Enthalpies of hydrogenation and formation of enones. Resonance energies of 2-cyclopentenone and 2-cyclohexenone

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, − -02(109.2±2.9) kJ·mol−1, − -02(106.1±3.0) kJ·mol−1, and − -02(113.2±2.7) kJ·mol−1, respectively. In comb...

Full description

Saved in:
Bibliographic Details
Published in:The Journal of chemical thermodynamics 1998-11, Vol.30 (11), p.1393-1400
Main Authors: Rogers, Donald W., Zhao, Yeping, Traetteberg, Marit, Hulce, Martin, Liebman, Joel
Format: Article
Language:English
Subjects:
calorimetry
Chemical thermodynamics
Chemistry
Elements, mineral and organic compounds
enone
enthalpy
Exact sciences and technology
General and physical chemistry
hydrogenation
resonance energy
Thermodynamic properties
Citations: Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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, − -02(109.2±2.9) kJ·mol−1, − -02(106.1±3.0) kJ·mol−1, and − -02(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 ΔfHm°(cyclopentenone)=− -02(100.3±3.0) kJ·mol−1and ΔfHm°(cyclohexenone)=− -02(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.
ISSN:0021-9614
1096-3626
DOI:10.1006/jcht.1998.0407