1-methylbenzothieno[3,2-e]benzothiophene | 545403-40-5

• 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: 1-methylbenzothieno[3,2-e]benzothiophene
• 英文别名: 1-Methyl-[1]benzothiolo[3,2-e][1]benzothiole
• CAS: 545403-40-5
• 化学式: C₁₅H₁₀S₂
• 分子量: 254.376
• InChiKey: IUUJASIOYORUCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-methylbenzothieno[3,2-e]benzothiophene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 异丙醇 为溶剂， 反应 25.0h， 生成 1-[3-(1-methoxymethoxyethyl)-2-benzothienyl]-2-(1-methyl-2-benzothieno[3,2-e]benzothienyl)hexafluorocyclopentene
  参考文献：
  名称：

  Chiral Helicenoid Diarylethene with Large Change in Specific Optical Rotation by Photochromism^1,2

  摘要：

  A diarylethene possessing one [4]thiaheterohelicene and one benzothiophene, the latter with a chiral methoxymethoxyethyl group on its C-3 position, was proved to work as a switch of specific optical rotation at a wavelength at which both colored and colorless forms have no absorption in solution. The difference of the specific optical rotation was 1300 degrees between the open form and the photostationary state. The specific optical rotation of one of the isolated optically active major colored forms was -4680 degrees. The conversion to the colored form was 64%, and the diastereomeric excess of photocyclization was 47%.

  DOI：

  10.1021/jo0620213
• 作为产物：
  描述：

  、 3-甲基噻吩 、 N,N-二甲基甲酰胺 以0.370 g的产率得到1-methylbenzothieno[3,2-e]benzothiophene
  参考文献：
  名称：

  Chiral Helicenoid Diarylethene with Large Change in Specific Optical Rotation by Photochromism^1,2

  摘要：

  A diarylethene possessing one [4]thiaheterohelicene and one benzothiophene, the latter with a chiral methoxymethoxyethyl group on its C-3 position, was proved to work as a switch of specific optical rotation at a wavelength at which both colored and colorless forms have no absorption in solution. The difference of the specific optical rotation was 1300 degrees between the open form and the photostationary state. The specific optical rotation of one of the isolated optically active major colored forms was -4680 degrees. The conversion to the colored form was 64%, and the diastereomeric excess of photocyclization was 47%.

  DOI：

  10.1021/jo0620213