Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Thermochemistry of phenylacetic and monochlorophenylacetic acids

Ribeiro da Silva, M. A. V.[Manuel A. V.], Ferreira, A. I. M. C. L.[Ana I. M. C. L.], Lima, L. M. S. S. M. S. S.[Luis M. Spencer S.], Sousa, S. M. M.[Sandra M.M.]
J. Chem. Thermodyn. 2008, 40, 2, 137-145
ABSTRACT
The standard (p = 0.1 MPa) molar enthalpies of formation in the crystalline state of phenylacetic acid and ortho-, meta- and parachlorophenylacetic acids were derived from the standard molar energies of combustion in oxygen at T = 298.15 K, measured by combustion calorimetry. The Knudsen mass-loss effusion technique was used to measure the dependence of the vapour pressure of the solid isomers of chlorophenylacetic acid with the temperature from which the standard molar enthalpies of sublimation were derived using the Clausius Clapeyron equation. From these values the standard molar enthalpies in the gaseous phase, at T = 298.15 K, were derived, compared with the same parameters estimated from the Cox scheme and interpreted in terms of molecular structure. The standard (p = 0.1 MPa) molar enthalpies, entropies, and Gibbs energies of sublimation, at T = 298.15 K, were derived for the three monochlorophenylacetic acids, using estimated values for the heat capacity differences between the gas and the crystal phases. Moreover, the enthalpies and the temperatures of fusion for the crystalline isomers of chlorophenylacetic acid were measured by differential scanning calorimetry.
Compounds
# Formula Name
1 ClH hydrogen chloride
2 CO2 carbon dioxide
3 H2O water
4 O2 oxygen
5 C8H8O2 phenylacetic acid
6 C8H7ClO2 (2-chlorophenyl)ethanoic acid
7 C8H7ClO2 (3-chlorophenyl)ethanoic acid
8 C8H7ClO2 (4-chlorophenyl)ethanoic acid
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
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 6
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 6
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Calculated from knudsen effusion weight loss
  • 35
  • POMD
  • 7
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Calculated from knudsen effusion weight loss
  • 35
  • POMD
  • 8
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 8
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 8
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Calculated from knudsen effusion weight loss
  • 32
  • 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
  • RXND
  • 8
  • 1
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1
  • RXND
  • 5
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Static bomb calorimetry
  • 1