Thermodynamics Research Center / ThermoML | Thermochimica Acta

Acetamidobenzoic acid isomers: Studying sublimation and fusion processes and their connection with crystal structures

Manin, A. N.[Alex N.], Voronin, A. P.[Alexander P.], Perlovich, G. L.[German L.]
Thermochim. Acta 2014, 583, 72-7
ABSTRACT
Temperature dependencies of saturated vapor pressure for i-acetamidobenzoic acids (i=2-, 3- and 4-) were obtained by flow inert gas-carrier transfer method. Thermodynamic parameters of sublimation were calculated for 2-acetamidobenzoic acid (2-AcAm-BA), 3-acetamidobenzoic acid (3- AcAm-BA) and 4-acetamidobenzoic acid (4-AcAm-BA) (2-AcAm-BA: =54.4 kJ*mol-1; = 116+-1 kJ*mol- 1; =205+-4 J*K-1*mol-1; 3-AcAm-BA: =73.2 kJ*mol-1; = 137+-1 kJ*mol-1; =215+-4 J*K-1*mol-1; 4- AcAm-BA: =72.3 kJ*mol-1; = 138+-1 kJ*mol-1; =221+-8 J*K-1*mol-1). Thermochemical parameters of fusion process for investigated objects were obtained, and vaporization enthalpies were estimated from fusion and sublimation enthalpies. The thermal data obtained in all experiments was used to find relationships between the thermal properties of these compounds and other benzoic acid derivatives and their structural properties. A correlation between enthalpy of sublimation and melting point was obtained. The influence of size and position of substituents on crystal lattice energy was discussed.
Compounds
# Formula Name
1 C9H9NO3 2-acetamidobenzoic acid
2 C9H9NO3 3-(acetylamino)benzoic acid
3 C9H9NO3 4-acetamidobenzoic 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
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 1
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 1
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Transpiration method
  • 15
  • POMD
  • 2
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 2
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Transpiration method
  • 14
  • POMD
  • 3
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Gas
  • DSC
  • 1
  • POMD
  • 3
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA:corrimp
  • 1
  • POMD
  • 3
  • Vapor or sublimation pressure, kPa ; Crystal
  • Temperature, K; Crystal
  • Crystal
  • Gas
  • Transpiration method
  • 15