Bicyclo[2.2.2]oct-2-ene
- Formula: C8H12
- Molecular weight: 108.1809
- IUPAC Standard InChI: InChI=1S/C8H12/c1-2-8-5-3-7(1)4-6-8/h1-2,7-8H,3-6H2
- IUPAC Standard InChIKey: VIQRCOQXIHFJND-UHFFFAOYSA-N
- CAS Registry Number: 931-64-6
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: Bicyclo[2.2.2]octene; Cyclohexene, 3,6-endo-(1,2-ethanediyl)-; 3,6-Endoethylenecyclohexene; 2,2,2-Bicyclooctene-2; Bicyclo[2.2.2]-2-octene; Bicyclo[2,2,2]-2-octene
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Gas phase thermochemistry data
Go To: Top, References, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 6.3 | kcal/mol | Kin | Huybrechts, Rigaux, et al., 1980 | Diels-Alder addition at 560°K, see Van Mele, Boon, et al., 1986; ALS |
| ΔfH°gas | 4.88 ± 0.19 | kcal/mol | Ccr | Wong and Westrum, 1971 | See Westrum and Wong, 1967; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°gas | 75.60 | cal/mol*K | N/A | Cocks A.T., 1971 | This value was calculated from experimental values of entropy for solid bicyclo[2.2.2]oct-2-ene and enthalpy of vaporization. Value of 323.0 J/mol*K was obtained from the study of kinetics of the addition of ethylene to 1,3-cyclohexadiene [ Huybrechts G., 1980]. Estimations by means of the group additivity are equal to 331.0 [ Huybrechts G., 1980] and 330.1 J/mol*K [ Van Mele B., 1986].; GT |
References
Go To: Top, Gas phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Huybrechts, Rigaux, et al., 1980
Huybrechts, G.; Rigaux, D.; Vankeerberghen, J.; Van Mele, B.,
Kinetics of the Diels-Alder addition of ethene to cyclohexa-1,3-diene and its reverse reaction in the gas phase,
Int. J. Chem. Kinet., 1980, 12, 253-259. [all data]
Van Mele, Boon, et al., 1986
Van Mele, B.; Boon, G.; Huybrechts, G.,
Gas-phase kinetic and thermochemical data for endo- and exo-5-monosubstituted bicyclo[2.2.2]oct-2-enes,
Int. J. Chem. Kinet., 1986, 18, 537-545. [all data]
Wong and Westrum, 1971
Wong, S.S.; Westrum, E.F., Jr.,
Enthalpies of formation of globular molecules. II. Three bicyclooctanes and two bicyclononanes,
J. Am. Chem. Soc., 1971, 93, 5317-5321. [all data]
Westrum and Wong, 1967
Westrum, E.F., Jr.; Wong, S.,
Strain energies and thermal properties of globular and polynuclear aromatic molecules,
AEC Rept. Coo-1149-92, Contract AT(11-1)-1149, 1967, 1-7. [all data]
Cocks A.T., 1971
Cocks A.T.,
Thermal unimolecular decomposition of bicyclo[2.2.2]oct-2-ene,
J. Chem. Soc. A, 1971, 1661-1663. [all data]
Huybrechts G., 1980
Huybrechts G.,
Kinetics of the Diels-Alder addition of ethene to cyclohexa-1,3-diene and its reverse reaction in the gas phase,
Int. J. Chem. Kinet., 1980, 12, 253-259. [all data]
Van Mele B., 1986
Van Mele B.,
Gas-phase kinetic and thermodynamic data for endo- and exo-5-mono-substituted bicyclo[2.2.2]oct-2-enes,
Int. J. Chem. Kinet., 1986, 18, 537-545. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, References
- Symbols used in this document:
S°gas Entropy of gas at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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