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

Knowledge of a Molecule: An Experimental and Theoretical Study of the Structure and Enthalpy of Formation of Tetrahydro-2H-1,3-oxazine-2-thione

Roux, M. V.[MarIa Victoria], Temprado, M.[Manuel], Jimenez, P.[Pilar], Notario, R.[Rafael], Parameswar, A. R.[Archana R.], Demchenko, A. V.[Alexei V.], Chickos, J. S.[James S.], Deakyne, C. A.[Carol A.], Liebman, J. F.[Joel F.]
J. Chem. Eng. Data 2011, 56, 12, 4725-4732
ABSTRACT
In a continuation of our investigations of the thermochemistry of heterocyclic ring systems and sulfur-containing compounds, the standard molar enthalpy of formation of tetrahydro-2H-1,3-oxazine-2-thione (CAS no. 17374-18-4) at T = 298 K has been evaluated both experimentally and computationally. Combined enthalpies of combustion and sublimation, measured by rotary bomb combustion calorimetry and the Knudsen effusion technique, yielded a gas-phase enthalpy of formation of -(104.0 +- 5.5) kJ*mol 1. The G3 value of -104.6 kJ*mol 1 calculated using an isodesmic bond separation reaction is in excellent agreement with the experimental result. The variation in enthalpy of formation with ring size is discussed, and the G3 enthalpy of formation of tetrahydro-2H-1,3-thiazine-2-thione (72.4 kJ*mol 1) was also computed for this purpose.
Compounds
# Formula Name
1 H2O4S sulfuric acid
2 CO2 carbon dioxide
3 N2 nitrogen
4 H2O water
5 O2 oxygen
6 C4H7NOS tetrahydro-2H-1,3-oxazine-2-thione
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
  • 6
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 6
  • Mass density, kg/m3 ; Crystal
  • Temperature, K; Crystal
  • Pressure, kPa; Crystal
  • Crystal
  • Buoyancy - hydrostatic balance
  • 1
  • POMD
  • 6
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • KNUDSEN:UFactor:3
  • 21
  • RXND
  • 1
  • 6
  • 2
  • 3
  • 4
  • 5
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1