4-chlorobenzo[b]thiophen-5-amine | 1369131-03-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 4-chlorobenzo[b]thiophen-5-amine
• 英文别名: 4-Chloro-1-benzothiophen-5-amine；4-chloro-1-benzothiophen-5-amine
• CAS: 1369131-03-2
• 化学式: C₈H₆ClNS
• 分子量: 183.661
• InChiKey: NXRPKCSPQZWBEM-UHFFFAOYSA-N

物化性质

• 沸点：
  326.9±22.0 °C(Predicted)
• 密度：
  1.443±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chlorobenzo[b]thiophen-5-amine 在 硫酸 、 盐酸羟胺 、 四氯化钛 、 potassium carbonate 、 锌 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.42h， 生成
  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：

  5-氨基苯并噻吩 在 N-氯代丁二酰亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以71%的产率得到4-chlorobenzo[b]thiophen-5-amine
  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

文献信息

• Synthesis of a thiophene-fused isoindigo derivative: a potential building block for organic semiconductors
  作者：Na Zhao、Li Qiu、Xiao Wang、Zengjian An、Xiaobo Wan

  DOI：10.1016/j.tetlet.2013.12.076

  日期：2014.1

  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.