3-[2,5-bis(thiophen-2-yl)-1H-pyrrol-1-yl]propan-1-ol | 1472657-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3-[2,5-bis(thiophen-2-yl)-1H-pyrrol-1-yl]propan-1-ol
• 英文别名: 1H-Pyrrole-1-propanol, 2,5-di-2-thienyl-；3-(2,5-dithiophen-2-ylpyrrol-1-yl)propan-1-ol
• CAS: 1472657-16-1
• 化学式: C₁₅H₁₅NOS₂
• 分子量: 289.422
• InChiKey: IBDAHECBXFSIEG-UHFFFAOYSA-N

物化性质

• 沸点：
  449.9±45.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  81.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[2,5-bis(thiophen-2-yl)-1H-pyrrol-1-yl]propan-1-ol 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.25h， 以48%的产率得到1-(3-bromopropyl)-2,5-bis(thiophen-2-yl)-1H-pyrrole
  参考文献：
  名称：

  New tetrathiafulvalenes containing a 2,5-bis(thiophen-2-yl)pyrrole fragment: Synthesis, optical properties, and electrochemical behavior

  摘要：

  The reaction of 1-(3-bromopropyl)-2,5-bis(thiophen-2-yl)-1H-pyrrole with cesium 5-methylsulfanyl-2-thioxo-1,3-dithiole-4-thiolate generated in situ gave previously unknown 4-{3-[2,5-bis(thiophen-2-yl)-1H-pyrrol-1-yl]propylsulfanyl}-5-methylsulfanyl-1,3-dithiole-2-thione, and cross-coupling of the latter with 4,5-disubstituted 1,3-dithiole-2-thiones in the presence of triethyl phosphite afforded new substituted tetrathiafulvalenes containing a 2,5-bis(thiophen-2-yl)pyrrole fragment. Optical properties and electrochemical behavior of the synthesized compounds were studied, and their ability to undergo electropolymerization was confirmed.

  DOI：

  10.1134/s107042801309025x
• 作为产物：
  描述：

  1,4-双(2-噻吩基)-1,4-丁二酮 、 3-氨基-1-丙醇 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以35%的产率得到3-[2,5-bis(thiophen-2-yl)-1H-pyrrol-1-yl]propan-1-ol
  参考文献：
  名称：

  New tetrathiafulvalenes containing a 2,5-bis(thiophen-2-yl)pyrrole fragment: Synthesis, optical properties, and electrochemical behavior

  摘要：

  The reaction of 1-(3-bromopropyl)-2,5-bis(thiophen-2-yl)-1H-pyrrole with cesium 5-methylsulfanyl-2-thioxo-1,3-dithiole-4-thiolate generated in situ gave previously unknown 4-{3-[2,5-bis(thiophen-2-yl)-1H-pyrrol-1-yl]propylsulfanyl}-5-methylsulfanyl-1,3-dithiole-2-thione, and cross-coupling of the latter with 4,5-disubstituted 1,3-dithiole-2-thiones in the presence of triethyl phosphite afforded new substituted tetrathiafulvalenes containing a 2,5-bis(thiophen-2-yl)pyrrole fragment. Optical properties and electrochemical behavior of the synthesized compounds were studied, and their ability to undergo electropolymerization was confirmed.

  DOI：

  10.1134/s107042801309025x