1,2,3-Triazolo[4,5,-e]furazano[3,4,-b]pyrazine 6-Oxide—A Fused Heterocycle with a Roving Hydrogen Forms a New Class of Insensitive Energetic Materials

Venugopal Thottempudi; Ping Yin; Jiaheng Zhang; Damon A. Parrish; Jean’ne M. Shreeve

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1,2,3-Triazolo[4,5,-e]furazano[3,4,-b]pyrazine 6-Oxide—A Fused Heterocycle with a Roving Hydrogen Forms a New Class of Insensitive Energetic Materials

机译：1,2,3-三唑并[4,5，-e]呋喃并[3,4，-b]吡嗪6-氧化物—带有流动氢的熔融杂环形成一类新的不敏感的高能材料

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The straightforward synthesis and energetic properties of a new class of energetic materials, 1,2,3-triazolo- [4,5-e]furazano[3,4-b]pyrazine 6-oxide and its energetic salts are described. They were characterized by IR and multinuclear NMR spectroscopy, elemental analysis, differential scanning calorimetry, and single-crystal X-ray diffraction are given. The X-ray structures show that in the title compound, the hydrogen atom is bonded to the nitrogen in the pyrazine ring; however, in the salts, the negative charge is associated with the triazole nitrogen. Heats of formation for all compounds were calculated with the G2 method and then combined with experimentally determined densities to obtain detonation pressures (P) and velocities (D) by using EXPLO5 program. These new materials exhibit good densities and thermal stabilities, high heats of formation, acceptable detonation properties, and are insensitive to impact.

机译：描述了新型一类高能材料1,2,3-三唑-[4,5-e]呋喃并[3,4-b]吡嗪6-氧化物及其高能盐的直接合成和高能性能。通过红外和多核NMR光谱，元素分析，差示扫描量热法和单晶X射线衍射对它们进行了表征。 X射线结构表明，在标题化合物中，氢原子与吡嗪环中的氮键合;然而，在盐中，负电荷与三唑氮有关。所有化合物的形成热均采用G2方法计算，然后结合实验确定的密度，使用EXPLO5程序获得爆轰压力（P）和速度（D）。这些新材料具有良好的密度和热稳定性，高的成型热，可接受的爆轰性能，并且对撞击不敏感。

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《Chemistry: A European journal》 |2014年第2期|共7页
作者
Venugopal Thottempudi; Ping Yin; Jiaheng Zhang; Damon A. Parrish; Jean’ne M. Shreeve;
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正文语种 eng
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straightforward; properties; differential;

机译：直截了当;特性;差异;

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1. 1,2,3-Triazolo[4,5,-e]furazano[3,4,-b]pyrazine 6-Oxide—A Fused Heterocycle with a Roving Hydrogen Forms a New Class of Insensitive Energetic Materials [J] . Venugopal Thottempudi, Ping Yin, Jiaheng Zhang, Chemistry: A European journal . 2014,第2期

机译：1,2,3-三唑并[4,5，-e]呋喃并[3,4，-b]吡嗪6-氧化物—带有流动氢的熔融杂环形成一类新的不敏感的高能材料
2. Solvent-Controlled, Site-Selective N-Alkylation Reactions of Azolo-Fused Ring Heterocycles at N1-, N2-, and N3-Positions, Including Pyrazolo[3,4-d]pyrimidines, Purines, [1,2,3]Triazolo[4,5]pyridines, and Related Deaza-Compounds [J] . Brett C. Bookser, Michael I. Weinhouse, Aaron C. Burns, The Journal of Organic Chemistry . 2018,第12期

机译：溶剂控制的，位点 - 选择性氮杂稠环环杂环在N1-，N 2和N 3 - 位置，包括吡唑[3,4- D ]嘧啶，嘌呤，[1,2,3]三亚唑[4,5]吡啶，以及相关的Deaza-化合物
3. Fused mesoionic heterocycles: synthesis of [1,2,3]triazolo[1,5-a]quinoline, [1,2,3]triazolo[1,5-a]quinazoline, [1,2,3]triazolo[1,5-a]quinoxaline and [1,2,3]triazolo[5,1-c]benzotriazine derivatives [J] . Abbott PA., Bonnert RV., Caffrey MV., Tetrahedron . 2002,第16期

机译：熔融中离子杂环：[1,2,3]三唑并[1,5-a]喹啉，[1,2,3]三唑并[1,5-a]喹唑啉，[1,2,3]三唑并[1]的合成，5-a]喹喔啉和[1,2,3]三唑并[5,1-c]苯并三嗪衍生物
4. A new melt-cast energetic material of 5,6-Di(2-fluoro-2,2-dinitroethoxy)furazano3,4-bpyrazine: facile synthesis, polycrystalline properties and promising performance [C] . Guijuan Fan, Qing Ma Seminar on new trends in research of energetic materials . 2018

机译：5,6-二（2-氟-2,2-二硝基乙氧基）呋喃并3,4-b吡嗪的新型熔铸高能材料：合成简便，多晶性质和有前途的性能
5. Synthesis, characterization and energetic performance of metal boride compounds for insensitive energetic materials [D] . Whittaker, Michael L. 2012

机译：不敏感高能材料中金属硼化物的合成，表征和高能性能
6. A Family of Energetic Materials Based on 124-Oxadiazole and 125-Oxadiazole Backbones With Low Insensitivity and Good Detonation Performance [O] . Qi Xue, Fu-qiang Bi, Jun-lin Zhang, 2019

机译：基于124-氧代唑和125-氧代唑骨架的一家精力充沛的材料具有低的不敏感性和良好的爆轰性能
7. Triazolo4,5-dpyrimidines. III. The transformation of 3-substituted 3H-1,2,3-triazolo4,5-dpyrimidines into 3-substituted 3H-1,2,3-triazolo4,5-bpyridines. [O] . TAKEO HIGASHINO, TATSUHIKO KATORI, EISAKU HAYASHI 1979

机译：三唑唑4,5-D嘧啶。 III。将3-取代的3H-1,2,3-三唑4,5-D嘧啶的转化为3取代的3H-1,2,3-三唑4,5-B吡啶。

1,2,3-Triazolo[4,5,-e]furazano[3,4,-b]pyrazine 6-Oxide—A Fused Heterocycle with a Roving Hydrogen Forms a New Class of Insensitive Energetic Materials

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