Bicyclo[4.2.0]octa-1,3,5,7-tetraene
- Formula: C8H6
- Molecular weight: 102.1332
- IUPAC Standard InChI: InChI=1S/C8H6/c1-2-4-8-6-5-7(8)3-1/h1-6H
- IUPAC Standard InChIKey: WHEATZOONURNGF-UHFFFAOYSA-N
- CAS Registry Number: 4026-23-7
- 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
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C8H6+ (ion structure unspecified)
Electron affinity determinations
| EA (eV) | Method | Reference | Comment |
|---|---|---|---|
| 0.321 ± 0.050 | IMRB | Broadus and Kass, 2000 | Between phenanthrene, acetophenone; B |
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 7.5 | PE | Koenig, Imre, et al., 1979 | LLK |
| 7.87 ± 0.02 | PE | Koenig, Imre, et al., 1979 | Vertical value; LLK |
De-protonation reactions
C8H5- + =
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| ΔrH° | 1608. ± 21. | kJ/mol | G+TS | Broadus and Kass, 2000, 2 | gas phase; between PhF, 1,3-diazine; B |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔrG° | 1574. ± 21. | kJ/mol | IMRB | Broadus and Kass, 2000, 2 | gas phase; between PhF, 1,3-diazine; 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.
Broadus and Kass, 2000
Broadus, K.M.; Kass, S.R.,
The electron as a protecting group. 2. Generation of benzocyclobutadiene radical anion in the gas phase and an experimental determination of the heat of formation of benzocyclobutadiene,
J. Am. Chem. Soc., 2000, 122, 43, 10697-10703, https://doi.org/10.1021/ja002352b
. [all data]
Koenig, Imre, et al., 1979
Koenig, T.; Imre, D.; Hoobler, J.A.,
He(I) photoelectron spectrum of benzocyclobutadiene,
J. Am. Chem. Soc., 1979, 101, 6446. [all data]
Broadus and Kass, 2000, 2
Broadus, K.M.; Kass, S.R.,
Benzocyclobutadienyl anion: Formation and energetics of an antiaromatic molecule,
J. Org. Chem., 2000, 65, 20, 6566-6571, https://doi.org/10.1021/jo000709o
. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
EA Electron affinity 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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