4-amino-1,2,5-oxadiazole-3-carbohydroximoylazide | 147085-22-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 4-amino-1,2,5-oxadiazole-3-carbohydroximoylazide
• 英文别名: 4-Amino-1,2,5-oxadiazole-3-carbohydroximoyl azide；4-amino-N-hydroxy-1,2,5-oxadiazole-3-carboximidoyl azide
• CAS: 147085-22-1
• 化学式: C₃H₃N₇O₂
• 分子量: 169.103
• InChiKey: YPLMFFMEWJONAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-amino-1,2,5-oxadiazole-3-carbohydroximoylazide 在 盐酸 、 potassium permanganate 作用下， 以 水 为溶剂， 反应 1.0h， 以39%的产率得到3,3'-dicyano-4,4'-azobis(1,2,5-oxadiazole)
  参考文献：
  名称：

  Tselinskii; Mel'nikova; Romanova, Russian Journal of Organic Chemistry, 2001, vol. 37, # 11, p. 1638 - 1642

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氨基-1,2,5-恶二唑-3-氯化甲醛肟 在 sodium azide 作用下， 以 乙醇 、 水 为溶剂， 以81%的产率得到4-amino-1,2,5-oxadiazole-3-carbohydroximoylazide
  参考文献：
  名称：

  Tselinskii; Mel'nikova; Romanova, Russian Journal of Organic Chemistry, 2001, vol. 37, # 11, p. 1638 - 1642

  摘要：

  DOI：

文献信息

• Electrochemical Efficient Synthesis of Two Azo Energetic Compounds
  作者：Rufang Peng、Bo Jin、Jinhao Zhang、Yulan Song、Wenjia Hao

  DOI：10.1055/a-2283-5829

  日期：2024.10

  Azo compounds with a high density, high enthalpy, and excellent detonation performance have received increasing research attention. The conventional method of chemical dehydrogenation that is used to form azo compounds involves the use of strong oxidants, resulting in environmental pollution. Electrochemical organic synthesis is considered an old method and a new technology. In this work, azofurazan

  偶氮化合物具有高密度、高热函和优异的爆轰性能，受到越来越多的研究关注。用于形成偶氮化合物的传统化学脱氢方法涉及使用强氧化剂，导致环境污染。电化学有机合成被认为是一种古老的方法和一种新技术。在这项工作中，偶氮呋喃四唑H 2 AzFT;采用绿色合成方法合成了5,5'-[diazene-1,2-diylbis(1,2,5-oxadiilla-4,3-diyl)]bis-1 H -tetrraz}和偶氮呋喃羟基四唑(H 2 AzFTO)分别对5-(4-氨基呋喃-3-基)-1 H-四唑和5-(4-氨基呋喃-3-基)-1-羟基四唑进行有效电化学脱氢偶联。通过红外光谱、核磁共振和元素分析对H 2 AzFT和(NH 4 ) 2 AzFTO的结构进行了充分表征，并通过差热分析测定了它们的热稳定性。
• Enforced Layer-by-Layer Stacking of Energetic Salts towards High-Performance Insensitive Energetic Materials
  作者：Jiaheng Zhang、Lauren A. Mitchell、Damon A. Parrish、Jean’ne M. Shreeve

  DOI：10.1021/jacs.5b07852

  日期：2015.8.26

  Development of modern high-performance insensitive energetic materials is significant because of the increasing demands for both military and civilian applications. Here we propose a rapid and facile strategy called the "layer hydrogen bonding pairing approach" to organize energetic molecules via layer-by-layer stacking, which grants access to tunable energetic materials with targeted properties. Using this strategy, an unusual energetic salt, hydroxylammonium 4-amino-furazan-3-yl-tetrazol-1-olate, with good detonation performances and excellent sensitivities, was designed, synthesized, and fully characterized. In addition, the expected unique layer-by-layer structure with a high crystal packing coefficient was confirmed by single-crystal X-ray crystallography. Calculations indicate that the layer-stacking structure of this material can absorb the mechanical stimuli-induced kinetic energy by converting it to layer sliding, which results in low sensitivity.
• ——
  作者：T. V. Romanova、S. F. Mel'nikova、I. V. Tselinskii

  DOI：10.1023/a:1026020204182

  日期：——

  By 1,3-dipolar addition of 1-azido(4-amino-1,2,5-oxadiazol-3-yl)aldoxime to propargyl alcohol and phenylacetylene bicyclic 4-amino-1,2,5-oxadiazol-3-yl(4-R-1,2,3-triazol-1-yl)ketoximes were obtained which in reaction with acetic anhydride afforded the corresponding O-acyl derivatives. Diazotization of 4-amino-1,2,5-oxadiazol-3-yl(4-R-1,2,3-triazol-1-yl)ketoximes furnished 4-azido derivatives. The treatment of 4-amino-1,2,5-oxadiazol-3-yl(4-hydroxymethyl-1,2,3-triazol-1-yl)ketoxime with SOCl2 resulted in 4-amino-1,2,5-oxadiazol-3-yl(4-chloromethyl-1,2,3-triazol-1-yl)ketoxime, whose chlorine atom was readily replaced by azide ion affording 4-amino-1,2,5-oxadiazol-3-1(4-azidomethyl-1,2,3-triazol-1-yl)ketoxime.