(E)-1-octenyl(chloromethyl)dimethylsilane | 91898-56-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-1-octenyl(chloromethyl)dimethylsilane
• 英文别名: chloromethyl-dimethyl-[(E)-oct-1-enyl]silane
• CAS: 91898-56-5
• 化学式: C₁₁H₂₃ClSi
• 分子量: 218.842
• InChiKey: TUTGDINWODRSRF-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  13
• 可旋转键数：
  7
• 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：

  甲基碘化镁 、 (E)-1-octenyl(chloromethyl)dimethylsilane 在 二氯乙基铝 作用下， 生成 (E)-1-trimethylsilyl-2-nonene 、 1-(trimethylsilyl)-2-hexylcyclopropane
  参考文献：
  名称：

  Rearrangements of organosilicon compounds using organoaluminum reagents. Conversion of phenyl- and alkenyl(chloromethyl)silanes to benzyl- and allylsilanes

  摘要：

  Various (chloromethyl)silanes undergo Wagner-Meerwein-type rearrangements using a catalytic amount of EtAlCl2 in dichloromethane. The resulting chlorosilanes have been converted to alkyl(or aryl)silanes with RMgX and/or to fluorosilanes with NH4BF2. In this way phenyl-, alkenyl-, and allyl(chloromethyl)silanes were converted to benzyl-, allyl-, and homoallylsilanes, respectively. Attempted rearrangements of methyl-, alkynyl-, and furyl(chloromethyl)silanes under these conditions were not successful.

  DOI：

  10.1021/jo00050a034
• 作为产物：
  描述：

  氯甲基二甲基氯硅烷 、 反式-1-碘-1-辛烯 在 叔丁基锂 作用下， 生成 (E)-1-octenyl(chloromethyl)dimethylsilane
  参考文献：
  名称：

  Rearrangements of organosilicon compounds using organoaluminum reagents. Conversion of phenyl- and alkenyl(chloromethyl)silanes to benzyl- and allylsilanes

  摘要：

  Various (chloromethyl)silanes undergo Wagner-Meerwein-type rearrangements using a catalytic amount of EtAlCl2 in dichloromethane. The resulting chlorosilanes have been converted to alkyl(or aryl)silanes with RMgX and/or to fluorosilanes with NH4BF2. In this way phenyl-, alkenyl-, and allyl(chloromethyl)silanes were converted to benzyl-, allyl-, and homoallylsilanes, respectively. Attempted rearrangements of methyl-, alkynyl-, and furyl(chloromethyl)silanes under these conditions were not successful.

  DOI：

  10.1021/jo00050a034

文献信息

• TAMAO, KOHEI;NAKAJIMA, TAKASHI;KUMADA, MAKOTO, ORGANOMETALLICS, 1984, 3, N 11, 1655-1660
  作者：TAMAO, KOHEI、NAKAJIMA, TAKASHI、KUMADA, MAKOTO

  DOI：——

  日期：——
• Rearrangements of organosilicon compounds using organoaluminum reagents. Conversion of phenyl- and alkenyl(chloromethyl)silanes to benzyl- and allylsilanes
  作者：Paul F. Hudrlik、Yousef M. Abdallah、Ashok K. Kulkarni、Anne M. Hudrlik

  DOI：10.1021/jo00050a034

  日期：1992.11

  Various (chloromethyl)silanes undergo Wagner-Meerwein-type rearrangements using a catalytic amount of EtAlCl2 in dichloromethane. The resulting chlorosilanes have been converted to alkyl(or aryl)silanes with RMgX and/or to fluorosilanes with NH4BF2. In this way phenyl-, alkenyl-, and allyl(chloromethyl)silanes were converted to benzyl-, allyl-, and homoallylsilanes, respectively. Attempted rearrangements of methyl-, alkynyl-, and furyl(chloromethyl)silanes under these conditions were not successful.