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Synthesis and thermal behavior of a fused, tricyclic pyridine-based energetic material: 4-amino-5-nitro-[1,2,5]oxadiazolo[3,4-e]tetra-zolo[1,5-a]pyridine-3-oxide†
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2018-05-19 00:00:00 , DOI: 10.1039/c8nj01341a
Congming Ma 1, 2, 3, 4 , Yong Pan 1, 2, 3, 4 , Juncheng Jiang 1, 2, 3, 4 , Zuliang Liu 4, 5, 6, 7 , Qizheng Yao 4, 5, 6, 7
Affiliation  

A fused, tricyclic pyridine-based energetic material, 4-amino-5-nitro-[1,2,5]oxadiazolo[3,4-e]tetrazolo[1,5-a]pyridine-3-oxide (ANTP), was first synthesized through a two-step reaction from commercially available reagents with a total yield of 75%, namely the azidonation of 4-amino-2,6-dichloro-3,5-dinitropyridine with nitrogen elimination and ring closure, followed by another azidonation and azido–tetrazolo tautomerism. Its structure was determined by single X-ray diffraction. The crystal of ANTP is orthorhombic, with space group P212121 with crystal parameters of a = 8.9130(18) Å, b = 14.057(3) Å, c = 6.5730(13) Å, V = 823.5(3) Å3, and Z = 4, F(000) = 480. It exhibits a surprisingly high density (1.92 g cm−3 at 293 K), low thermal stability, a positive heat of formation and good detonation properties.

中文翻译:

稠合的,基于三环吡啶的高能材料的合成和热行为:4-氨基-5-硝基-[1,2,5]恶二唑并[3,4- e ]四唑[1,5- a ]吡啶- 3-氧化物

稠合的,基于三环吡啶的高能材料4-氨基-5-硝基-[1,2,5]恶二唑并[3,4- e ]四唑并[1,5 - a ]吡啶-3-氧化物(ANTP),首先由市售试剂通过两步反应合成,总产率为75%,即4-氨基-2,6-二氯-3,5-二硝基吡啶在氮消除和闭环的作用下进行叠氮化,然后再进行叠氮和叠氮四唑互变异构。其结构通过单X射线衍射确定。ANTP晶体为正交晶体,空间群为P 2 1 2 1 2 1 1,晶体参数为a = 8.9130(18)Å,b= 14.057(3)埃,c ^ = 6.5730(13)A,V = 823.5(3)3,和Ž = 4,˚F(000)= 480。其表现出令人惊奇的高密度(1.92克厘米-3在293 K),低热稳定性,正形成热和良好的爆震性能。
更新日期:2018-05-19
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