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

Dissociation Constants and Solubilities of Dalbergin and Nordalbergin in Different Solvents

Kong, W.[Wanjun], Sun, R.[Rui], Gao, Y.[Yanjuan], Nan, G.[Guanjun], Yang, G.[Guangde], Li, Y.[Yiping]
J. Chem. Eng. Data 2015, 60, 9, 2585-2593
ABSTRACT
The dissociation constants (pKa) of dalbergin and nordalbergin were measured at 298.2 K using ultraviolet (UV) spectroscopy method. The solubilities of dalbergin and nordalbergin in water, methanol, propanone, ethyl ethanoate, trichloromethane, and hexane have been determined by the UV spectrophotometric method from 283.2 to 308.2 K at atmospheric pressure. The experimental solubility values were correlated with a modified Apelblat equation, ?h model, and ideal model. The pKa value of dalbergin is 8.91 +- 0.12, and the pKa1 and pKa2 values of nordalbergin are 7.31 +- 0.29 and 9.79 +- 0.39, respectively. The solubilities of dalbergin and nordalbergin in six solvents increase with an increase in temperature. The solubility order of dalbergin in six pure solvents was trichloromethane greater than propanone greater than ethyl ethanoate greater than methanol greater than hexane greater than water, whereas that of nordalbergin was propanone greater than methanol greater than ethyl ethanoate greater than trichloromethane greater than water greater than hexane. A comparison of the solubility of dalbergin with that of nordalbergin shows that the 7-methoxyl moiety of dalbergin leads to a significantly higher solubility in trichloromethane and hexane, a little higher solubility in ethyl ethanoate, an approximately equal solubility in propanone, and a little lower solubility in methanol and water (exception 283.2 K). For dalbergin, the modified Apelblat equation shows the best correlation for all solvents, and for nordalbergin, correlation results by three models are similar.
Compounds
# Formula Name
1 C16H12O4 6-hydroxy-7-methoxy-4-phenylcoumarin
2 C15H10O4 6,7-dihydroxy-4-phenylcoumarin
3 CH4O methanol
4 CHCl3 trichloromethane
5 C4H8O2 ethyl acetate
6 C3H6O acetone
7 C6H14 hexane
8 H2O water
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
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • VISOBS
  • 1
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal 2 - 1
  • UV-spectroscopy
  • 6
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectroscopy
  • 6
  • POMD
  • 6
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectroscopy
  • 6
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectroscopy
  • 6
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectroscopy
  • 6
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • UV-spectroscopy
  • 6
  • POMD
  • 2
  • 8
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • UV-spectroscopy
  • 6
  • POMD
  • 3
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • UV-spectroscopy
  • 6
  • POMD
  • 6
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • UV-spectroscopy
  • 6
  • POMD
  • 5
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • UV-spectroscopy
  • 6
  • POMD
  • 4
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • UV-spectroscopy
  • 6
  • POMD
  • 7
  • 2
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • UV-spectroscopy
  • 6