N,N-Dimethyl-2-[(E)-(4-nitrophenyl)diazenyl]aniline | 73051-53-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: N,N-Dimethyl-2-[(E)-(4-nitrophenyl)diazenyl]aniline
• 英文别名: N,N-dimethyl-2-[(4-nitrophenyl)diazenyl]aniline
• CAS: 73051-53-3
• 化学式: C₁₄H₁₄N₄O₂
• 分子量: 270.291
• InChiKey: GEOBVOLQUQTQDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-Dimethyl-2-[(E)-(4-nitrophenyl)diazenyl]aniline 在 碘 、 mercury(II) trifluoroacetate 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 96.17h， 生成 [(2-iodo-4-nitrophenyl)diazenyl]-N,N-dimethylaniline
  参考文献：
  名称：

  A push–pull azobenzene is mercurated twice at the ring with less electron density

  摘要：

  Treatment of N,N-dialkyl-4-[4-nitrophenyl)diazenyl] anilines with a mercury(II) salt in anhydrous trifluoroacetic acid results in single and double metallation of the ring with less electron density. The seemingly counterintuitive outcome of the reaction was rationalized through experimental and computational investigations of the reaction mechanism. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.05.040
• 作为产物：
  描述：

  N,N-二甲基苯胺 、 4-硝基苯胺 在 盐酸 作用下， 以 水 为溶剂， 生成 N,N-Dimethyl-2-[(E)-(4-nitrophenyl)diazenyl]aniline
  参考文献：
  名称：

  A push–pull azobenzene is mercurated twice at the ring with less electron density

  摘要：

  Treatment of N,N-dialkyl-4-[4-nitrophenyl)diazenyl] anilines with a mercury(II) salt in anhydrous trifluoroacetic acid results in single and double metallation of the ring with less electron density. The seemingly counterintuitive outcome of the reaction was rationalized through experimental and computational investigations of the reaction mechanism. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.05.040

文献信息

• A push–pull azobenzene is mercurated twice at the ring with less electron density
  作者：Philip J.W. Elder、Jeff C. Landry、Anthony F. Cozzolino、Allison E.A. Chapman、Ignacio Vargas-Baca

  DOI：10.1016/j.jorganchem.2012.05.040

  日期：2012.10

  Treatment of N,N-dialkyl-4-[4-nitrophenyl)diazenyl] anilines with a mercury(II) salt in anhydrous trifluoroacetic acid results in single and double metallation of the ring with less electron density. The seemingly counterintuitive outcome of the reaction was rationalized through experimental and computational investigations of the reaction mechanism. (C) 2012 Elsevier B.V. All rights reserved.