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Tetraazidomethane, , is a colorless, highly explosive liquid. Its chemical structure consists of a carbon atom covalently bonded to four
azide
In chemistry, azide is a linear, polyatomic anion with the formula and structure . It is the conjugate base of hydrazoic acid . Organic azides are organic compounds with the formula , containing the azide functional group. The dominant applic ...
functional groups.
Synthesis
It was first prepared by Klaus Banert in 2006 by reaction of trichloroacetonitrile with sodium azide."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.
Uses
As with other polyazides, tetraazidomethane has interest as a high-energy-density material with potential uses in explosives, propellants, or fireworks."Tetraazidomethane: Chemistry with a Bang", ''Chemical & Engineering News'', Dec. 18, 2006, 46.Silicon tetraazide
Silicon tetraazide is a thermally unstable binary compound of silicon and nitrogen with a nitrogen content of 85.7% (by molar mass). This high-energy compound combusts spontaneously and can only be studied in a solution.Wilberg, E.; Michaud, H.: ...
is also a known compound.
Reactions
Banert has reported that tetraazidomethane participates in a number of reactions including hydrolysis, cycloaddition reactions with alkenes andalkyne
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Acetylene
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Propyne
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1-Butyne
In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond. The simplest acyclic alkynes with only one triple bond and n ...
s, and reaction with phosphines to form phosphazenes.
References
{{Azides Organoazides Explosive chemicals