Bicyclo[2.2.2]oct-2-ene
- Formula: C8H12
- Molecular weight: 108.1809
- 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
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Data at other public NIST sites:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
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
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.