Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Experimental and computational study on the molecular energetics of benzyloxyphenol isomers

da Silva, M. A. V. R.[Manuel A. V. Ribeiro], Ferreira, A. I. M. C. L.[Ana I.M.C. Lobo], Cimas, A.[Alvaro]
J. Chem. Thermodyn. 2011, 43, 12, 1857-1864
ABSTRACT
This paper reports a combined experimental and computational thermochemical study of 4-benzyloxyphenol. Static bomb combustion calorimetry and Knudsen mass-loss effusion technique were used to determine the standard (p = 0.1 MPa) molar enthalpy of combustion, -(6580.1 +- 1.8) kJ mol-1, and of sublimation, (131.0 +- 0.9 kJ mol-1, respectively, from which the standard (p = 0.1 MPa) molar enthalpy of formation, in the gaseous phase, at T = 298.15 K, -(119.5 +- 2.7) kJ mol-1 were derived. For comparison purposes, the gas-phase enthalpy of formation of this compound was estimated by G3(MP2)//B3LYP calculations, using a set of gas-phase working reactions; the results are in excellent agreement with experimental data. G3(MP2)//B3LYP computations were also extended to the calculation of the gas-phase enthalpies of formation of the 2- and 3-benzyloxyphenol isomers. Furthermore, this composite approach was also used to obtain information about the gas-phase acidities, gas-phase basicities, proton and electron affinities, adiabatic ionization enthalpies and, finally, O-H bond dissociation enthalpies.
Compounds
# Formula Name
1 CO2 carbon dioxide
2 H2O water
3 O2 oxygen
4 C13H12O2 4-(phenylmethoxy)phenol
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
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Calculated from knudsen effusion weight loss
  • 36
  • RXND
  • 4
  • 1
  • 2
  • 3
  • Molar enthalpy of reaction, kJ/mol
  • Static bomb calorimetry
  • 1