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:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Options:
Gas phase thermochemistry data
Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References, Notes
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 | 196.6 | kJ/mol | Ion | Bally, Hasselmann, et al., 1985 | Authors suspected their value |
| ΔfH°gas | 150. ± 10. | kJ/mol | Ion | Bartmess, 1982 | Bracketing with RS- |
Reaction thermochemistry data
Go To: Top, Gas phase thermochemistry data, Gas phase ion energetics data, References, Notes
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
Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.
Individual Reactions
=
By formula: C7H8 = C7H8
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -100. ± 10. | kJ/mol | Cm | Bartmess and Griffith, 1990 | gas phase; Gas phase acidity |
Gas phase ion energetics data
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, 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:
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
Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Notes
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
- 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.