5-Methylene 1,3-cyclohexadiene
- Formula: C7H8
- Molecular weight: 92.1384
- IUPAC Standard InChI: InChI=1S/C7H8/c1-7-5-3-2-4-6-7/h2-5H,1,6H2
- IUPAC Standard InChIKey: OSBSXTGABLIDRX-UHFFFAOYSA-N
- CAS Registry Number: 20679-59-8
- 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 | 46.99 | kcal/mol | Ion | Bally, Hasselmann, et al., 1985 | Authors suspected their value |
| ΔfH°gas | 35. ± 3. | kcal/mol | Ion | Bartmess, 1982 | Bracketing with RS- |
Reaction 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
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Individual Reactions
=
By formula: C7H8 = C7H8
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -24. ± 3. | kcal/mol | Cm | Bartmess and Griffith, 1990 | gas phase; Gas phase acidity |
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:
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
View reactions leading to C7H8+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.9 | EI | Bally, Hasselmann, et al., 1985, 2 | LBLHLM |
| 8.1 | EI | Bally, Hasselmann, et al., 1985, 2 | Vertical value; LBLHLM |
References
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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Bally, Hasselmann, et al., 1985
Bally, T.; Hasselmann, D.; Loosen, K.,
41. The molecular ion of 5-methylene-1,3-cyclohexadiene: electronic absorption spectrum and revised enthalpy of formation,
Helv. Chim. Acta, 1985, 68, 345-354. [all data]
Bartmess, 1982
Bartmess, J.E.,
Gas-phase ion chemistry of 5-methylene-1,3-cyclohexadiene (o-isotoluene) and 3-methylene-1,4-cyclohexadiene (p-isotoluene),
J. Am. Chem. Soc., 1982, 104, 335-337. [all data]
Bartmess and Griffith, 1990
Bartmess, J.E.; Griffith, S.S.,
Tautomerization energetics of benzoannelated toluenes,
J. Am. Chem. Soc., 1990, 112, 2931-2936. [all data]
Bally, Hasselmann, et al., 1985, 2
Bally, T.; Hasselmann, D.; Loosen, K.,
41. The molecular ion of 5-methylene-1,3-cyclohexadiene: Electronic absorption spectrum and revised enthalpy of formation,
Helv. Chim. Acta, 1985, 68, 345. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, References
- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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