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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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 as indicated in comments:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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Individual Reactions
C8H9- + =
By formula: C8H9- + H+ = C8H10
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1552. ± 10. | kJ/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° | 1520. ± 8.4 | kJ/mol | IMRE | Mishima, Kinoshita, et al., 2002 | gas phase; Reprotonation likely to be on C-1, giving 1-alkyl-cycloheptatriene - JEB; B |
=
By formula: C8H10 = C8H10
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | -4.4 ± 0.3 | kJ/mol | Eqk | Egger, 1968 | gas phase; ALS |
References
Go To: Top, Reaction thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
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]
Egger, 1968
Egger, K.W.,
The thermal intramolecular rearrangement of methyl-1,3,5-cycloheptatrienes in the gas phase. II. thermodynamic data from equilibrium studies of the positional isomers,
J. Am. Chem. Soc., 1968, 90, 1-5. [all data]
Notes
Go To: Top, Reaction thermochemistry data, References
- Symbols used in this document:
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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