1,1'-Azobis-1,2,3-triazole

1,1'-Azobis-1,2,3-triazole

Names
IUPAC name 1,1′-Azobis-1,2,3-triazole
Identifiers
CAS Number	1354420-07-7
ChemSpider	26234930 26234931
Jmol 3D model	Interactive image
InChI InChI=1S/C4H4N8/c1-3-11(7-5-1)9-10-12-4-2-6-8-12/h1-4H/b10-9+ Key: WUPZAQSKRMYJNB-MDZDMXLPSA-N
SMILES c2cnnn2\N=N\n1ccnn1
Properties
Chemical formula	C4H4N8
Molar mass	164.128 g/mol
Vapor pressure	{{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

1,1′-Azobis-1,2,3-triazole is a moderately explosive but comparatively stable chemical compound which contains a long continuous chains of nitrogen atoms, with an unbroken chain of eight nitrogen atoms cyclised into two 1,2,3-triazole rings. It is stable up to 194 °C. The compound exhibits cis–trans isomerism at the central azo group: the trans isomer is more stable and is yellow, while the cis isomer is less stable and is blue. The two rings are aromatic and form a conjugated system with the azo linkage. This chromophore allows the trans compound to be isomerised to the cis when treated with an appropriate wavelength of ultraviolet light.

Related compounds

In 2011 Azobis(tetrazole) was prepared by Klapötke and Piercey which has a ten-nitrogen chain. The record was later taken by a N11 chain compound synthesized by a group of Chinese researchers. A branched chain N11 system has also been reported as part of an unstable but highly nitrogen rich azidotetrazole derivative with formula | C=2 | N=14 .

See also

• HBT (explosive)
• G2ZT
• Diazene
• Azobis(tetrazole)