(E)-1-(4-(2-(4-bromobutoxy)ethyl)phenyl)-2-phenyldiazene | 915721-87-8

• 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: (E)-1-(4-(2-(4-bromobutoxy)ethyl)phenyl)-2-phenyldiazene
• CAS: 915721-87-8
• 化学式: C₁₈H₂₁BrN₂O
• 分子量: 361.282
• InChiKey: QANQVHCOESJZOL-QZQOTICOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.84
• 重原子数：
  22.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  33.95
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-(2-(4-bromobutoxy)ethyl)phenyl)-2-phenyldiazene 在 硫脲 、 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 反应 13.5h， 以70%的产率得到(E)-4-(4-(phenyldiazenyl)phenethoxy)butane-1-thiol
  参考文献：
  名称：

  Syntheses of new functionalized azobenzenes for potential molecular electronic devices

  摘要：

  New non-symmetrical azobenzene derivatives have been synthesized as potential molecular electronic switching device candidates. The Oxone 0 mediated oxidation of anilines provided nitroso-functionalized arenes, which were then condensed with substituted anilines to provide a series of azobenzene derivatives that could be further converted into oligo(phenylene ethynylene)s or diazonium salts. The resulting thiolacetates, thiols, or diazonium salts are capable of forming molecular layers on the surface of gold or silicon, thereby paving the way for molecular electronics testing. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.069
• 作为产物：
  描述：

  4-氨基苯乙醇 在 sodium hydride 、 sodium iodide 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.0h， 生成 (E)-1-(4-(2-(4-bromobutoxy)ethyl)phenyl)-2-phenyldiazene
  参考文献：
  名称：

  Syntheses of new functionalized azobenzenes for potential molecular electronic devices

  摘要：

  New non-symmetrical azobenzene derivatives have been synthesized as potential molecular electronic switching device candidates. The Oxone 0 mediated oxidation of anilines provided nitroso-functionalized arenes, which were then condensed with substituted anilines to provide a series of azobenzene derivatives that could be further converted into oligo(phenylene ethynylene)s or diazonium salts. The resulting thiolacetates, thiols, or diazonium salts are capable of forming molecular layers on the surface of gold or silicon, thereby paving the way for molecular electronics testing. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.069