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Names | |||
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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). |
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.
It was first prepared by Klaus Banert in 2006 by reaction of trichloroacetonitrile with sodium azide. [1]
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.
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]
An explosive is a reactive substance that contains a great amount of potential energy that can produce an explosion if released suddenly, usually accompanied by the production of light, heat, sound, and pressure. An explosive charge is a measured quantity of explosive material, which may either be composed solely of one ingredient or be a mixture containing at least two substances.
Lead(II) azide Pb(N3)2 is an inorganic compound. More so than other azides, it is explosive. It is used in detonators to initiate secondary explosives. In a commercially usable form, it is a white to buff powder.
In chemistry, azide is a linear, polyatomic anion with the formula N−3 and structure −N=N+=N−. It is the conjugate base of hydrazoic acid HN3. Organic azides are organic compounds with the formula RN3, containing the azide functional group. The dominant application of azides is as a propellant in air bags.
Sodium azide is an inorganic compound with the formula NaN3. This colorless salt is the gas-forming component in some car airbag systems. It is used for the preparation of other azide compounds. It is an ionic substance, is highly soluble in water, and is acutely poisonous.
Hydrazoic acid, also known as hydrogen azide, azic acid or azoimide, is a compound with the chemical formula HN3. It is a colorless, volatile, and explosive liquid at room temperature and pressure. It is a compound of nitrogen and hydrogen, and is therefore a pnictogen hydride. It was first isolated in 1890 by Theodor Curtius. The acid has few applications, but its conjugate base, the azide ion, is useful in specialized processes.
The azide-alkyne Huisgen cycloaddition is a 1,3-dipolar cycloaddition between an azide and a terminal or internal alkyne to give a 1,2,3-triazole. Rolf Huisgen was the first to understand the scope of this organic reaction. American chemist Karl Barry Sharpless has referred to copper-catalyzed version of this cycloaddition as "the cream of the crop" of click chemistry and "the premier example of a click reaction".
1,2,3-Triazole is one of a pair of isomeric chemical compounds with molecular formula C2H3N3, called triazoles, which have a five-membered ring of two carbon atoms and three nitrogen atoms. 1,2,3-Triazole is a basic aromatic heterocycle.
Silver azide is the chemical compound with the formula AgN3. It is a silver(I) salt of hydrazoic acid. It forms a colorless crystals. Like most azides, it is a primary explosive.
Copper(II) azide is a medium density explosive with the molecular formula Cu(N3)2.
Morten Peter Meldal is a Danish chemist and Nobel laureate. He is a professor of chemistry at the University of Copenhagen in Copenhagen, Denmark. He is best known for developing the CuAAC-click reaction, concurrently with but independent of Valery V. Fokin and K. Barry Sharpless.
Nitrogen tribromide is a chemical compound with the formula NBr3. It is extremely explosive in its pure form, even at −100 °C, and was not isolated until 1975. It is a deep-red and volatile solid.
n-Propyl azide is an organic compound with the formula CH3CH2CH2N3. A white solid, it is a simple organic azide.
Silicon tetraazide is a thermally unstable binary compound of silicon and nitrogen with a nitrogen content of 85.7%. This high-energy compound combusts spontaneously and can only be studied in a solution. A further coordination to a six-fold coordinated structure such as a hexaazidosilicate ion [Si(N3)6]2− or as an adduct with bidentate ligands Si(N3)4·L2 will result in relatively stable, crystalline solids that can be handled at room temperature.
Cyanogen azide is a chemical compound with the chemical formula CN4, or more precisely −N=N+=N−C≡N. It is an azide compound of carbon and nitrogen. It is an oily, colourless liquid at room temperature. It is a highly explosive chemical that is soluble in most organic solvents, and normally handled in dilute solution in this form. It was first synthesised by F. D. Marsh at DuPont in the early 1960s. There had been earlier claims of discovering it as a crystalline solid, which were incorrect.
1-Diazidocarbamoyl-5-azidotetrazole, often jokingly referred to as azidoazide azide, is a heterocyclic inorganic compound with the formula C2N14. It is a highly reactive and extremely sensitive explosive.
Iodine azide is an explosive inorganic compound, which in ordinary conditions is a yellow solid. Formally, it is an inter-pseudohalogen.
An organic azide is an organic compound that contains an azide functional group. Because of the hazards associated with their use, few azides are used commercially although they exhibit interesting reactivity for researchers. Low molecular weight azides are considered especially hazardous and are avoided. In the research laboratory, azides are precursors to amines. They are also popular for their participation in the "click reaction" between an azide and an alkyne and in Staudinger ligation. These two reactions are generally quite reliable, lending themselves to combinatorial chemistry.
Transition metal azide complexes are coordination complexes containing one or more azide (N3−) ligands. In addition to coordination complexes, this article summarizes homoleptic transition metal azides, which are often coordination polymers.
Iron(III) azide, also called ferric azide, is a chemical compound with the formula Fe(N3)3. It is an extremely explosive, impact-sensitive, hygroscopic dark brown solid. This compound is used to prepare various azidoalkanes, such as n-butyl azide, from alkenes via formation of alkylboranes and subsequent anti-Markovnikov addition of azide group.
Main group azido compounds are chemical compounds consisting of azide, N3− bonded to a main group element.