[2.2.2](1,3,5)Cyclophane
- Formula: C18H18
- Molecular weight: 234.3355
- IUPAC Standard InChI: InChI=1S/C18H18/c1-2-14-9-17-5-3-15-7-13(1)8-16(11-15)4-6-18(10-14)12-17/h7-12H,1-6H2
- IUPAC Standard InChIKey: KGQZPENLTBITEJ-UHFFFAOYSA-N
- CAS Registry Number: 27165-88-4
- 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: Tetracyclo[6.6.2.1<sup>3,13</sup>.1<sup>6,10</sup>]octadeca-1,3(17),6,8,10(18),13-hexaene
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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
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.20 ± 0.05 | PE | Kovac, Mohraz, et al., 1980 | Vertical value; LLK |
| 7.88 | PE | Clar and Schmidt, 1976 | Vertical value; LLK |
| 7.70 ± 0.02 | PE | Boschi and Schmidt, 1973 | 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.
Kovac, Mohraz, et al., 1980
Kovac, B.; Mohraz, M.; Heilbronner, E.; Boekelheide, V.; Hopf, H.,
Photoelectron spectra of the cyclophanes,
J. Am. Chem. Soc., 1980, 102, 4314. [all data]
Clar and Schmidt, 1976
Clar, E.; Schmidt, W.,
Correlations between photoelectron and phosphorescence spectra of polycyclic hydrocarbons,
Tetrahedron, 1976, 32, 2563. [all data]
Boschi and Schmidt, 1973
Boschi, R.; Schmidt, W.,
Transannular π - π interaction in cyclophanes,
Angew. Chem. Int. Ed. Engl., 1973, 12, 402. [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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