((E)-1-Bromo-oct-1-enyl)-trimethyl-silane | 168558-90-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((E)-1-Bromo-oct-1-enyl)-trimethyl-silane
• 英文别名: (1-Bromooct-1-en-1-yl)(trimethyl)silane；1-bromooct-1-enyl(trimethyl)silane
• CAS: 168558-90-5
• 化学式: C₁₁H₂₃BrSi
• 分子量: 263.293
• InChiKey: JBSPMVUKKAURAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  ((E)-1-Bromo-oct-1-enyl)-trimethyl-silane 、 lithium dibutyl(isopropyl)magnesate 在 重水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 生成 (Z)-1-trimethylsilyl-1-deuteriooct-1-ene 、 [(E)-1-deuteriooct-1-enyl]-trimethylsilane
  参考文献：
  名称：

  Selective Halogen−Magnesium Exchange Reaction via Organomagnesium Ate Complex

  摘要：

  Halogen-magnesium exchange of various aryl halides is achieved with a magnesium ate complex at low temperatures; Tributylmagnesate ((Bu3MgLi)-Bu-n) induces facile iodine-magnesium exchange at -78 degreesC. Dibutylisopropylmagnesate ((PrBu2MgLi)-Pr-i-Bu-n) is more reactive than (Bu3MgLi)-Bu-n, and this reagent accomplishes selective bromine-magnesium exchange at -78 degreesC. This procedure is utilized for the preparation of various polyfunctionalized arylmagnesium species. The exchange of alkenyl halides using this method proceeds with retention of configuration of the double bond.

  DOI：

  10.1021/jo015597v

文献信息

• Selective Halogen−Magnesium Exchange Reaction via Organomagnesium Ate Complex
  作者：Atsushi Inoue、Kazuya Kitagawa、Hiroshi Shinokubo、Koichiro Oshima

  DOI：10.1021/jo015597v

  日期：2001.6.1

  Halogen-magnesium exchange of various aryl halides is achieved with a magnesium ate complex at low temperatures; Tributylmagnesate ((Bu3MgLi)-Bu-n) induces facile iodine-magnesium exchange at -78 degreesC. Dibutylisopropylmagnesate ((PrBu2MgLi)-Pr-i-Bu-n) is more reactive than (Bu3MgLi)-Bu-n, and this reagent accomplishes selective bromine-magnesium exchange at -78 degreesC. This procedure is utilized for the preparation of various polyfunctionalized arylmagnesium species. The exchange of alkenyl halides using this method proceeds with retention of configuration of the double bond.