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

February 2026 442660798 1,1'-Azobis-1,2,3-triazole.svg 200px 1,1%27-Azobis-1,2,3-triazole-3D.png 200px trans-1,1'-Azobis-1,2,3-triazole (on top)cis-1,1'-Azobis-1,2,3-triazole (on bottom)black Carbon, Cwhite Hydrogen, Hblue Nitrogen, N 1,1-Diazenediyldi(1H-1,2,3-triazole) 1354420-07-7 correct FDA M7A5U2N4ZU 71308130 c2cnnn2\N=N\n1ccnn1 1S/C4H4N8/c1-3-11(7-5-1)9-10-12-4-2-6-8-12/h1-4H/b10-9+ WUPZAQSKRMYJNB-MDZDMXLPSA-N 26234930 26234931 4 4 8 Blue (cis isomer)Yellow (trans isomer) Explosive 1,1'-Azobis-1,2,3-triazole is a moderately explosive but comparatively stable chemical compoundMay 2015 which contains a long continuous chain 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. Li Y. C. Qi C. Li S. H. Zhang H. J. Sun C. H. Yu Y. Z. Pang S. P. 10.1021/ja103525v 1,1-Azobis-1,2,3-triazole: A High-Nitrogen Compound with Stable N8 Structure and Photochromism Journal of the American Chemical Society 132 35 12172–3 2010 20715773 300px|thumb|left Related compounds In 2011, 1,1'-azobis(1,2,3,4-tetrazole) with formula C2H2N10 was prepared by Klapötke and Piercey which has a 10-nitrogen chain. 1,1-Azobis(tetrazole): A Highly Energetic Nitrogen-Rich Compound with a N10 Chain Klapötke Thomas M. Piercey Davin G. Inorg. Chem. 2011 50 7 2732–2734 10.1021/ic200071q 21384800 The record was later taken by a 11-nitrogen chain compound synthesized by a group of Chinese researchers. Tang Y. Yang H. Wu B. Ju X. Lu C. Cheng G. 10.1002/anie.201300117 Synthesis and Characterization of a Stable, Catenated N11Energetic Salt Angewandte Chemie International Edition 52 18 4875–7 2013 23554233 2013ACIE...52.4875T December 2023 A branched chain of 11-nitrogen system has also been reported as part of an unstable but highly nitrogen rich azidotetrazole derivative with formula C2N14. Klapötke T. M. Krumm B. Martin F. A. Stierstorfer J. R. New Azidotetrazoles: Structurally Interesting and Extremely Sensitive 10.1002/asia.201100632 Chemistry: An Asian Journal 7 214–224 2012 1 22069147 27239569 thumb|left|1,1-Azobis(1,2,3,4-tetrazole) (trans isomer) See also HBT (explosive) G2ZT Diazene TKX-50 References Category:Explosive chemicals Category:Triazoles Category:Azo compounds