-Azomethane.svg){kind=small}
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-Azomethane.svg)
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| Names | |
|---|---|
| IUPAC name Dimethyldiazene | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ChemSpider | |
| ECHA InfoCard | 100.211.415 
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| EC Number |
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| PubChem CID | |
| CompTox Dashboard (EPA) | |
InChI
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SMILES
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| Properties | |
| Chemical formula | C2H6N2 |
| Molar mass | 58.084 g·mol |
| Appearance | colourless to pale yellow gas |
| Melting point | −78 °C (trans) −66 °C (cis) |
| Boiling point | 1.5 °C (trans) 95 °C (cis) |
| Hazards | |
| GHS labelling: | |
| Pictograms | 
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| Signal word | Danger |
| Hazard statements | H220 |
| Precautionary statements | P203, P210, P222, P280, P377, P381, P403, P410+P403 |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references | |
Azomethane is an organic compound with the chemical formula CH3-N=N-CH3. It exhibits cis-trans isomerism. It can be produced by the reaction of 1,2-dimethylhydrazine dihydrochloride with copper(II) chloride in sodium acetate solution. The reaction produces the azomethane complex of copper(I) chloride, which can produce free azomethane by thermal decomposition. It is the source of methyl radical in laboratory.
- CH3-N=N-CH3 → 2 CH3· + N2
References
- Azomethan Lexikon der Chemie
- ^ Ackermann, Martin N.; Craig, Norman C.; Isberg, Ralph R.; Lauter, David M.; MacPhail, Richard A.; Young, William G. (1977). "cis-Dimethyldiazene". Journal of the American Chemical Society. 99 (5): 1661–1663. doi:10.1021/ja00447a072. ISSN 0002-7863.
- "Azomethane". pubchem.ncbi.nlm.nih.gov.
- Francis P. Jahn (September 1937). "The Preparation of Azomethane". Journal of the American Chemical Society. 59 (9): 1761–1762. doi:10.1021/ja01288a502. ISSN 0002-7863. Archived from the original on 2022-10-23. Retrieved 2022-10-23.
- Zhai, Run-Sheng; Chan, Yuet Loy; Chuang, Ping; Hsu, Chien-Kui; Mukherjee, Manabendra; Chuang, Tung J.; Klauser, Ruth (2004-04-01). "Chemisorption and Reaction Characteristics of Methyl Radicals on Cu(110)". Langmuir: The ACS Journal of Surfaces and Colloids. 20 (9): 3623–3631. doi:10.1021/la036294u. ISSN 0743-7463. PMID 15875392.
Further reading
- Jianying Zhang, Gangling Chen, Xuedong Gong (September 2021). "Energetic azo compounds based on 2,2′, 4,4′, 6,6′- hexanitroazobenzene: Structures, detonation performance, and sensitivity". Computational and Theoretical Chemistry. 1203: 113344. doi:10.1016/j.comptc.2021.113344. Retrieved 2022-10-23.
{{cite journal}}: CS1 maint: multiple names: authors list (link) - Wolfgang W. Schoeller, Guido D. Frey (2016-11-07). "Oxidative Addition of π-Bonds and σ-Bonds to an Al(I) Center: The Second-Order Carbene Property of the AlNacNac Compound". Inorganic Chemistry. 55 (21): 10947–10954. doi:10.1021/acs.inorgchem.6b01488. ISSN 0020-1669. PMID 27739674. Archived from the original on 2022-10-01. Retrieved 2022-10-23.