Surf Wiki
Save to docs
general/explosive-chemicals

From Surf Wiki (app.surf) — the open knowledge base

1,3,5-Triazido-2,4,6-trinitrobenzene

1,3,5-Triazido-2,4,6-trinitrobenzene, also known as TATNB (triazidotrinitrobenzene) and TNTAZB (trinitrotriazidobenzene), is an aromatic high explosive composed of a benzene ring with three azido groups (-N) and three nitro groups (-NO) alternating around the ring, giving the chemical formula C(N)(NO). Its detonation velocity is 7,350 meters per second, which is comparable to TATB (triaminotrinitrobenzene).

Preparation

The compound was first synthesized in 1924 by Oldřich Turek. It can be prepared by the reaction of 1,3,5-trichloro-2,4,6-trinitrobenzene with sodium azide. 1,3,5-trichloro-2,4,6-trinitrobenzene is obtained from the nitration of 1,3,5-trichlorobenzene with nitric acid and sulfuric acid.

:[[File:1,3,5-Triazido-2,4,6-trinitrobenzene_synthesis01.svg|600px|Synthesis of 1,3,5-triazido-2,4,6-trinitrobenzene from 1,3,5-trichlorobenzene]]

Another route uses the nitration of 1,3,5-triazido-2,4-dinitrobenzene.

Properties

Chemical Properties

Even at low temperatures, the compound slowly decomposes by giving off nitrogen gas, converting into benzotrifuroxan. This reaction proceeds quantitatively within 14 hours at 100 °C. As a solution in m-xylene, first order kinetics were observed for the decomposition, with a half-life of 340 minutes at 70 °C, 89 minutes at 80 °C, and 900 seconds at 100 °C.

:[[File:1,3,5-Triazido-2,4,6-trinitrobenzene_decomposition.svg|420px|Decomposition of 1,3,5-triazido-2,4,6-trinitrobenzene]]

The compound explodes if rapidly heated above 168 °C.

References

References

  1. (1999). "Retardation of Monomolecular Reactions in the Solid Phase". Russian Chemical Bulletin.
  2. (2013). "Primary Explosives". Springer Science & Business Media.
  3. (2002). "Triazidotrinitro Benzene: 1,3,5-(N3)3-2,4,6-(NO2)3C6". [[Propellants Explos. Pyrotech.]].
  4. (1971). "Kinetics of the Thermal Decomposition of 1,3,5-Triazido-2,4,6-trinitrobenzene in Solution". Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science.
Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

explosive-chemicals organoazides nitrobenzene-derivatives
Want to explore this topic further?

Ask Mako anything about 1,3,5-Triazido-2,4,6-trinitrobenzene — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report