[2-formyloxyethyl(2-hydroxyethyl)hydrazinylidene]-oxido-phenylazanium | 145887-63-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [2-formyloxyethyl(2-hydroxyethyl)hydrazinylidene]-oxido-phenylazanium
• CAS: 145887-63-4
• 化学式: C₁₁H₁₅N₃O₄
• 分子量: 253.258
• InChiKey: ORLQFYCXSUBPOH-UHFFFAOYSA-N

物化性质

• 沸点：
  426.3±55.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.66
• 重原子数：
  18.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  88.2
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [2-formyloxyethyl(2-hydroxyethyl)hydrazinylidene]-oxido-phenylazanium 在 硫酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以100%的产率得到1-phenyl-3,3-bis(β-hydroxyethyl)triazene 1-oxide
  参考文献：
  名称：

  Reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media: A general method for the synthesis of 1-aryl(heteroaryl)-3,3-disubstituted triazene 1-oxides

  摘要：

  We have worked out a method for the synthesis of 1,3,3-trisubstituted triazene 1-oxides based upon reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media. Obtained are a broad range of triazene 1-oxides, among which hitherto unknown compounds of the series of pyrazole and 3,3-dialkyltriazene 1-oxides that contain functional groups at the alkyl part of the molecule. We propose a reaction scheme which includes in situ formation of diazenium cations and reaction of them with nitroso compounds that are present in the system. By means of PMR, C-13, and N-14 NMR spectroscopy, and mass spectroscopy, it has been shown that in all the prepared compounds the oxidated nitrogen atom is at the N1 position of the triazene N-oxide group.

  DOI：

  10.1007/bf00864338
• 作为产物：
  描述：

  2,2'-亚肼基二乙醇 、 亚硝基苯 在 甲酸 、 溴 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以21%的产率得到[2-formyloxyethyl(2-hydroxyethyl)hydrazinylidene]-oxido-phenylazanium
  参考文献：
  名称：

  Reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media: A general method for the synthesis of 1-aryl(heteroaryl)-3,3-disubstituted triazene 1-oxides

  摘要：

  We have worked out a method for the synthesis of 1,3,3-trisubstituted triazene 1-oxides based upon reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media. Obtained are a broad range of triazene 1-oxides, among which hitherto unknown compounds of the series of pyrazole and 3,3-dialkyltriazene 1-oxides that contain functional groups at the alkyl part of the molecule. We propose a reaction scheme which includes in situ formation of diazenium cations and reaction of them with nitroso compounds that are present in the system. By means of PMR, C-13, and N-14 NMR spectroscopy, and mass spectroscopy, it has been shown that in all the prepared compounds the oxidated nitrogen atom is at the N1 position of the triazene N-oxide group.

  DOI：

  10.1007/bf00864338

文献信息

• Reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media: A general method for the synthesis of 1-aryl(heteroaryl)-3,3-disubstituted triazene 1-oxides
  作者：S. G. Zlotin、O. V. Prokshits、N. F. Karpenko、Yu. A. Strelenko、O. A. Luk'yanov

  DOI：10.1007/bf00864338

  日期：1992.8

  We have worked out a method for the synthesis of 1,3,3-trisubstituted triazene 1-oxides based upon reaction of 1,1-disubstituted hydrazines with bromine in the presence of aryl- and heteroarylnitroso compounds in acid media. Obtained are a broad range of triazene 1-oxides, among which hitherto unknown compounds of the series of pyrazole and 3,3-dialkyltriazene 1-oxides that contain functional groups at the alkyl part of the molecule. We propose a reaction scheme which includes in situ formation of diazenium cations and reaction of them with nitroso compounds that are present in the system. By means of PMR, C-13, and N-14 NMR spectroscopy, and mass spectroscopy, it has been shown that in all the prepared compounds the oxidated nitrogen atom is at the N1 position of the triazene N-oxide group.