2-methyl-5-nitroaminotetrazole | 61734-80-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-methyl-5-nitroaminotetrazole
• 英文别名: N-(2-methyltetrazol-5-yl)nitramide
• CAS: 61734-80-3
• 化学式: C₂H₄N₆O₂
• 分子量: 144.093
• InChiKey: RDIQHTSMBPQBIR-UHFFFAOYSA-N

物化性质

• 沸点：
  351.0±25.0 °C(Predicted)
• 密度：
  1.667 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-methyl-5-nitroaminotetrazole 生成 2-甲基-5-氨基-2H-四氮唑
  参考文献：
  名称：

  Electrochemical reduction of N-nitroaminotetrazoles

  摘要：

  DOI：

  10.1007/bf00474493
• 作为产物：
  描述：

  2-甲基-5-氨基-2H-四氮唑 在 硝酸 作用下， 反应 22.0h， 以91%的产率得到2-methyl-5-nitroaminotetrazole
  参考文献：
  名称：

  5-氨基-1 H-四唑和甲基-5-氨基-1 H-四唑的硝化产物–含能材料的结构和性质

  摘要：

  用HNO 3硝化5-氨基-1 H-四唑（1），5-氨基-1-甲基-1 H-四唑（3）和5-氨基-2-甲基-2 H-四唑（4）进行了（100％），并且相应的产物5-（nitrimino）-1 H-四唑（2），1-甲基-5-（nitrimino）-1 H-四唑（5）和2-甲基-5- （nitramino）-2 H-四唑（6）的特征在于使用振动光谱（IR和Raman），多核（1 H，13 C，14N和15 N）NMR光谱，质谱和元素分析。通过单晶X射线衍射确定结晶状态的分子结构。用差示扫描量热法（DSC）研究了热力学性质和热行为，并通过炸弹量热法测定了形成热。化合物2、5和6被发现都是吸热化合物。通过气相红外光谱以及DSC实验研究了热分解。使用软件EXPLO5计算爆炸热，爆炸压力和速度，由此计算出的值类似于TNT和RDX等常见炸药的值。此外，通过BAM方法（落锤法和摩擦法）测试了灵敏度，并与计算

  DOI：

  10.1002/hlca.200790220

文献信息

• New Energetic Materials featuring Tetrazoles and Nitramines - Synthesis, Characterization and Properties
  作者：Niko Fischer、Konstantin Karaghiosoff、Thomas M. Klapötke、Jörg Stierstorfer

  DOI：10.1002/zaac.200900521

  日期：2010.4

  zolate with dimethyl sulfate was investigated yielding 1,4-dimethyl-5-nitriminotetrazole (16). All products (8–16) were determined by low temperature single X-ray diffraction. A comprehensive characterization and description of the chemical properties (IR, Raman, and multinuclear (1H, 13C and 15N) NMR spectroscopy, mass spectrometry, elemental analysis and differential scanning calorimetry) is given

  2-硝基-2-氮杂丙基氯(2)和去质子化的5-氨基-1H-四唑(3)、1H-四唑(4)、5-硝基-1,4H-四唑(5)、1-甲基的烷基化-5-硝基-4H-四唑 (6) 和 2-甲基-5-硝基氨基四唑 (7) 得到产物 1-(2-硝基-2-氮杂丙基)-5-氨基四唑 (8), 1-(2-硝基-2-氮杂丙基)-5H-四唑(9)、1-(2-硝基-2-氮杂丙基)-5-硝基四唑·H2O(10a)、1-(2-硝基-2-氮杂丙基)-5-硝基四唑· EtOH (10b) 1,5-双(2-硝基-2-氮杂丙基)-5-硝基氨基四唑 (11), 1-甲基-5-(2-硝基-2-氮杂丙基)-5-硝基氨基四唑 (12), 1 -甲基-4-(2-硝基-2-氮杂丙基)-5-硝基氨基四唑(13)、1-甲基-5-(2-硝基-2-氮杂丙基)-5-氨基四唑(14)和2-甲基-5 -(2-硝基-2-氮杂丙基)-5-硝基氨基四唑(15)。此外，研究了
• Cocrystals and Salts of Tetrazole-Based Energetic Materials
  作者：Janaka C. Gamekkanda、Abhijeet S. Sinha、Christer B. Aakeröy

  DOI：10.1021/acs.cgd.9b01620

  日期：2020.4.1

  Many energetic materials are unsuitable for practical purposes due to unacceptable sensitivity toward heat, impact, shock, or friction. In addition, chemical reactivity can also be of concern from the point of view of storage and shelf life. In order to develop new solid forms of energetic materials, several tetrazole-based energetic materials with suboptimal thermal and impact sensitivities were subjected

