Cyanogen azide
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| Names | |
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| Preferred IUPAC name
Carbononitridic azide[1] | |
| Other names
Cyano azide
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| Identifiers | |
3D model (
JSmol ) |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| CN4 | |
| Molar mass | 68.039 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Cyanogen azide, N3CN or CN4, is an
DuPont in the early 1960s.[2][5] There had been earlier claims of discovering it as a crystalline solid, which were incorrect.[6]
Cyanogen azide is a
primary explosive, although it is far too unstable for practical use as an explosive and is extremely dangerous outside dilute solution.[7][8] Its use in chemistry has been as a reagent prepared in situ for use in the synthesis of chemicals such as diaminotetrazoles, either in dilute solution or as a gas at reduced pressure.[9][10][11][6][12][13][14] It can be synthesised at below room temperature from the reaction of sodium azide with either cyanogen chloride[2] or cyanogen bromide,[5] dissolved in a solvent such as acetonitrile; this reaction must be done with care due to the production of shock-sensitive byproducts from trace moisture.[5][12]
References
- ISBN 978-0-85404-182-4.
- ^ .
- ISBN 978-0471936237.
- ISBN 978-3-13-182284-0.
- ^ .
- ^ a b Lowe, Derek. "Things I Won't Work With: Cyanogen Azide". Science Translational Medicine. American Association for the Advancement of Science. Retrieved 27 April 2017.
- ISBN 978-3-642-28436-6.
- ISBN 978-1-351-61207-4.
- ISBN 978-0-08-096516-1.
- ISBN 978-3-13-178081-2.
- ISBN 978-0-08-040598-8.
- ^ PMID 18615414.
- .
- ISBN 9780306370762.