Abstract
Thermodynamic properties of 2-(1‘-hydroxycyclohexyl)cyclohexanone (ketol) are reported. The investigated compound is a byproduct from the caprolactam manufacture. The heat capacity of ketol was measured by vacuum adiabatic calorimetry (T = 5 K to T = 310 K) and by differential scanning calorimetry (T = 294 K to T = 370 K). The fusion temperature Tfus = 306.75 K and the mole fraction of the ketol sample (x = 0.9982) were found by fractional melting analysis. The molar enthalpy of fusion Δfus = (20.81 ± 0.02) kJ·mol-1 was determined in the adiabatic calorimeter. The standard molar thermodynamic functions of ketol in the condensed state were obtained with the use of these calorimetric measurements. The standard molar enthalpy of combustion of ketol Δc (cr, 298.15 K) = −(6963.0 ± 1.8) kJ·mol-1 was found by bomb calorimetry, and the standard molar enthalpy of formation Δf (cr, 298.15 K) = −(597.6 ± 2.4) kJ·mol-1 was derived. The equilibrium of dimerization of cyclohexanone with ketol formation was investigated...
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