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1-Diazidocarbamoyl-5-azidotetrazole

  (Redirected from Azidoazide azide)

1-Diazidocarbamoyl-5-azidotetrazole (nicknamed azidoazide azide by chemistry blogger and medicinal chemist Derek Lowe[2]) is a heterocyclic inorganic compound with the formula C2N14.[3] An extremely dangerous and sensitive explosive, to the point of detonating from no obvious stimuli. This results in the near impossibility of conducting any sort of analysis of 1-Diazidocarbamoyl-5-azidotetrazole.

1-Diazidocarbamoyl-5-azidotetrazole
C2N14.png
Names
IUPAC name
(5-Azido-1H-tetrazol-1-yl)carbonimidic diazide
Systematic IUPAC name
1-Diazidocarbamoyl-5-azidotetrazole
Other names
5-Azido-1-diazidocarbamoyltetrazole Azidoazide azide
Identifiers
3D model (JSmol)
Abbreviations AA
ChemSpider
Properties
C2N14
Molar mass 220.120 g·mol−1
Density 1.723 g·cm−3[1]
Melting point 78 °C (172 °F; 351 K)
Boiling point Decomposes at 110 °C
Solubility Soluble in diethyl ether
Thermochemistry
357 kcal·mol−1[2] (1495 kJ·mol−1)[1]
Explosive data
Shock sensitivity <0.25 J
Friction sensitivity <1 N
Detonation velocity 8960 m·s−1
Hazards
Main hazards will unpredictably and violently detonate
NFPA 704
Flammability (red): no hazard codeHealth (blue): no hazard codeReactivity code 4: Readily capable of detonation or explosive decomposition at normal temperatures and pressures. E.g., nitroglycerinSpecial hazards (white): no codeNFPA 704 four-colored diamond
4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Contents

SynthesisEdit

1-Diazidocarbamoyl-5-azidotetrazole was produced by diazotating triaminoguanidinium chloride with sodium nitrite in ultra-purified water.[3]

HazardsEdit

Nearly any stimulus will cause 1-diazidocarbamoyl-5-azidotetrazole to detonate.[4] When an attempt was made to chart its infrared spectrum using Raman spectroscopy, it exploded.[2]

ReferencesEdit

  1. ^ a b Martin, Franz Albert. "Novel Energetic Materials based on 1,5-Diaminotetrazole and 3,5-Diamino-1H-1,2,4-triazole" (PDF). pp. 80–87. Retrieved 24 February 2018.
  2. ^ a b c Lowe, Derek (9 January 2013). "Things I Won't Work With: Azidoazide Azides, More Or Less". Science Magazine. American Association for the Advancement of Science. Retrieved 24 February 2018.
  3. ^ a b Klapötke, Thomas M.; Martin, Franz A.; Stierstorfer, Jörg (26 April 2011). "C2N14: An Energetic and Highly Sensitive Binary Azidotetrazole". Angewandte Chemie International Edition. 50 (18): 4227–4229. doi:10.1002/anie.201100300. PMID 21472944.
  4. ^ Klapötke, Thomas M.; Krumm, Burkhard; Martin, Franz A.; Stierstorfer, Jörg (2 January 2012). "New Azidotetrazoles: Structurally Interesting and Extremely Sensitive". Chemistry: An Asian Journal. 7 (1): 214–224. doi:10.1002/asia.201100632. PMID 22069147.

See alsoEdit