7-Methylenebicyclo[2.2.1]-heptane
- Formula: C8H12
- Molecular weight: 108.1809
- IUPAC Standard InChI: InChI=1S/C8H12/c1-6-7-2-3-8(6)5-4-7/h7-8H,1-5H2
- IUPAC Standard InChIKey: JSASFGPUXQDHEC-UHFFFAOYSA-N
- CAS Registry Number: 31463-35-1
- Chemical structure:
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Gas phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔfH°gas | 14.4 ± 0.7 | kcal/mol | Ccb | Kozina, Bychikhina, et al., 1977 |
Condensed phase thermochemistry data
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔcH°liquid | -1667.0 ± 0.5 | kcal/mol | Ccb | Belikova, Gazuko, et al., 1975 | Corresponding ΔfHºliquid = 504.7 kcal/mol (simple calculation by NIST; no Washburn corrections) |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔfH°solid | 4.7 ± 0.5 | kcal/mol | Ccb | Kozina, Bychikhina, et al., 1977 | |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1167.0 ± 0.5 | kcal/mol | Ccb | Kozina, Bychikhina, et al., 1977 | Corresponding ΔfHºsolid = 4.7 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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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
DRB - Donald R. Burgess, Jr.
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔsubH° | 9.7 ± 0.5 | kcal/mol | V | Kozina, Bychikhina, et al., 1977 | ALS |
| ΔsubH° | 9.56 | kcal/mol | N/A | Kozina, Bychikhina, et al., 1977 | DRB |
Gas phase ion energetics data
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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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C8H12+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.40 | PE | Hoffmann, Schuttler, et al., 1972 | Vertical value; LLK |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas phase ion energetics data, NIST Free Links, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kozina, Bychikhina, et al., 1977
Kozina, M.P.; Bychikhina, L.V.; Gal'chenko, G.L.,
The enthalpies of combustion and formation of 2,2-dimethyl-3-methylene bicyclo[2,2,1]heptane and 7-methylenebicyclo[2,2,1]heptane,
Russ. J. Phys. Chem. (Engl. Transl.), 1977, 51, 1258-1259. [all data]
Belikova, Gazuko, et al., 1975
Belikova, N.A.; Gazuko, I.V.; Ranneva, Yu.I.; Bychikhina, L.V.; Kozina, M.P.; Plate, A.F.,
The relative thermodynamic stabilities of unsaturated hydrocarbons of the bicyclo-[2.2.1]heptane and bicyclo[2.2.2]octane series,
J. Org. Chem. USSR (Engl. Transl.), 1975, 10, 1689-1696. [all data]
Hoffmann, Schuttler, et al., 1972
Hoffmann, R.W.; Schuttler, R.; Schafer, W.; Schweig, A.,
Methylen-norbornadien, ein bicycloheptafulven,
Angew. Chem., 1972, 84, 533. [all data]
Notes
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- Symbols used in this document:
ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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