Azido and Tetrazolo 1,2,4,5-Tetrazine N-Oxides

被引：129
作者：
Chavez, David E. [1 ]
Parrish, Damon A. [2 ]
Mitchell, Lauren [3 ]
Imler, Greg H. [2 ]
机构：
[1] Los Alamos Natl Lab, Explos Sci & Shock Phys, Los Angeles, NM 87545 USA
[2] Naval Res Lab, Struct Matter Lab, 4555 Overlook Ave, Washington, DC 20375 USA
[3] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 13期
关键词：
1,2,4,5-tetrazine; azides; energetic materials; N-oxides; tetrazole; PERFORMANCE ENERGETIC MATERIALS; ELEMENTAL FLUORINE; COMPLEXES; EXPLOSIVES; COMPOUND; DENSITY; ANION;
D O I：
10.1002/anie.201612496
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This study presents the synthesis and characterization of the oxidation products of 3,6-diazido-1,2,4,5-tetrazine (1) and 6-amino-[1,5-b]tetrazolo-1,2,4,5-tetrazine (2). 3,6-Diazido-1,2,4,5-tetrazine-1,4-dioxide was produced from oxidation with peroxytrifluoroacetic acid, and more effectively using hypofluorous acid, and 2 can be oxidized to two different products, 6-amino-[1,5-b] tetrazolo-1,2,4,5-tetrazine mono-N-oxide and di-N-oxide. These N-oxide compounds display promising performance properties as energetic materials.
引用
收藏
页码：3575 / 3578
页数：4
相关论文
共 42 条
  • [21] Klenov M. S., 2016, ANGEW CHEM, V128, P11644
  • [22] Synthesis of Tetrazino-tetrazine 1,3,6,8-Tetraoxide (TTTO)
    Klenov, Michael S.
    Guskov, Alexey A.
    Anikin, Oleg V.
    Churakov, Aleksandr M.
    Strelenko, Yurii A.
    Fedyanin, Ivan V.
    Lyssenko, Konstantin A.
    Tartakovsky, Vladimir A.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (38) : 11472 - 11475
  • [23] Insensitive High Explosives II: 3,3′-Diamino-4,4′-azoxyfurazan (DAAF)
    Koch, Ernst-Christian
    [J]. PROPELLANTS EXPLOSIVES PYROTECHNICS, 2016, 41 (03) : 526 - 538
  • [24] Liu Y., 2016, Angew. Chem, V128, P11720, DOI [10.1002/ange.201606378, DOI 10.1002/ANGE.201606378]
  • [25] Bis(4-nitraminofurazanyl-3-azoxy)azofurazan and Derivatives: 1,2,5-Oxadiazole Structures and High-Performance Energetic Materials
    Liu, Yuji
    Zhang, Jiaheng
    Wang, Kangcai
    Li, Jinshan
    Zhang, Qinghua
    Shreeve, Jean'ne M.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (38) : 11548 - 11551
  • [26] Correlating the Structural, Electronic, and Explosive Sensitivity Properties of CuII Tetrazine Complexes
    Myers, Thomas W.
    Brown, Kathryn E.
    Chavez, David E.
    Scharff, R. Jason
    Veauthier, Jacqueline M.
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2016, (19) : 3178 - 3183
  • [27] Energetic Chromophores: Low-Energy Laser Initiation in Explosive Fe(II) Tetrazine Complexes
    Myers, Thomas W.
    Bjorgaard, Josiah A.
    Brown, Kathryn E.
    Chavez, David E.
    Hanson, Susan K.
    Scharff, R. Jason
    Tretiak, Sergei
    Veauthier, Jacqueline M.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (13) : 4685 - 4692
  • [28] Independent Control of Optical and Explosive Properties: Pyrazole-Tetrazine Complexes of First Row Transition Metals
    Myers, Thomas W.
    Chavez, David E.
    Hanson, Susan K.
    Scharff, R. Jason
    Scott, Brian L.
    Veauthier, Jacqueline M.
    Wu, Ruilian
    [J]. INORGANIC CHEMISTRY, 2015, 54 (16) : 8077 - 8086
  • [29] A Comparison of the Structure, Synthesis, and Properties of Insensitive Energetic Compounds
    Pagoria, Philip
    [J]. PROPELLANTS EXPLOSIVES PYROTECHNICS, 2016, 41 (03) : 452 - 469
  • [30] An Energetic Triazolo-1,2,4-Triazine and its N-Oxide
    Piercey, Davin G.
    Chavez, David E.
    Scott, Brian L.
    Imler, Greg H.
    Parrish, Damon A.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (49) : 15315 - 15318
12345