(E)-N-(benzo[b]thiophen-5-yl)-2-(hydroxyimino)acetamide | 1549703-80-1

• 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: (E)-N-(benzo[b]thiophen-5-yl)-2-(hydroxyimino)acetamide
• CAS: 1549703-80-1
• 化学式: C₁₀H₈N₂O₂S
• 分子量: 220.252
• InChiKey: OLUZCCRMSQLIJQ-IZZDOVSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.69
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-N-(benzo[b]thiophen-5-yl)-2-(hydroxyimino)acetamide 在 硫酸 作用下， 反应 2.0h， 以0.79 g的产率得到6H-thieno[3,2-e]indole-7,8-dione
  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 、 水合氯醛 在 盐酸 、 盐酸羟胺 、 sodium sulfate 作用下， 以 水 为溶剂， 反应 2.0h， 生成 (E)-N-(benzo[b]thiophen-5-yl)-2-(hydroxyimino)acetamide
  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

• Pyrrole derivatives
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0065393B1

  公开（公告）日：1984-12-27
• 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.