Thermodynamics Research Center / ThermoML | Thermochimica Acta

Enthalpies and heat capacities of solution of racemic N-methyl-substituted glycolurils in water at T = (278.15 to 313.15) K

Ivanov, E. V.[Evgeniy V.], Batov, D. V.[Dmitriy V.]
Thermochim. Acta 2015, 620, 59-64
ABSTRACT
The molar enthalpies of solution of racemic (with enantiomer ratio of 1:1) 2-monomethyl-, 2,6-dimethyl-, and 2,4,6-trimethylglycolurils (2-MMGU, 2,6-DMGU and 2,4,6-TMGU, respectively) in water were measured calorimetrically in the temperature range between (278.15 and 313.15) K and at p = 99.6 kPa. Derived from experimental data, the standard (at infinite dilution) molar enthalpic characteristics of the dissolution process are positive by sign and increase with rising temperature as well as in a sequence of 2,4,6-TMGU less than 2,6-DMGU less than 2-MMGU. In the same way, the standard heat capacity of solution decreases distinctly, leading to the conclusion that the effect of hydrophobic hydration is more pronounced for the more N-methylated solute. It was suggested that, despite the presence of hydrophobic moieties (N-sited methyl groups) in the molecules considered, a hydrophilic constituent (via H-bonding) seems to be the predominant one in the total enthalpy effect of a solute hydration.
Compounds
# Formula Name
1 C5H8N4O2 rac-(3aS,6aR)-1-methyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
2 C6H10N4O2 rac-(3aR,6aR)-1,4-dimethyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
3 C7H12N4O2 rac-(3aS,6aR)-1,3,4-trimethyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
4 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
  • DTA
  • 1
  • POMD
  • 1
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 2
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 2
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 3
  • Normal melting temperature, K ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DTA
  • 1
  • POMD
  • 3
  • Molar enthalpy of transition or fusion, kJ/mol ; Crystal
  • Crystal
  • Liquid
  • Air at 1 atmosphere
  • DSC
  • 1
  • POMD
  • 4
  • 1
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 1; Liquid
  • Liquid
  • ISOPERIBOL
  • 6
  • POMD
  • 4
  • 2
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 2; Liquid
  • Liquid
  • ISOPERIBOL
  • 6
  • POMD
  • 4
  • 3
  • Molar enthalpy of solution, kJ/mol ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Mole fraction - 3; Liquid
  • Liquid
  • ISOPERIBOL
  • 6