1,4-Methanonaphthalene, 1,4-dihydro-
- Formula: C11H10
- Molecular weight: 142.1971
- IUPAC Standard InChI: InChI=1S/C11H10/c1-2-4-11-9-6-5-8(7-9)10(11)3-1/h1-6,8-9H,7H2
- IUPAC Standard InChIKey: IEGYXSAHRKJELM-UHFFFAOYSA-N
- CAS Registry Number: 4453-90-1
- 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: Benzonorbornadiene; 1,4-Dihydro-1,4-methanonaphthalene
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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
View reactions leading to C11H10+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.34 | PE | Ku, Paquette, et al., 1979 | Vertical value; LLK |
| 8.34 ± 0.05 | PE | Santiago, McAlduff, et al., 1978 | Vertical value; LLK |
| 8.32 ± 0.05 | PE | Domelsmith, Mollere, et al., 1978 | Vertical value; LLK |
| 8.34 | PE | Haselbach and Rossi, 1976 | Vertical value; LLK |
| 8.30 ± 0.05 | PE | Morishima, Yoshikawa, et al., 1975 | Vertical value; LLK |
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.
Ku, Paquette, et al., 1979
Ku, A.Y.; Paquette, L.A.; Rozeboom, M.D.; Houk, K.N.,
Polar effects on di-π-methane rearrangements. Regiospecificity in the triplet- sensitized photoisomerizations of 2-cyanobenzonorbornadienes carrying methoxy aryl substituents,
J. Am. Chem. Soc., 1979, 101, 5981. [all data]
Santiago, McAlduff, et al., 1978
Santiago, C.; McAlduff, E.J.; Houk, K.N.; Snow, R.A.; Paquette, L.A.,
Photoelectron spectra of ortho- and meta-substituted benzonorbornadienes. Relationships to regioselectivities in triplet di-π-methane rearrangements,
J. Am. Chem. Soc., 1978, 100, 6149. [all data]
Domelsmith, Mollere, et al., 1978
Domelsmith, L.N.; Mollere, P.D.; Houk, K.N.; Hahn, R.C.; Johnson, R.P.,
Photoelectron and charge transfer spectra of benzobicycloalkenes. Relationships between through-space interactions and reactivity,
J. Am. Chem. Soc., 1978, 100, 2959. [all data]
Haselbach and Rossi, 1976
Haselbach, E.; Rossi, M.,
33. Electronic structure, molecular conformation and reactivity of benzonorboradiene systems,
Helv. Chim. Acta, 1976, 59, 278. [all data]
Morishima, Yoshikawa, et al., 1975
Morishima, I.; Yoshikawa, K.; Hashimoto, M.; Bekki, K.,
Homoallylic interaction between the nitrogen lone pair and the nonadjacent π bond in cyclic and bicyclic amines. I. Photoelectron spectroscopic study,
J. Am. Chem. Soc., 1975, 97, 4283. [all data]
Notes
Go To: Top, Gas phase ion energetics data, References
- Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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