4,5-dinitro-1H-imidazole | 29799-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-dinitro-1H-imidazole
• 英文别名: potassium 4,5-dinitro-1H-imidazolate；potassium 4,5-dinitroimidazolate
• CAS: 29799-18-6
• 化学式: C₃HN₄O₄*K
• 分子量: 196.164
• InChiKey: RFXOSODGRXLETB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.14
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113.27
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  二氯甲基醚 、 4,5-dinitro-1H-imidazole 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以65%的产率得到1,1'-(oxybis(methylene))bis(4,5-dinitro-1H-imidazole)
  参考文献：
  名称：

  Energized nitro-substituted azoles through ether bridges

  摘要：

  醚桥连的、带有低熔点和中等分解温度的氮杂环化合物，可能具有作为熔铸炸药的潜力。

  DOI：

  10.1039/c5ta03884g

文献信息

• Melt-cast materials: combining the advantages of highly nitrated azoles and open-chain nitramines
  作者：Thomas M. Klapötke、Alexander Penger、Carolin Pflüger、Jörg Stierstorfer

  DOI：10.1039/c6nj00202a

  日期：——

  Combination of the nitramine 1-chloro-2-nitrazapropane and nitro-substituted azoles yielded energetic materials for potential use as TNT replacements in melt-cast formulations.

  通过硝胺1-氯-2-硝基丙烷和硝基取代的唑类化合物的组合，产生了作为TNT替代品的高能材料，有潜在用于熔融铸造配方中的用途。
• Advanced Open‐Chain Nitramines as Energetic Materials: Heterocyclic‐Substituted 1,3‐Dichloro‐2‐nitrazapropane
  作者：Thomas M. Klapötke、Alexander Penger、Carolin Pflüger、Jörg Stierstorfer、Muhamed Sućeska

  DOI：10.1002/ejic.201300382

  日期：2013.9.3

  AbstractThere are great demands to develop explosives with higher performance accompanied by reduced sensitivities towards external stimuli, higher thermal stability and improved environmental acceptability. This contribution presents modified nitramines, which were investigated by nucleophilic substitution reactions of potassium salts of 5‐amino‐3‐nitro‐1,2,4‐triazole, 3,5‐dinitro‐1,2,4‐triazole, 3,5‐dinitroimidazole, 2,4‐dinitroimidazole, 4‐amino‐3,5‐dinitropyrazole, 3,5‐dinitropyrazole, 3,4‐dinitropyrazole and 3,4,5‐trinitropyrazole on 1,3‐dichloro‐2‐nitrazapropane. The energetic compounds were comprehensively characterized and their detonation parameters were calculated by the EXPLO5 code. Heats of formation were calculated by the atomization method using CBS‐4M electronic enthalpies. The presented compounds show detonation performances comparable to pentaerythritol tetranitrate (PETN). In addition, they possess high thermal stabilities and low sensitivities, which make them interesting for further investigations and possible applications as insensitive, high‐energy dense materials.