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Preferred IUPAC name
Tetraazidomethane | |||
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Properties | |||
C(N3)4 | |||
Molar mass | 180.095 g·mol−1 | ||
Appearance | Colorless liquid | ||
Boiling point | ~165 °C (estimate) | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tetraazidomethane, C(N3)4, is a colorless, highly explosive liquid. Its chemical structure consists of a carbon atom covalently bonded to four azide functional groups.
Synthesis
It was first prepared by Klaus Banert in 2006 by reaction of trichloroacetonitrile with sodium azide.[1]
Uses
As with other polyazides, tetraazidomethane has interest as a high-energy-density material with potential uses in explosives, propellants, or fireworks.[2] Silicon tetraazide is also a known compound.
Reactions
Banert has reported that tetraazidomethane participates in a number of reactions including hydrolysis, cycloaddition reactions with alkenes and alkynes, and reaction with phosphines to form phosphazenes.[1]
References
- 1 2 "The Exciting Chemistry of Tetraazidomethane", Klaus Banert, Young-Hyuk Joo, Tobias Ruffer, Bernhard Walfort, and Heinrich Lang, Angew. Chem. Int. Ed. 2007, 46, 1168–1171. doi:10.1002/anie.200603960
- ↑ "Tetraazidomethane: Chemistry with a Bang", Chemical & Engineering News, Dec. 18, 2006, 46.
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