Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Calorimetric study of methyl and ethyl 2-thiophenecarboxylates and ethyl 2- and 3-thiopheneacetates

Ribeiro da Silva, M. A. V.[Manuel A. V.], Santos, A. F. L. O. M.[Ana Filipa L.O.M.]
J. Chem. Thermodyn. 2009, 41, 8, 926-931
ABSTRACT
The standard (p 1/4 0:1 MPa) molar enthalpies of formation, in the condensed phase, of the liquids methyl 2-thiophenecarboxylate, ethyl 2-thiophenecarboxylate, ethyl 2-thiopheneacetate, and ethyl 3-thiopheneacetate, at T = 298.15 K, were derived from the standard massic energies of combustion, in oxygen, to yield CO2 (g) and H2SO4 115H2O (aq), measured by rotating bomb combustion calorimetry. For these four compounds, the standard molar enthalpies of vaporization, Dg l H m, at T = 298.15 K, were obtained by high temperature Calvet microcalorimetry. The values obtained were: Compound DfH m olP=okJ mol 1 P Dgl H m o298:15 KP=okJ mol 1 P Methyl 2-thiophenecarboxylate (l) 301.2 +- 1.7 57.6 +- 1.2 Ethyl 2-thiophenecarboxylate (l) 327.2 +- 2.0 56.6 +- 1.3 Ethyl 2-thiopheneacetate (l) 361.8 +- 2.3 61.8 +- 1.3 Ethyl 3-thiopheneacetate (l) 358.9 +- 2.2 63.2 +- 1.3 The standard (p 1/4 0:1 MPa) molar enthalpies of formation, in the gaseous phase, were derived from the experimental results and they are interpreted in terms of enthalpic increments of the introduction of a methylene group to the substituent chain. Moreover, the results are compared with the analogue benzene derivative.
Compounds
# Formula Name
1 H2O4S sulfuric acid
2 CO2 carbon dioxide
3 H2O water
4 O2 oxygen
5 C7H8O2S ethyl 2-thiophenecarboxylate
6 C8H10O2S ethyl 2-thiopheneacetate
7 C8H10O2S ethyl 3-thiopheneacetate
8 C6H6O2S methyl 2-thiophenecarboxylate
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, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Drop calorimetry
  • 1
  • POMD
  • 5
  • Molar enthalpy of transition or fusion, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Calvet microcalorimetry
  • 1
  • POMD
  • 6
  • Molar enthalpy, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Drop calorimetry
  • 1
  • POMD
  • 6
  • Molar enthalpy of transition or fusion, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Calvet microcalorimetry
  • 1
  • POMD
  • 7
  • Molar enthalpy, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Drop calorimetry
  • 1
  • POMD
  • 7
  • Molar enthalpy of transition or fusion, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Calvet microcalorimetry
  • 1
  • POMD
  • 8
  • Molar enthalpy, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Drop calorimetry
  • 1
  • POMD
  • 8
  • Molar enthalpy of transition or fusion, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Gas
  • Calvet microcalorimetry
  • 1
  • RXND
  • 8
  • 1
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1
  • RXND
  • 5
  • 1
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1
  • RXND
  • 1
  • 6
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1
  • RXND
  • 1
  • 7
  • 2
  • 3
  • 4
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1