Carbonyl diazide
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| Names | |
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| IUPAC name
Carbonyl diazide
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| Other names
Carbonyl azide,
Carbonic diazide, Azido ketone | |
| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
PubChem CID
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| Properties | |
| CO(N3)2 | |
| Molar mass | 112.052 g·mol−1 |
| Appearance | colorless liquid[1] |
| Melting point | 16 °C (61 °F; 289 K)[1] |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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Shock-sensitive explosive |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Carbonyl diazide is a chemical compound with the chemical formula CO(N3)2. In terms of its structure, it can be described as two azide groups −N3 covalently attached to the carbonyl group −C(=O)− by single bonds. It can be prepared by way of the reaction between triphosgene and tetra-n-butylammonium azide, in a dimethyl ether or diethyl ether solution.[2]
The first synthesis of carbonyl diazide was reported in 1894, although there have been multiple alternative syntheses since then.[3]
Like all azides, it is a explosive compound that readily detonated, therefore care is needed when handling this chemical.
References
- ^ a b Zeng, Xiaoqing; Gerken, Michael; Beckers, Helmut; Willner, Helge (18 October 2010). "Synthesis and Characterization of Carbonyl Diazide, OC(N3)2". Inorganic Chemistry. 49 (20): 9694–9699. doi:10.1021/ic1015143. PMID 20839878.
- ^ Nolan, Alex M.; Amberger, Brent K.; Esselman, Brian J.; Thimmakondu, Venkatesan S.; Stanton, John F.; Woods, R. Claude; McMahon, Robert J. (28 September 2012). "Carbonyl Diazide, OC(N3)2: Synthesis, Purification, and IR Spectrum". Inorganic Chemistry. 51 (18): 9486–9851. doi:10.1021/ic301270b. PMID 22928580. Retrieved 31 October 2023.
- ^ Häring, Andreas P.; Kirsch, Stefan F. (6 November 2015). "Synthesis and Chemistry of Organic Geminal Di- and Triazides". Molecules. 20 (11): 20044–20062. doi:10.3390/molecules201119675. PMC 6331879. PMID 26561796.