1-Thiophen-2-yl-2-(trimethylsilylmethyl)prop-2-en-1-one | 137190-06-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Thiophen-2-yl-2-(trimethylsilylmethyl)prop-2-en-1-one
• CAS: 137190-06-8
• 化学式: C₁₁H₁₆OSSi
• 分子量: 224.399
• InChiKey: UQOJWXWDRSOTIX-UHFFFAOYSA-N

物化性质

• 沸点：
  285.4±40.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Thiophen-2-yl-2-(trimethylsilylmethyl)prop-2-en-1-one 在 三氯化铁 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以65%的产率得到5-Methylene-4,5-dihydro-cyclopenta[b]thiophen-6-one
  参考文献：
  名称：

  Synthesis of α-methylenecyclopentanones via silicon directed nazarov reaction of α-trimethylsilymethyl substituted divinyl ketones.

  摘要：

  Reactions of alpha-trimethylsilylmethyl-substituted divinyl ketones with FeCl3 gave alpha-methylenecyclopentanones. Thienyl and N-methylpyrrolyl (alpha-trimethylsilylmethyl)vinyl ketones also underwent cyclization to afford the corresponding alpha-methylenecyclopentanones.

  DOI：

  10.1016/s0040-4039(00)92672-8
• 作为产物：
  描述：

  2-噻吩甲酰氯 、 2-trimethylstannyl-3-trimethylsilylpropene 在 trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II) 作用下， 以 氯仿 为溶剂， 反应 48.0h， 以58%的产率得到1-Thiophen-2-yl-2-(trimethylsilylmethyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis of functionalized allylsilanes via palladium-catalyzed cross-coupling of 2-stannyl-3-silylpropene with organic halides.

  摘要：

  Allylsilanes bearing the various functionalities were prepared from the palladium-catalyzed cross-coupling reactions of 2-trimethylstannyl-3-trimethylsilylpropene with acid chlorides and with aryl halides.

  DOI：

  10.1016/s0040-4039(00)92165-8

文献信息

• Synthesis of functionalized allylsilanes via palladium-catalyzed cross-coupling of 2-stannyl-3-silylpropene with organic halides.
  作者：Kyung-Tae Kang、Soung Sin Kim、Jae Chul Lee

  DOI：10.1016/s0040-4039(00)92165-8

  日期：1991.1

  Allylsilanes bearing the various functionalities were prepared from the palladium-catalyzed cross-coupling reactions of 2-trimethylstannyl-3-trimethylsilylpropene with acid chlorides and with aryl halides.
• Synthesis of α-methylenecyclopentanones via silicon directed nazarov reaction of α-trimethylsilymethyl substituted divinyl ketones.
  作者：Kyung-Tae Kang、Soung Sin Kim、Jae Chul Lee、Jong Sun U.

  DOI：10.1016/s0040-4039(00)92672-8

  日期：1992.6

  Reactions of alpha-trimethylsilylmethyl-substituted divinyl ketones with FeCl3 gave alpha-methylenecyclopentanones. Thienyl and N-methylpyrrolyl (alpha-trimethylsilylmethyl)vinyl ketones also underwent cyclization to afford the corresponding alpha-methylenecyclopentanones.