1-(2-amino-5,6-dimethylphenyl)-2-(tert-butyl)diazene 1-oxide | 474318-68-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-amino-5,6-dimethylphenyl)-2-(tert-butyl)diazene 1-oxide
• CAS: 474318-68-8
• 化学式: C₁₂H₁₉N₃O
• 分子量: 221.302
• InChiKey: XOIKSHSRNCDLSN-PFONDFGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.45
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(2-amino-5,6-dimethylphenyl)-2-(tert-butyl)diazene 1-oxide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙腈 为溶剂， 反应 1.5h， 以94%的产率得到1-(2-amino-3-bromo-5,6-dimethylphenyl)-2-(tert-butyl)diazene 1-oxide
  参考文献：
  名称：

  摘要：

  Tin(II) chloride selectively reduces the aromatic nitro group to the amino group, the azoxy group remaining intact. This allows the preparation of 2-(R-NNO-azoxy)anilines from 2-(R-NNO-azoxy)nitrobenzenes bearing electron-donating or weak electron-withdrawing substituents (Me or Br) in the benzene ring and alkyl substituents at the distal N atom of the azoxy group. The presence of electron-withdrawing substituents at the azoxy group (for example, CO2Et) leads to a change in the direction of the reaction resulting in selective reduction of the azoxy group to the hydrazo group.

  DOI：

  10.1023/a:1015463912286
• 作为产物：
  描述：

  2,3-二甲基-6-硝基苯胺 在 盐酸 、 双氧水 、 tin(ll) chloride 作用下， 以 乙醇 、 二氯甲烷 、 硫酸 、 溶剂黄146 为溶剂， 反应 33.0h， 生成 1-(2-amino-5,6-dimethylphenyl)-2-(tert-butyl)diazene 1-oxide
  参考文献：
  名称：

  摘要：

  Tin(II) chloride selectively reduces the aromatic nitro group to the amino group, the azoxy group remaining intact. This allows the preparation of 2-(R-NNO-azoxy)anilines from 2-(R-NNO-azoxy)nitrobenzenes bearing electron-donating or weak electron-withdrawing substituents (Me or Br) in the benzene ring and alkyl substituents at the distal N atom of the azoxy group. The presence of electron-withdrawing substituents at the azoxy group (for example, CO2Et) leads to a change in the direction of the reaction resulting in selective reduction of the azoxy group to the hydrazo group.

  DOI：

  10.1023/a:1015463912286

文献信息

• ——
  作者：D. L. Lipilin、A. M. Churakov、Yu. A. Strelenko、V. A. Tartakovsky

  DOI：10.1023/a:1015463912286

  日期：——

  Tin(II) chloride selectively reduces the aromatic nitro group to the amino group, the azoxy group remaining intact. This allows the preparation of 2-(R-NNO-azoxy)anilines from 2-(R-NNO-azoxy)nitrobenzenes bearing electron-donating or weak electron-withdrawing substituents (Me or Br) in the benzene ring and alkyl substituents at the distal N atom of the azoxy group. The presence of electron-withdrawing substituents at the azoxy group (for example, CO2Et) leads to a change in the direction of the reaction resulting in selective reduction of the azoxy group to the hydrazo group.