5-bromo-2,7-dioctyl-1,3,6,8-tetraoxo-1,2,3,6,7,8,9,14-octahydro-[3,8]phenanthrolino[1,10-abc]phenazine-4-carbonitrile | 1426388-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-bromo-2,7-dioctyl-1,3,6,8-tetraoxo-1,2,3,6,7,8,9,14-octahydro-[3,8]phenanthrolino[1,10-abc]phenazine-4-carbonitrile
• CAS: 1426388-37-5
• 化学式: C₃₇H₄₀BrN₅O₄
• 分子量: 698.66
• InChiKey: KBSBJZUWEVGCFE-UHFFFAOYSA-N

物化性质

• 沸点：
  862.3±65.0 °C(predicted)
• 密度：
  1.44±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.95
• 重原子数：
  47.0
• 可旋转键数：
  14.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  133.51
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  5-bromo-2,7-dioctyl-1,3,6,8-tetraoxo-1,2,3,6,7,8,9,14-octahydro-[3,8]phenanthrolino[1,10-abc]phenazine-4-carbonitrile 在 lead dioxide 作用下， 以 氯仿 为溶剂， 反应 0.25h， 以95%的产率得到5-bromo-2,7-dioctyl-1,3,6,8-tetraoxo-1,2,3,6,7,8-hexahydro[3,8] phenanthrolino[1,10-abc]phenazine-4-carbonitrile
  参考文献：
  名称：

  Cyanated Diazatetracene Diimides with Ultrahigh Electron Affinity for n-Channel Field Effect Transistors

  摘要：

  Several diazatetracene diimides with high electron affinity (up to 4.66 eV!) were prepared and well characterized. The LUMO energy level of these electron-deficient molecules was found to be closely related to their material stability. Compound 7 with ultrahigh electron affinity suffered from reduction and hydrolysis in the presence of silica gel or water. The stable compounds 3 and 6 showed n-channel FET behavior with an average electron mobility of 0.002 and 0.005 cm(2) V-1 s(-1), respectively, using a solution processing method.

  DOI：

  10.1021/ol400082c
• 作为产物：
  描述：

  4,5-dibromo-2,7-dioctyl-[3,8]phenanthrolino[1,10-abc]phenazine-1,3,6,8(2H,7H,9H,14H)-tetraone 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 lead dioxide 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 0.37h， 生成 5-bromo-2,7-dioctyl-1,3,6,8-tetraoxo-1,2,3,6,7,8,9,14-octahydro-[3,8]phenanthrolino[1,10-abc]phenazine-4-carbonitrile
  参考文献：
  名称：

  Cyanated Diazatetracene Diimides with Ultrahigh Electron Affinity for n-Channel Field Effect Transistors

  摘要：

  Several diazatetracene diimides with high electron affinity (up to 4.66 eV!) were prepared and well characterized. The LUMO energy level of these electron-deficient molecules was found to be closely related to their material stability. Compound 7 with ultrahigh electron affinity suffered from reduction and hydrolysis in the presence of silica gel or water. The stable compounds 3 and 6 showed n-channel FET behavior with an average electron mobility of 0.002 and 0.005 cm(2) V-1 s(-1), respectively, using a solution processing method.

  DOI：

  10.1021/ol400082c