α-(trimethylsilylmethyl)divinyl ketone | 137190-07-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-(trimethylsilylmethyl)divinyl ketone
• 英文别名: 2-(Trimethylsilylmethyl)penta-1,4-dien-3-one
• CAS: 137190-07-9
• 化学式: C₉H₁₆OSi
• 分子量: 168.311
• InChiKey: CPGYHFDYMHOFOB-UHFFFAOYSA-N

物化性质

• 沸点：
  204.5±23.0 °C(Predicted)
• 密度：
  0.841±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.64
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  α-(trimethylsilylmethyl)divinyl ketone 在 三氯化铁 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以49%的产率得到2-亚甲基环戊酮
  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-trimethylstannyl-3-trimethylsilylpropene 、 丙烯酰氯 在 trans-benzyl(chloro)-bis(triphenylphosphine)palladium(II) 作用下， 以 氯仿 为溶剂， 反应 24.0h， 以75%的产率得到α-(trimethylsilylmethyl)divinyl ketone
  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.