9-chloro-1H-benzo[f]indol-2(3H)-one | 1549705-04-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 9-chloro-1H-benzo[f]indol-2(3H)-one
• 英文别名: 9-Chloro-1,3-dihydrobenzo[f]indol-2-one
• CAS: 1549705-04-5
• 化学式: C₁₂H₈ClNO
• 分子量: 217.655
• InChiKey: VSUJMFBGGVCNGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴辛烷 、 9-chloro-1H-benzo[f]indol-2(3H)-one 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以4%的产率得到
  参考文献：
  名称：

  Synthesis of a thiophene-fused isoindigo derivative: a potential building block for organic semiconductors

  摘要：

  Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-flindol-6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.076
• 作为产物：
  描述：

  1-氯-2-氨基萘 在 盐酸 、 硫酸 、 盐酸羟胺 、 四氯化钛 、 sodium sulfate 、 锌 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 5.0h， 生成 9-chloro-1H-benzo[f]indol-2(3H)-one
  参考文献：
  名称：

  Synthesis of a thiophene-fused isoindigo derivative: a potential building block for organic semiconductors

  摘要：

  Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-flindol-6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.12.076