3-硝基-4-(4-硝基-1,2,5-恶二唑-3-基)-1,2,5-恶二唑 | 17220-33-6

• 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
• 中文名称: 3-硝基-4-(4-硝基-1,2,5-恶二唑-3-基)-1,2,5-恶二唑
• 英文名称: 4,4'-dinitro-3,3'-bi-1,2,5-oxadiazole
• 英文别名: 4,4'-Dinitro-3,3'-bifurazan；4,4'-dinitrobifurazan；4,4'-dinitro-[3,3']bi[1,2,5]oxadiazolyl；4,4'-Dinitro-3,3'-bifurazanyl；3-Nitro-4-(4-nitro-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazole
• CAS: 17220-33-6
• 化学式: C₄N₆O₆
• 分子量: 228.081
• InChiKey: HLXBOVLDHPUWBQ-UHFFFAOYSA-N

物化性质

• 沸点：
  440.9±55.0 °C(Predicted)
• 密度：
  1.951±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  16
• 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：
  170
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  3-硝基-4-(4-硝基-1,2,5-恶二唑-3-基)-1,2,5-恶二唑 在 sodium hydroxide 作用下， 以 丙酮 为溶剂， 以87%的产率得到4-(4-Oxo-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazol-3-one
  参考文献：
  名称：

  Sheremetev; Kharitonova; Mantseva, Russian Journal of Organic Chemistry, 1999, vol. 35, # 10, p. 1525 - 1537

  摘要：

  DOI：
• 作为产物：
  描述：

  4,4'-diamino-3,3'-bifurazan 在 sodium tungstate 、 硫酸 、 双氧水 作用下， 以71 %的产率得到3-硝基-4-(4-硝基-1,2,5-恶二唑-3-基)-1,2,5-恶二唑
  参考文献：
  名称：

  一种3,3’-二硝基-4,4’-联呋咱的制备方法及应用

  摘要：

  本发明公开了一种3,3’‑二硝基‑4,4’‑联呋咱的制备方法及应用，包括在‑5℃～5℃条件下，将钨酸钠和浓硫酸加入双氧水中制得氧化体系；向制得的氧化体系中加入3,3’‑二氨基‑4,4’‑联呋咱得到混合料液，然后对得到的混合料液依次进行保温、一次升温和二次升温处理得到升温后料液，将升温后料液导入冰水中，然后依次进行萃取、干燥和减压蒸馏即得。与现有技术相比，本发明提供的制备方法操采用一步合成法，具有操作简便、所采用的原料安全性高、制备产物的产率高等优点。采用本发明方法制备得到的3,3’‑二硝基‑4,4’‑联呋咱作为含能材料能够用于制备熔铸炸药，所述的熔铸炸药包括以下组分，按重量百分比计，34％的3,3’‑二硝基‑4,4’‑联呋咱、65％的HMX和1％的钝感剂。

  公开号：

  CN116514737A

文献信息

• Bis[1,2,5]oxadiazolo[3,4- c :3’,4’- e ]pyridazine 4,5-dioxide as a synthetic equivalent of 4,4’-dinitroso-3,3’-bifurazan
  作者：Nadezhda A. Troitskaya-Markova、Olga G. Vlasova、Tamara I. Godovikova、Sergei G. Zlotin、Oleg A. Rakitin

  DOI：10.1016/j.mencom.2017.09.005

  日期：2017.9

  The novel heterocyclic system, bis[1,2,5]oxadiazolo[3,4-c: 3',4'-e]pyridazine 4,5-dioxide, was obtained along with other products in the course of oxidation of 3,3'-bi-1,2,5-oxadiazole4,4'-diamine. This compound acts as a synthetic equivalent of 4,4'-dinitroso-3,3'-bifurazan affording bis-diazene oxide derivative in the Kovacic reaction.
• Synthesis of secondary and tertiary aminofurazans
  作者：A. B. Sheremetev、V. G. Andrianov、E. V. Mantseva、E. V. Shatunova、N. S. Aleksandrova、I. L. Yudin、D. E. Dmitriev、B. B. Averkiev、M. Yu. Antipin

  DOI：10.1023/b:rucb.0000035644.16331.f0

  日期：2004.3

  Reactions of nitrofurazans with primary and secondary amines were studied. Conditions were found which allow the efficient replacement of the nitro group with these nucleophiles. Transformations of the amidoxime fragment, which is bound to the furazan ring and contains an amino substituent, enable one to substantially expand the spectrum of polyfunctional derivatives. The structures of the amines synthesized were studied by X-ray diffraction analysis.
• ——
  作者：A. B. Sheremetev、V. O. Kulagina、I. A. Kryazhevskikh、T. M. Melnikova、N. S. Aleksandrova

  DOI：10.1023/a:1020931511013

  日期：——

  The reactions of 3-nitro-4-R-furazans with ammonia were studied. The effect of the substituent R on the specific features of the nucleophilic substitution reaction observed was considered. The nitro group attached to the furazan ring can act as both the leaving group and the activating group facilitating the displacement of the second substituent (for example, OR' or N(NO2)R').
• Vlasova, Olga G.; Rakitin, Oleg A.; Khmelnitski, Lenor I., Organic Preparations and Procedures International, 1994, vol. 26, # 3, p. 331 - 336
  作者：Vlasova, Olga G.、Rakitin, Oleg A.、Khmelnitski, Lenor I.

  DOI：——

  日期：——
• Rakitin, Oleg A.; Obruchnikova, Natalia V.; Khmelnitski, Lenor I., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 78, # 1-4, p. 309 - 312
  作者：Rakitin, Oleg A.、Obruchnikova, Natalia V.、Khmelnitski, Lenor I.

  DOI：——

  日期：——