vaporization or sublimation, measured by Calvet microcalorimetry, allowed the calculation of the standard gas phase molar enthalpy of formation of each compound studied. The enthalpies of combustion for 4-tertbutylpyridine (l), 2,6-di-tert-butylpyridine (l) and 2,4,6-tri-tert-butylpyridine (cr) were found to be, respectively, -(5 370.1 ( 3.4) kJ mol-1, -(7954.2 ( 4.0) kJ mol-1, and -(10 542.9 ( 4.9) kJ mol-1. The molar enthalpies of vaporization were measured as (54.4 ( 1.3) kJ mol-1 for 4-tert-butylpyridine, (56.6 ( 1.2) kJ mol-1 for 2,6-di-tert-butylpyridine, whereas the enthalpy of sublimation of 2,4,6-tri-tert-butylpyridine was found to be (78.3 ( 1.7) kJ mol-1.
Compounds
# Formula Name
1 CO2 carbon dioxide
2 N2 nitrogen
3 H2O water
4 O2 oxygen
5 C9H13N 4-(1,1-dimethylethyl)pyridine
6 C13H21N 2,6-di-tert-butylpyridine
7 C17H29N pyridine, 2,4,6-tris(1,1-dimethylethyl)-
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
  • 5
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Calvet Microcalorimeter
  • 1
  • POMD
  • 5
  • Molar enthalpy, kJ/mol ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Calvet microcalorimetry
  • 1
  • POMD
  • 6
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Calvet Microcalorimeter
  • 1
  • POMD
  • 6
  • Molar enthalpy, kJ/mol ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Calvet microcalorimetry
  • 1
  • POMD
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Molar enthalpy of vaporization or sublimation, kJ/mol ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Calvet Microcalorimeter
  • 1
  • POMD
  • 7
  • Molar enthalpy, kJ/mol ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Calvet microcalorimetry
  • 1
  • RXND
  • 5
  • 1
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1
  • RXND
  • 6
  • 1
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1
  • RXND
  • 7
  • 1
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1