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

Solubility and Phase Separation of 2-(N-Morpholino)ethanesulfonic Acid (MES) and 4-(N-Morpholino)butanesulfonic Acid (MOBS) in Aqueous 1,4-Dioxane and Ethanol Solutions

Taha, M.[Mohamed], Lee, M. J.[Ming-Jer]
J. Chem. Eng. Data 2011, 56, 12, 4436-4443
ABSTRACT
2-(N-Morpholino)ethanesulfonic acid (MES) and 4-(N-morpholino)butanesulfonic acid (MOBS) are useful for pH control as standard buffers in the physiological range of 5.5 to 6.7 for MES and 6.9 to 8.3 for MOBS, respectively. The densities of MES and MOBS in water and in aqueous 1,4-dioxane and ethanol solutions were measured with a vibrating-tube digital densimeter at 298.15 K and concentrations up to saturated conditions. The solubilities of MES and MOBS at 298.15 K were determined in the mixed solvents of (1,4-dioxane + water) and (ethanol + water) using the experimental results of density measurements. MOBS shows liquid liquid phase separation over the concentrations of 1,4-dioxane from 0.4 to 0.9 in mass fraction. The phase diagram of 1,4-dioxane + MOBS + water system was also determined experimentally at 298.15 K, including tie-lines in the two-liquid phase region. Binodal data were fitted to an empirical equation and the effective excluded volume (EEV) model. The reliability of the experimental tie-line data was confirmed by using the Othmer Tobias and the Bancroft equations. Apparent free energies of transfer (?G'tr) of zwitterionic buffers from water to aqueous 1,4-dioxane and ethanol solutions have been calculated from the solubility data. The contribution of transfer free energies (?g'tr) of the (-CH 2 -CH 2 -) group from water to aqueous 1,4-dioxane and ethanol solutions was estimated from the ?G'tr results.
Compounds
# Formula Name
1 C6H13NO4S 4-morpholineethanesulfonic acid
2 C8H17NO4S 4-morpholinebutanesulfonic acid
3 C4H8O2 1,4-dioxane
4 C2H6O ethanol
5 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
  • 3
  • 1
  • 5
  • Molality, mol/kg - 1 ; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • vibrating tube
  • 9
  • POMD
  • 3
  • 1
  • 5
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • VIBTUB:UFactor:16
  • 9
  • POMD
  • 3
  • 1
  • 5
  • Mass density, kg/m3 ; Liquid
  • Molality, mol/kg - 1; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Crystal - 1
  • VIBTUB:UFactor:16
  • 71
  • POMD
  • 4
  • 1
  • 5
  • Molality, mol/kg - 1 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • vibrating tube
  • 9
  • POMD
  • 4
  • 1
  • 5
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • Vibrating tube method
  • 9
  • POMD
  • 4
  • 1
  • 5
  • Mass density, kg/m3 ; Liquid
  • Molality, mol/kg - 1; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Crystal - 1
  • VIBTUB:UFactor:16
  • 53
  • POMD
  • 3
  • 5
  • 2
  • Molality, mol/kg - 2 ; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • vibrating tube
  • 5
  • POMD
  • 3
  • 5
  • 2
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • VIBTUB:UFactor:16
  • 5
  • POMD
  • 3
  • 5
  • 2
  • Mass fraction - 2 ; Liquid
  • Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Phase equilibration
  • 4
  • POMD
  • 3
  • 5
  • 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Phase equilibration
  • 6
  • POMD
  • 3
  • 5
  • 2
  • Mass density, kg/m3 ; Liquid
  • Molality, mol/kg - 2; Liquid
  • Solvent: Mass fraction - 3; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Crystal - 2
  • VIBTUB:UFactor:16
  • 39
  • POMD
  • 3
  • 5
  • 2
  • Mass fraction - 2 ; Liquid mixture 2
  • Mass fraction - 2 ; Liquid mixture 1
  • Mass fraction - 3 ; Liquid mixture 1
  • Mass fraction - 3; Liquid mixture 2
  • Temperature, K; Liquid mixture 2
  • Pressure, kPa; Liquid mixture 2
  • Liquid mixture 2
  • Liquid mixture 1
  • Phase equilibration
  • Phase equilibration
  • Phase equilibration
  • 3
  • POMD
  • 4
  • 5
  • 2
  • Molality, mol/kg - 2 ; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • vibrating tube
  • 10
  • POMD
  • 4
  • 5
  • 2
  • Mass density, kg/m3 ; Liquid
  • Solvent: Mole fraction - 4; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • Vibrating tube method
  • 10
  • POMD
  • 4
  • 5
  • 2
  • Mass density, kg/m3 ; Liquid
  • Molality, mol/kg - 2; Liquid
  • Solvent: Mass fraction - 4; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Crystal - 2
  • Vibrating tube method
  • 74