Bicyclo[4.2.0]octa-1,3,5-triene
- Formula: C8H8
- Molecular weight: 104.1491
- IUPAC Standard InChI: InChI=1S/C8H8/c1-2-4-8-6-5-7(8)3-1/h1-4H,5-6H2
- IUPAC Standard InChIKey: UMIVXZPTRXBADB-UHFFFAOYSA-N
- CAS Registry Number: 694-87-1
- 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. - Other names: Benzocyclobutene; Benzocyclobutane; Benzocyclobutene, 1,2-dihydro-; Cardene; 1,2-Dihydrobenzocyclobutene
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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:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron
View reactions leading to C8H8+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.74 ± 0.05 | EI | Franklin and Carroll, 1969 | RDSH |
| 8.66 ± 0.03 | PE | Heilbronner, Hoshi, et al., 1976 | Vertical value; LLK |
| 8.66 | PE | Brogli, Giovannini, et al., 1973 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C3H3+ | 14.16 ± 0.15 | ? | EI | Franklin and Carroll, 1969 | RDSH |
| C4H2+ | 17.69 ± 0.30 | 2C2H2+H2 | EI | Franklin and Carroll, 1969 | RDSH |
| C4H3+ | 18.68 ± 0.10 | 2C2H2+H | EI | Franklin and Carroll, 1969 | RDSH |
| C4H4+ | 16.01 ± 0.15 | 2C2H2 | EI | Franklin and Carroll, 1969 | RDSH |
| C5H3+ | 17.34 ± 0.10 | C2H2+CH3? | EI | Franklin and Carroll, 1969 | RDSH |
| C6H5+ | 15.58 ± 0.10 | C2H2+H | EI | Franklin and Carroll, 1969 | RDSH |
| C6H6+ | 11.55 ± 0.10 | C2H2 | EI | Franklin and Carroll, 1969 | RDSH |
| C8H6+ | 11.84 ± 0.10 | H2 | EI | Franklin and Carroll, 1969 | RDSH |
| C8H7+ | 11.94 ± 0.10 | H | EI | Franklin and Carroll, 1969 | RDSH |
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.
Franklin and Carroll, 1969
Franklin, J.L.; Carroll, S.R.,
The effect of molecular structure on ionic decomposition. I. An electron impact study of seven C8H8 isomers,
J. Am. Chem. Soc., 1969, 91, 5940. [all data]
Heilbronner, Hoshi, et al., 1976
Heilbronner, E.; Hoshi, T.; von Rosenberg, J.L.; Hafner, K.,
Alkyl-induced, natural hypsochromic shifts of the 2A←2X and 2B←2X transitions of azulene and naphthalene radical cations,
Nouv. J. Chim., 1976, 1, 105. [all data]
Brogli, Giovannini, et al., 1973
Brogli, F.; Giovannini, E.; Heilbronner, E.; Schurter, R.,
Die photoelektronen spektren der benzocycloalkene,
Chem. Ber., 1973, 106, 961. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Symbols used in this document:
AE Appearance energy - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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