2-(2,4-dinitrophenyl)-2H-indazole | 13417-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2,4-dinitrophenyl)-2H-indazole
• 英文别名: 2-(2',4'-Dinitrophenyl)indazol；1-<2,4-Dinitro-phenyl>-indazol；2-(2,4-Dinitrophenyl)indazole
• CAS: 13417-38-4
• 化学式: C₁₃H₈N₄O₄
• 分子量: 284.231
• InChiKey: LSSXCRSEAKTONR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(2,4-dinitrophenyl)-2H-indazole 在 硫酸 、 三氟乙酸 作用下， 反应 7.0h， 生成 2-(1N-oxide-6-nitro-2H-benzotriazol-2-yl)benzaldehyde
  参考文献：
  名称：

  The reaction of NH-indazoles with 1-fluoro-2,4-dinitrobenzene: the unusual formation of benzotriazole-N-oxides

  摘要：

  When N-unsubstituted indazoles, like indazole itself, reacted with 1-fluoro-2,4-dinitrobenzene or 1-chloro-2,4,6-trinitrobenzene, three products were obtained whose structures were determined by X-ray diffraction. Besides the two N-substituted nitroaryl derivatives, a third compound was obtained with the same molecular formula (C13H8N4O4) to which was assigned the structure of a derivative of benzotriazole N-oxide. With the combined use of crystallography, NMR and DFT calculations this reaction was studied with special stress on the mechanism of formation of the benzotriazole-N-oxide.

  DOI：

  10.1039/c3nj00186e
• 作为产物：
  描述：

  吲唑 、 2,4-二硝基氟苯 以 乙醇 为溶剂， 反应 19.0h， 生成 1-(2',4'-Dinitrophenyl)-indazol 、 2-(2,4-dinitrophenyl)-2H-indazole
  参考文献：
  名称：

  The reaction of NH-indazoles with 1-fluoro-2,4-dinitrobenzene: the unusual formation of benzotriazole-N-oxides

  摘要：

  When N-unsubstituted indazoles, like indazole itself, reacted with 1-fluoro-2,4-dinitrobenzene or 1-chloro-2,4,6-trinitrobenzene, three products were obtained whose structures were determined by X-ray diffraction. Besides the two N-substituted nitroaryl derivatives, a third compound was obtained with the same molecular formula (C13H8N4O4) to which was assigned the structure of a derivative of benzotriazole N-oxide. With the combined use of crystallography, NMR and DFT calculations this reaction was studied with special stress on the mechanism of formation of the benzotriazole-N-oxide.

  DOI：

  10.1039/c3nj00186e