1,3-bis(3,5-dinitro-1,2,4-triazol-1-yl)-2-nitrazapropane | 262448-14-6

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 1,3-bis(3,5-dinitro-1,2,4-triazol-1-yl)-2-nitrazapropane
• 英文别名: N,N-bis[(3,5-dinitro-1,2,4-triazol-1-yl)methyl]nitramide
• CAS: 262448-14-6
• 化学式: C₆H₄N₁₂O₁₀
• 分子量: 404.172
• InChiKey: QDNYFGHNNPRLMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  294
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  1,3-dichloro-2-nitro-2-azapropane 、 potassium 3,5-dinitro-1,2,4-triazolate 在 sodium bromide 作用下， 以 丙酮 为溶剂， 反应 48.0h， 以70%的产率得到1,3-bis(3,5-dinitro-1,2,4-triazol-1-yl)-2-nitrazapropane
  参考文献：
  名称：

  Advanced Open‐Chain Nitramines as Energetic Materials: Heterocyclic‐Substituted 1,3‐Dichloro‐2‐nitrazapropane

  摘要：

  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.

  DOI：

  10.1002/ejic.201300382

文献信息

• 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.