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 |
| State | Published - Nov 1998 |
Fingerprint
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
Cite this
Enthalpies of hydrogenation and formation of enones. Resonance energies of 2-cyclopentenone and 2-cyclohexenone. / Rogers, Donald W.; Zhao, Yeping; Traetteberg, Marit; Hulce, Martin; Liebman, Joel.
In: Journal of Chemical Thermodynamics, Vol. 30, No. 11, 11.1998, p. 1393-1400.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Enthalpies of hydrogenation and formation of enones. Resonance energies of 2-cyclopentenone and 2-cyclohexenone
AU - Rogers, Donald W.
AU - Zhao, Yeping
AU - Traetteberg, Marit
AU - Hulce, Martin
AU - Liebman, Joel
PY - 1998/11
Y1 - 1998/11
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0000275941&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0000275941&partnerID=8YFLogxK
M3 - Article
VL - 30
SP - 1393
EP - 1400
JO - Journal of Chemical Thermodynamics
JF - Journal of Chemical Thermodynamics
SN - 0021-9614
IS - 11
ER -