5-(2-hydroxy-2H-tetrazol-5-yl)-1-hydroxy-1H-tetrazole | 1400888-96-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(2-hydroxy-2H-tetrazol-5-yl)-1-hydroxy-1H-tetrazole
• 英文别名: 1-Hydroxy-5-(2-hydroxytetrazol-5-yl)tetrazole；1-hydroxy-5-(2-hydroxytetrazol-5-yl)tetrazole
• CAS: 1400888-96-1
• 化学式: C₂H₂N₈O₂
• 分子量: 170.09
• InChiKey: QQQWCUVGRGYIMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  128
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-(2H-四唑-5-基)-2H-四唑 在 potassium peroxymonosulfate 作用下， 以 水 为溶剂， 反应 5.0h， 以11%的产率得到5,5'-bistetrazole-1,1'-diol
  参考文献：
  名称：

  Pushing the limits of energetic materials – the synthesis and characterization of dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate

  摘要：

  详细介绍了一种新型爆炸物 5,5â²-双四唑-1,1â²-二酸二羟基铵（TKX-50）的安全制备和特征描述（XRD、NMR 和振动光谱、DSC、质谱、灵敏度），其性能优于所有其他常用爆炸材料。八硝基二氧杂环丁烷和 CL-20 等高性能爆炸物一直是公众关注的焦点，而这种化合物的不同之处在于，它可以用常见的化学品进行简单而廉价的制备。TKX-50 拓展了新开发的氧化四氮唑化学领域，生产出一种不仅易于制备、威力巨大，而且具有所需的热不敏感性、低毒性和操作安全性的材料，可取代最常用的军用炸药 RDX（1,3,5-三硝基-1,3,5-三氮杂环己烷）。此外，还测定并展示了中间体 5,5â²-双四唑-1,1â²-二醇二水合物、5,5â²-双四唑-1,1â²-二醇二甲酸酯和 5,5â²-双四唑-1,1â²-二酸二甲铵的晶体结构。

  DOI：

  10.1039/c2jm33646d

文献信息

• Pushing the limits of energetic materials – the synthesis and characterization of dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate
  作者：Niko Fischer、Dennis Fischer、Thomas M. Klapötke、Davin G. Piercey、Jörg Stierstorfer

  DOI：10.1039/c2jm33646d

  日期：——

  The safe preparation and characterization (XRD, NMR and vibrational spectroscopy, DSC, mass spectrometry, sensitivities) of a new explosive dihydroxylammonium 5,5′-bistetrazole-1,1′-diolate (TKX-50) that outperforms all other commonly used explosive materials is detailed. While much publicized high-performing explosives, such as octanitrocubane and CL-20, have been at the forefront of public awareness, this compound differs in that it is simple and cheap to prepare from commonly available chemicals. TKX-50 expands upon the newly exploited field of tetrazole oxide chemistry to produce a material that not only is easily prepared and exceedingly powerful, but also possesses the required thermal insensitivity, low toxicity, and safety of handling to replace the most commonly used military explosive, RDX (1,3,5-trinitro-1,3,5-triazacyclohexane). In addition, the crystal structures of the intermediates 5,5′-bistetrazole-1,1′-diol dihydrate, 5,5′-bistetrazole-1,1′-diol dimethanolate and dimethylammonium 5,5′-bistetrazole-1,1′-diolate were determined and presented.

  详细介绍了一种新型爆炸物 5,5â²-双四唑-1,1â²-二酸二羟基铵（TKX-50）的安全制备和特征描述（XRD、NMR 和振动光谱、DSC、质谱、灵敏度），其性能优于所有其他常用爆炸材料。八硝基二氧杂环丁烷和 CL-20 等高性能爆炸物一直是公众关注的焦点，而这种化合物的不同之处在于，它可以用常见的化学品进行简单而廉价的制备。TKX-50 拓展了新开发的氧化四氮唑化学领域，生产出一种不仅易于制备、威力巨大，而且具有所需的热不敏感性、低毒性和操作安全性的材料，可取代最常用的军用炸药 RDX（1,3,5-三硝基-1,3,5-三氮杂环己烷）。此外，还测定并展示了中间体 5,5â²-双四唑-1,1â²-二醇二水合物、5,5â²-双四唑-1,1â²-二醇二甲酸酯和 5,5â²-双四唑-1,1â²-二酸二甲铵的晶体结构。
• Energetic salts of 5,5′-bis(tetrazole-2-oxide) in a comparison to 5,5′-bis(tetrazole-1-oxide) derivatives
  作者：Niko Fischer、Li Gao、Thomas M. Klapötke、Jörg Stierstorfer

  DOI：10.1016/j.poly.2012.12.015

  日期：2013.3

  xcThe preparation and isolation of 5,5'-bis(2-hydroxytetrazole) by oxidation of 5,5'-bistetrazole using commercially available oxone is described. The nitrogen-rich salts including ammonium, hydroxylammonium, guanidinium, aminoguanidinium, triaminoguanidinium, 5-aminotetrazolium and aminonitroguanidinium have been prepared, characterized (XRD, NMR and vibrational spectroscopy, DSC, mass spectrometry) and compared to their 5,5'-bis(tetrazole-1-oxide) analogues. The impact, friction and electrical spark sensitivities of all compounds were measured and several detonation parameters such as the detonation velocities and detonation pressures were also calculated with the EXPLO5 code based on calculated heats of formation (CBS-4M) and the X-ray densities. (C) 2013 Elsevier Ltd. All rights reserved.