Abstract
The enthalpies of hydrogenation of 2-cyclopentenone, 2-cyclohexenone, 2-methyl-3-isobutoxycyclohex-2-enone, and 5-methylhex-5-en-2-one have been measured and found to be -(97.1 ± 2.7) kJ·mol-1, -(109.2 ± 2.9) kJ·mol-1, -(106.1 ± 3.0) kJ·mol-1, and -(113.2 ± 2.7) kJ·mol-1, respectively. In combination with the enthalpies of formation of the corresponding alkanones, we obtained the enthalpies of formation ΔfHo m (cyclopentenone) = -(100.3 ± 3.0) kJ·mol-1 and ΔfHo m (cyclohexenone) = -(121.9 ± 3.0) kJ·mol-1. By using isodesmic reactions, the resonance energy of cyclic enones is estimated to be (13 ± 4) kJ·mol-1.
| Original language | English |
|---|---|
| Pages (from-to) | 1393-1400 |
| Number of pages | 8 |
| Journal | Journal of Chemical Thermodynamics |
| Volume | 30 |
| Issue number | 11 |
| Publication status | Published - Nov 1998 |
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All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
Cite this
Rogers, D. W., Zhao, Y., Traetteberg, M., Hulce, M., & Liebman, J. (1998). Enthalpies of hydrogenation and formation of enones. Resonance energies of 2-cyclopentenone and 2-cyclohexenone. Journal of Chemical Thermodynamics, 30(11), 1393-1400.