Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Thermochemical study of some chloro and bromo alkyl substituted phthalimides: Structural energetic correlations

Ribeiro da Silva, M. A. V.[Manuel A. V.], Santos, C. P.[Claudia P.], Monte, M. J. S.[Manuel J. S.], Sousa, C. A. D.[Carlos A. D.]
J. Chem. Thermodyn. 2007, 39, 10, 1363-1371
ABSTRACT
The standard (p = 0.1 MPa) massic energies of combustion, Dcu , for crystalline N-chloromethylphthalimide, N-(2-chloroethyl) phthalimide, N-(2-bromoethyl)phthalimide, and N-(3-bromopropyl)phthalimide were determined, at the temperature 298.15 K, using a rotating-bomb combustion calorimeter. The standard molar enthalpies of sublimation, Dg crH m, at T = 298.15 K were determined for all compounds by Calvet microcalorimetry and for N-chloromethylphthalimide also derived from the variation with the temperature of its vapour pressures measured by the Knudsen effusion technique. The results obtained were as follows: These values were used to derive the standard molar enthalpies of formation of the compounds in their crystalline and gaseous phases, respectively. The derived standard molar enthalpies of formation, in the gaseous state, are analyzed in terms of enthalpic increments and interpreted in terms of molecular structure.
Compounds
# Formula Name
1 BrH hydrogen bromide
2 CO2 carbon dioxide
3 N2 nitrogen
4 H2O water
5 O2 oxygen
6 ClH hydrogen chloride
7 C9H6ClNO2 N-(chloromethyl)phthalimide
8 C10H8BrNO2 N-(2-bromoethyl)phthalimide
9 C11H10BrNO2 N-(3-bromopropyl)phthalimide
10 C10H8ClNO2 N-(2-chloroethyl)phthalimide
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
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • masses and of the volumes of pellets.
  • 1
  • POMD
  • 7
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • KNUDSEN:flow
  • 33
  • POMD
  • 7
  • Molar enthalpy, kJ/mol ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Sublimation drop calorimetry
  • 1
  • POMD
  • 8
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 8
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • masses and of the volumes of pellets.
  • 1
  • POMD
  • 8
  • Molar enthalpy, kJ/mol ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Sublimation drop calorimetry
  • 1
  • POMD
  • 9
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 9
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • masses and of the volumes of pellets.
  • 1
  • POMD
  • 9
  • Molar enthalpy, kJ/mol ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Sublimation drop calorimetry
  • 1
  • POMD
  • 10
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 10
  • Mass density, kg/m3 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • masses and of the volumes of pellets.
  • 1
  • POMD
  • 10
  • Molar enthalpy, kJ/mol ; Gas
  • Temperature, K; Gas
  • Pressure, kPa; Gas
  • Gas
  • Sublimation drop calorimetry
  • 1
  • RXND
  • 8
  • 1
  • 2
  • 3
  • 4
  • 5
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1
  • RXND
  • 9
  • 1
  • 2
  • 3
  • 4
  • 5
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1
  • RXND
  • 6
  • 7
  • 2
  • 3
  • 4
  • 5
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1
  • RXND
  • 10
  • 6
  • 2
  • 3
  • 4
  • 5
  • Specific internal energy of reaction at constant volume, J/g
  • Rotating bomb calorimetry
  • 1