  由于对热，冲击，冲击或摩擦的不可接受的敏感性，许多高能材料不适合用于实际目的。另外，从储存和保质期的角度来看，化学反应性也可能是令人关注的。为了开发新的固体形式的高能材料，对几种具有次优的热和冲击敏感性的四唑基高能材料进行了共结晶实验，以提高其性能。用几种基于氮和氧的受体获得目标的共晶体和盐。引入共成型器可显着提高冲击敏感性和热不稳定性。特别是，共结晶5-（nitrimino）-1 H-四唑：吡嗪-N，N′-二氧化物（D1：A6）将分解温度提高了59°C，发现其撞击敏感性比母炸药低约四倍。
• N-Rich Salts of 2-Methyl-5-nitraminotetrazole: Secondary Explosives with Low Sensitivities
  作者：Tobias Fendt、Niko Fischer、Thomas M. Klapötke、Jörg Stierstorfer

  DOI：10.1021/ic1019923

  日期：2011.2.21

  2-Methyl-5-nitraminotetrazole (1) was formed by nitration of 2-methyl-5-aminotetrazole. 2-Methyl-5-aminotetrazole was obtained by an improved synthesis starting from sodium 5-aminotetrazolate, which is methylated with dimethyl sulfate in dimethyl formamide giving 2-methyl-5-aminotetrazole in 29% yield. Nitrogen-rich salts such as guanidinium (2), 1-aminoguanidinium (3), 1,3-diamino-guanidinium (4), 1,3,5-triamino-guanidinium (5), azidoformamidinium (6), hydrazinium (7), diaminouronium 2-methyl-5-nitraminotetrazolate (8), as well as an urea adduct (9), were prepared by facile deprotonation or metathesis reactions. Diaminourea was synthesized by hydrazinolysis of dimethyl carbonate with hydrazine hydrate. All compounds were fully characterized by vibrational spectroscopy (IR and Raman), multinuclear NMR spectroscopy, elemental analysis, and differential scanning calorimetry (DSC) measurements. The crystal structures of 2-6, 8, and 9 could be determined using single crystal X-ray diffraction. The heats of formation of 2-9 were calculated using the atomization method based on CBS-4M enthalpies. With these values and the experimental (X-ray) densities several detonation parameters such as the detonation pressure, velocity, energy, and temperature were computed using the EXPLO5 code. In addition, the sensitivities toward impact, friction, and electrical discharge were tested using the BAM drop hammer, BAM friction tester, as well as a small scale electrical discharge device.
• Investigation of the protolytic equilibria of nitraminotetrazoles in aqueous media
  作者：A. G. Mayants、S. S. Gordeichuk、V. A. Shlyapochnikov、T. V. Gordeichuk、V. P. Gorelik

  DOI：10.1007/bf00505726

  日期：1984.11
• New energetic materials: Synthesis and characterization of copper 5-nitriminotetrazolates
  作者：Thomas M. Klapötke、Jörg Stierstorfer、Birgit Weber

  DOI：10.1016/j.ica.2008.10.014

  日期：2009.5

  The energetic compounds 5-nitriminotetrazole (H2AtNO2, 1), 1-methyl-5-nitriminotetrazole (1MeHAtNO(2), 2) and 2-methyl-5-nitraminotetrazole (2MeHAtNO(2), 3), were reacted with Cu(NO3)(2) center dot 3H(2)O and CuCl2 center dot 2H(2)O, respectively, in water as well as in aqueous ammonia solution. The syntheses yielded the complexes [Cu(HAtNO2)(2)(H2O)(4)] (4), [Cu(AtNO2)(NH3)(3)](2) (5), (NH4)(2)[Cu(AtNO2)(2)(H2O)(2)] (6), [Cu(1MeAtNO(2))(2)(NH3)(2)] (7), [Cu((2)-MeAtNO2)(2)(2-MeHAtNO2)(2)] (8), [Cu(2MeAtNO(2))(2)](infinity) (9), [Cu(2-MeAtNO2) (2)(NH3)(2)] (10), and [Cu(2MeAtNO(2))(2)(NH3)(4)] center dot H2O (11). All complexes were characterized using low temperature single crystal X-ray diffraction, IR spectroscopy, elemental analysis, and differential scanning calorimetry. The magnetic properties of six of the complexes were investigated. Due to the energetic characters, the sensitivities towards impact and friction were investigated using the BAM drophammer and friction tester. The values range from "very sensitive", comparable to primary explosives, to "insensitive" depending on the amount of water or ammonia coordinated. Since Cu(II) salts can be used for colorants in pyrotechnics, the combustions and flame colors were discovered to be intensively green. (C) 2008 Elsevier B. V. All rights reserved.