4,5,6,7-tetraethyl-benzo[b]thiophene

• 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: 4,5,6,7-tetraethyl-benzo[b]thiophene
• 英文别名: 4,5,6,7-Tetraethyl-1-benzothiophene
• 化学式: C₁₆H₂₂S
• 分子量: 246.417
• InChiKey: XBQAZPLAGWLXIW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,3-diiodothiophene 、 3-己炔 在 正丁基锂 、 二氯二茂锆 、 N,N-二甲基丙烯基脲 、 copper(l) chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 以76%的产率得到4,5,6,7-tetraethyl-benzo[b]thiophene
  参考文献：
  名称：

  Zirconium-Mediated Coupling Reaction for Synthesis of Substituted Thiophene-Fused Acenes

  摘要：

  A novel zirconium-mediated synthesis of substituted thiophene-fused acenes is described. A variety of substituents, such as alkyl, aryl, silyl, iodo, and alkynyl groups, could be introduced to the acene skeleton by this method. Moreover, the double coupling with tetraiodothiophene gave the corresponding dianthrathiophene.

  DOI：

  10.1021/ol900903w

文献信息

• Copper-Mediated Coupling of Zirconacyclopentadienes with Dihalo Aromatic Compounds. Formation of Fused Aromatic Rings
  作者：Tamotsu Takahashi、Ryuichiro Hara、Yasushi Nishihara、Martin Kotora

  DOI：10.1021/ja960407x

  日期：1996.1.1
• Zirconium-Mediated Coupling Reaction for Synthesis of Substituted Thiophene-Fused Acenes
  作者：Yang Ni、Kiyohiko Nakajima、Ken-ichiro Kanno、Tamotsu Takahashi

  DOI：10.1021/ol900903w

  日期：2009.8.20

  A novel zirconium-mediated synthesis of substituted thiophene-fused acenes is described. A variety of substituents, such as alkyl, aryl, silyl, iodo, and alkynyl groups, could be introduced to the acene skeleton by this method. Moreover, the double coupling with tetraiodothiophene gave the corresponding dianthrathiophene.