Determination of ΔH0f298(C6F10,g) and ΔH0f298(C6F12,g) from studies of the combustion of decafluorocyclohexene and dodecafluorocyclohexane in oxygen and calculation of the resonance energy of hexafluorobenzene
The heats of formation of decafluorocyclohexene and dodecafluorocyclohexane have been determined by the direct combustion method previously developed and used for hexafluorobenzene and related compounds. The combustion of decafluorocyclohexene and dodecafluorocyclohexane formed the reaction products CO2, CF4, and F2. In both cases a portion of the compound remained unburned. The unburned material was collected and quantitatively determined gravimetrically. A material balance was obtained for carbon and fluorine on the basis of CO2, CF4, and F2 and the amount of unburned compound. With a ten-fold excess of oxygen, the average CO2-to-CF4 molar ratios for C6F10 and C6F12 are 2.03 ± 0.01 and 1.35 ± 0.01, respectively. The values obtained for the heats of formation are ΔH0f298(C6F10,g) = −1906.6 ± 7.2 kJ mol−1 and ΔH0f298(C6F12,g) = −2368.9 ± 7.6 kJ mol−1. ΔH0f298 for the reaction C6F10(g) + F2(g) → C6F12(g) was calculated to be −462.3 ± 14.8 kJ mol−1 and the 'resonance energy' of C6F6 is estimated at −36.4 kJ mol−1.