Thermodynamics Research Center / ThermoML | Journal of Chemical Thermodynamics

Solubility determination and thermodynamic dissolution functions of 1,3-diphenylguanidine in nine organic solvents at evaluated temperatures

Xu, R.[Renjie], Wang, J.[Jian], Du, C.[Cunbin], Han, S.[Shuo], Meng, L.[Long], Zhao, H.[Hongkun]
J. Chem. Thermodyn. 2016, 99, 86-95
ABSTRACT
The solubility of 1,3-diphenylguanidine was determined in ethanol, isopropanol, n-propanol, n-butanol, i-butanol, ethyl acetate, toluene, acetone and acetonitrile by a high performance liquid chromatography (HPLC) within temperature range from (273.15 to 313.15) K under pressure of 101.3 kPa. The solubility of 1,3-diphenylguanidine in the selected solvents increased with the increase in temperature. On the whole, the solubility of 1,3-diphenylguanidine in these solvents followed the order: acetone greater than ethyl acetate greater than n-butanol greater than n-propanol greater than ethanol greater than i-butanol greater than acetonitrile greater than isopropanol greater than toluene. The acquired solubility of 1,3-diphenylguanidine were correlated with the Apelblat equation, kh equation, Wilson model and NRTL model, and the corresponding model parameters were obtained. The Apelblat equation provided better results than the other three models. Furthermore, the apparent dissolution enthalpy and excess enthalpy of solution were obtained from the experimental solubility. The solubility would be helpful in optimising the purification process of 1,3-diphenylguanidine on the industrial scale.
Compounds
# Formula Name
1 C13H13N3 1,3-diphenylguanidine
2 C4H10O butan-1-ol
3 C2H6O ethanol
4 C3H8O propan-1-ol
5 C3H8O propan-2-ol
6 C4H8O2 ethyl acetate
7 C3H6O acetone
8 C2H3N acetonitrile
9 C7H8 toluene
10 C4H10O 2-methyl-1-propanol
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
  • DTA
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 8
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 3
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 4
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 5
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 7
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 2
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17
  • POMD
  • 10
  • 1
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Chromatography
  • 17