Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solubilities of Cinnamic Acid Esters in Organic Solvents

Panteli, E.[Eleni], Saratsioti, P.[Panagiota], Stamatis, H.[Haralampos], Voutsas, E.[Epaminondas]
J. Chem. Eng. Data 2010, 55, 2, 745-749
ABSTRACT
The solubilities of three cinnamic acid esters, namely, methyl ferulate, methyl p-coumarate, and methyl sinapate, have been measured in tert-butanol, tert-pentanol, ethyl acetate, and n-hexane, at the temperature range of (303.15 to 321.15) K. It is shown that tert-pentanol is the best solvent for methyl p-coumarate and methyl ferulate and ethyl acetate for methyl sinapate, while the nonpolar n-hexane is the worst solvent. Using the experimentally measured solubilities, the thermodynamic properties of dissolution of the three esters have been calculated. To better understand the solubilization process, the melting temperatures and the enthalpies of fusion of the three esters were determined by differential scanning calorimetry. Finally, successful correlation of the experimental data was achieved with the UNIQUAC and the nonrandom two-liquid (NRTL) activity coefficient models.
Compounds
# Formula Name
1 C4H10O 2-methylpropan-2-ol
2 C5H12O 2-methylbutan-2-ol
3 C4H8O2 ethyl acetate
4 C6H14 hexane
5 C10H10O3 2-propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester
6 C11H12O4 methyl 3-(4-hydroxy-3-methoxyphenyl)-2-propenoate
7 C12H14O5 3,5-dimethoxy-4-hydroxy cinnamic acid methyl ester
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 of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • Adiabatic calorimetry
  • 1
  • POMD
  • 5
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 6
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • Adiabatic calorimetry
  • 1
  • POMD
  • 6
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 7
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • Adiabatic calorimetry
  • 1
  • POMD
  • 7
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 1
  • 5
  • Mole fraction - 5 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • Chromatography
  • 5
  • POMD
  • 1
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • Chromatography
  • 5
  • POMD
  • 1
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 5
  • POMD
  • 2
  • 5
  • Mole fraction - 5 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • Chromatography
  • 5
  • POMD
  • 2
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • Chromatography
  • 5
  • POMD
  • 2
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 5
  • POMD
  • 3
  • 5
  • Mole fraction - 5 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • Chromatography
  • 5
  • POMD
  • 3
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • Chromatography
  • 5
  • POMD
  • 3
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 5
  • POMD
  • 4
  • 5
  • Mole fraction - 5 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 5
  • Chromatography
  • 5
  • POMD
  • 4
  • 6
  • Mole fraction - 6 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 6
  • Chromatography
  • 5
  • POMD
  • 4
  • 7
  • Mole fraction - 7 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 7
  • Chromatography
  • 5