Chemistry:Azobenzene dioxide
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3D model (JSmol)
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| Properties | |
| C12H10N2O2 | |
| Molar mass | 214.224 g·mol−1 |
| Appearance | colorless solid |
| Density | 1.31 g/cm3 |
| Melting point | 68 °C (154 °F; 341 K) with decomposition to the monomer |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Azobenzene dioxide is the organic compound with the formula (C
6H
5N(O))
2. Both cis and trans isomers are known. The cis isomer has been crystallized. It is colorless.[1]
Reactions
Structure of (PhNO)2 viewed down an approximate C2 axis. The N-O and N-N distances are 1.26 (average of two) and 1.33 Å, respectively.[1] Color code: blue=N, red = O, gray = C.
When dissolved, azobenzene dioxide converts to deeply blue nitrosobenzene:
- (C
6H
5N(O))
2 → 2 C
6H
5NO
Azobenzene dioxide is a weak base, forming coordination complexes such as [Co[(C
6H
5N(O))
2]
4]2+.[2]
References
- ↑ 1.0 1.1 Dieterich, David A.; Paul, Iain C.; Curtin, David Y. (1974). "Structural studies on nitrosobenzene and 2-nitrosobenzoic acid. Crystal and molecular structures of cis-azobenzene dioxide and trans-2,2'-dicarboxyazobenzene dioxide". Journal of the American Chemical Society 96 (20): 6372–6380. doi:10.1021/ja00827a021.
- ↑ Emhoff, Kylin A.; Balaraman, Lakshmi; Simpson, Sydney R.; Stromyer, Michael L.; Kalil, Haitham F.; Beemiller, James R.; Sikatzki, Philipp; Eshelman, Teya S. et al. (2018). "Synthesis and Characterization of Cobalt(II) N , N ′-Diphenylazodioxide Complexes". ACS Omega 3 (11): 16021–16027. doi:10.1021/acsomega.8b01200. PMID 31458240.
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