ABSTRACT

Dilution enthalpies of two penicillamine enantiomers, namely, d-penicillamine, l-penicillamine, and their racemate d,l-penicillamine, in N,N-dimethylformamide (DMF) + water mixtures of various compositions have been determined at 298.15 K respectively, using an isothermal titration calorimeter (MicroCal ITC200). According to the McMillan Mayer theory, homochiral enthalpic pairwise interaction coefficients (hXX) of the three penicillamines in DMF + water mixtures of different mass fractions (wDMF = 0 to 0.3) have been calculated regressively. It is found that hXX coefficients of each enantiomer and their racemate change increasingly with wDMF to the maxima at wDMF = 0.20 and then decrease relatively rapidly, which follows the order hLL greater than hDD hRR greater than 0 (R represents the racemate mixture of penicillamine). The results are discussed from the point of view of competitive equilibrium between hydrophobic and hydrophilic interactions in solutions.

Compounds

#	Formula	Name
1	C5H11NO2S	3-sulfanyl-D-valine
2	C5H11NO2S	3-sulfanyl-L-valine
3	C5H11NO2S	2-amino-3-mercapto-3-methylbutanoic acid
4	C3H7NO	dimethylformamide
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	1 5	Molar enthalpy of dilution, kJ/mol ; Liquid	Initial molality of solute, mol/kg; Liquid Final molality of solute, mol/kg; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	isothermal titration calorimetry	19
POMD	2 5	Molar enthalpy of dilution, kJ/mol ; Liquid	Initial molality of solute, mol/kg; Liquid Final molality of solute, mol/kg; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	isothermal titration calorimetry	19
POMD	3 5	Molar enthalpy of dilution, kJ/mol ; Liquid	Initial molality of solute, mol/kg; Liquid Final molality of solute, mol/kg; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	isothermal titration calorimetry	20
POMD	1 4 5	Molar enthalpy of dilution, kJ/mol ; Liquid	Initial molality of solute, mol/kg; Liquid Solvent: Mass fraction - 4; Liquid Final molality of solute, mol/kg; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	isothermal titration calorimeter	108
POMD	4 2 5	Molar enthalpy of dilution, kJ/mol ; Liquid	Initial molality of solute, mol/kg; Liquid Solvent: Mass fraction - 4; Liquid Final molality of solute, mol/kg; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	isothermal titration calorimeter	108
POMD	3 4 5	Molar enthalpy of dilution, kJ/mol ; Liquid	Initial molality of solute, mol/kg; Liquid Solvent: Mass fraction - 4; Liquid Final molality of solute, mol/kg; Liquid	Temperature, K; Liquid Pressure, kPa; Liquid	Liquid	isothermal titration calorimeter	108

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

Enthalpies of Dilution of Penicillamines in N,N-Dimethylformamide + Water Mixtures at 298.15 K

Cheng, W.-N.[Wei-Na], Hu, X.-G.[Xin-Gen], Jia, Z.-P.[Zhao-Peng], Guo, Z.[Zheng], Liang, H.-Y.[Hong-Yu], Fang, G.[Guoyong]

ABSTRACT