Mesitylphenylchlorosilane | 137122-40-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Mesitylphenylchlorosilane
• 英文别名: chloro-phenyl-(2,4,6-trimethylphenyl)silane
• CAS: 137122-40-8
• 化学式: C₁₅H₁₇ClSi
• 分子量: 260.838
• InChiKey: PCMNTVBYNGAQTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  Mesitylphenylchlorosilane 在 二乙醇胺 、 (-)-diisopinocamphenylborane chloride 作用下， 反应 2.5h， 生成 (4'-Methylphenyl)(mesitylphenylsilyl)methanol
  参考文献：
  名称：

  Thermal rearrangements of .alpha.-(acyloxy)silanes: formation of chiral precursors and migratory preference of silicon-based groups

  摘要：

  The asymmetric reduction of acylsilanes to chiral alpha-hydroxysilanes and the thermal rearrangement of the corresponding chiral alpha-acetoxysilanes was explored. IpcBCl reduces many acylsilanes in > 95% ee. The rate of the thermal rearrangement of the alpha-acetoxysilanes was dependent upon the substituents at both silicon and carbon. Evidence is presented to indicate there is electron deficiency at the alpha-carbon in the transition state. Migratory aptitudes follow those expected on the basis of the migrating group assuming an apical migratory group at a pentacoordinate silicon. A previously unreported hydrolytic transformation of a proposed acylsilyl hydride to a stable 1-sila-1,2-diol was observed.

  DOI：

  10.1021/jo00025a024
• 作为产物：
  描述：

  phenylmagnesium bromide 、 magnesium,1,3,5-trimethylbenzene-6-ide,bromide 在 三氯硅烷 作用下， 生成 Mesitylphenylchlorosilane
  参考文献：
  名称：

  Thermal rearrangements of .alpha.-(acyloxy)silanes: formation of chiral precursors and migratory preference of silicon-based groups

  摘要：

  The asymmetric reduction of acylsilanes to chiral alpha-hydroxysilanes and the thermal rearrangement of the corresponding chiral alpha-acetoxysilanes was explored. IpcBCl reduces many acylsilanes in > 95% ee. The rate of the thermal rearrangement of the alpha-acetoxysilanes was dependent upon the substituents at both silicon and carbon. Evidence is presented to indicate there is electron deficiency at the alpha-carbon in the transition state. Migratory aptitudes follow those expected on the basis of the migrating group assuming an apical migratory group at a pentacoordinate silicon. A previously unreported hydrolytic transformation of a proposed acylsilyl hydride to a stable 1-sila-1,2-diol was observed.

  DOI：

  10.1021/jo00025a024