7-Methylcycloheptatriene
- Formula: C8H10
- Molecular weight: 106.1650
- IUPAC Standard InChI: InChI=1S/C8H10/c1-8-6-4-2-3-5-7-8/h2-8H,1H3
- IUPAC Standard InChIKey: OQWAEQHNVGGBHL-UHFFFAOYSA-N
- CAS Registry Number: 4281-04-3
- Chemical structure:
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Gas phase ion energetics 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:
B - John E. Bartmess
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C8H10+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.4 ± 0.1 | EI | Meyer, Haynes, et al., 1965 | RDSH |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C7H7+ | 10.0 ± 0.1 | CH3 | EI | Meyer, Haynes, et al., 1965 | RDSH |
| C7H7+ | 9.5 ± 0.2 | CH3 | EI | Harrison, Honnen, et al., 1960 | RDSH |
| C8H9+ | 11.0 ± 0.1 | H | EI | Meyer, Haynes, et al., 1965 | RDSH |
De-protonation reactions
C8H9- + =
By formula: C8H9- + H+ = C8H10
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 371.0 ± 2.5 | kcal/mol | G+TS | Mishima, Kinoshita, et al., 2002 | gas phase; Reprotonation likely to be on C-1, giving 1-alkyl-cycloheptatriene - JEB; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 363.3 ± 2.0 | kcal/mol | IMRE | Mishima, Kinoshita, et al., 2002 | gas phase; Reprotonation likely to be on C-1, giving 1-alkyl-cycloheptatriene - JEB; B |
References
Go To: Top, 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.
Meyer, Haynes, et al., 1965
Meyer, F.; Haynes, P.; McLean, S.; Harrison, A.G.,
An electron impact study of some C8H10 isomers,
Can. J. Chem., 1965, 43, 211. [all data]
Harrison, Honnen, et al., 1960
Harrison, A.G.; Honnen, L.R.; Dauben, H.J., Jr.; Lossing, F.P.,
Free radicals by mass spectrometry. XX. Ionization potentials of cyclopentadienyl and cycloheptatrienyl radicals,
J. Am. Chem. Soc., 1960, 82, 5593. [all data]
Mishima, Kinoshita, et al., 2002
Mishima, M.; Kinoshita, T.; Hattori, Y.; Takeuchi, K.,
Gas-phase acidities of cycloheptatrienes: effects of alkyl groups on the stability of carbanions,
Eur. J. Mass Spectrom., 2002, 8, 1, 359-366, https://doi.org/10.1255/ejms.499
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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