Azobenzene
- Formula: C12H10N2
- Molecular weight: 182.2212
- IUPAC Standard InChI: InChI=1S/C12H10N2/c1-3-7-11(8-4-1)13-14-12-9-5-2-6-10-12/h1-10H
- IUPAC Standard InChIKey: DMLAVOWQYNRWNQ-UHFFFAOYSA-N
- CAS Registry Number: 103-33-3
- 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. - Species with the same structure:
- Other names: Diazene, diphenyl-; Azobenzide; Azobenzol; Benzene, azobis-; Benzene, azodi-; Benzeneazobenzene; Diazobenzene; Diphenyldiimide; 1,2-Diphenyldiazene; Azobenzeen; Azobisbenzene; Azodibenzeneazofume; Azofume; Benzofume; Diphenyldiazene; ENT 14,611; NCI-C02926; USAF EK-704; Azodibenzene; Azobenzen; Diazene, 1,2-diphenyl-; NSC 2102
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Gas phase ion energetics 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:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 8.5 ± 0.05 | EI | Natalis and Franklin, 1981 | LLK |
| 8.4 | PE | Petrachenko, Vovna, et al., 1993 | Vertical value; LL |
| 8.4 | PE | Furin, Petrachenko, et al., 1989 | Vertical value; LL |
| 8.5 | PE | Rao, 1975 | Vertical value; LLK |
Appearance energy determinations
| Ion | AE (eV) | Other Products | Method | Reference | Comment |
|---|---|---|---|---|---|
| C6H5+ | 11.9 ± 0.1 | C6H5+N2 | EI | Natalis and Franklin, 1981 | LLK |
| C6H5N2+ | 9.8 ± 0.1 | C6H5 | EI | Natalis and Franklin, 1981 | LLK |
| C12H8+ | 14.7 ± 0.05 | N2+2H | EI | Natalis and Franklin, 1981 | LLK |
| C12H9+ | 12.4 ± 0.1 | N2+H | EI | Natalis and Franklin, 1981 | LLK |
| C12H10+ | 11.6 ± 0.2 | N2 | EI | Natalis and Franklin, 1981 | 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.
Natalis and Franklin, 1981
Natalis, P.; Franklin, J.L.,
Ionization and dissociation of diphenyl and condensed-ring aromatics by electron impact. III. Azobenzene,
Int. J. Mass Spectrom. Ion Phys., 1981, 40, 35. [all data]
Petrachenko, Vovna, et al., 1993
Petrachenko, N.E.; Vovna, V.I.; Furin, G.G.,
Photoelectron HeI spectra of fluorinated azo- and azoxy-benzenes,
J. Fluorine Chem., 1993, 63, 85. [all data]
Furin, Petrachenko, et al., 1989
Furin, G.G.; Petrachenko, N.E.; Vovna, V.I.,
Photoelectron spectra of fluorine-containing azoxybenzenes,
J. Org. Chem. USSR, 1989, 26, 1725, In original 1998. [all data]
Rao, 1975
Rao, C.N.R.,
Lone-pair ionization bands of chromophores in the photoelectron spectra of organic molecules,
Indian J. Chem., 1975, 13, 950. [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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