1-methylbenzyldimethylbromosilane | 119258-53-6

• 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: 1-methylbenzyldimethylbromosilane
• 英文别名: bromo-dimethyl-(1-phenylethyl)silane
• CAS: 119258-53-6
• 化学式: C₁₀H₁₅BrSi
• 分子量: 243.219
• InChiKey: IBFAEDXUKVXZMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  六甲基磷酰三胺 、 1-methylbenzyldimethylbromosilane 以 二氯甲烷-D2 为溶剂， 生成
  参考文献：
  名称：

  Nucleophile-assisted racemisation of halosilanes; an alternative pathway involving halide exchange

  摘要：

  DOI：

  10.1016/0022-328x(88)89076-4
• 作为产物：
  描述：

  1-氯-1-苯乙烷 在 溴 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 4.0h， 生成 1-methylbenzyldimethylbromosilane
  参考文献：
  名称：

  Nucleophile-assisted racemisation of halosilanes; an alternative pathway involving halide exchange

  摘要：

  DOI：

  10.1016/0022-328x(88)89076-4

文献信息

• Nucleophile-assisted racemisations of halosilanes — kinetic studies
  作者：Alan R. Bassindale、Juliana C.-Y. Lau、Peter G. Taylor

  DOI：10.1016/0022-328x(95)05202-z

  日期：1995.3

  Kinetic studies have been carried out on the nucleophile-induced racemisation of PhMeCHSiMe(2)X, 2, X = triflate, Br or Cl. Thirteen nucleophiles were studied. The results are interpreted in terms of two competing mechanisms for racemisation: (a) nucleophile attack on a silane-nucleophile complex formed by displacement of the halide by the nucleophile, and (b) halide-halosilane exchange, with inversion of configuration. Solvent effects were examined, and kinetic orders in the nucleophile and in one case for the halosilane were determined. The order in added nucleophile varied between one and two, with strong nucleophiles in polar media. Anomalously high orders in nucleophile were observed in non-polar media and are ascribed to aggregation of the nucleophile. A kinetic analysis of the competing mechanisms was attempted, and was consistent with the experimental findings. In this particular series of reactions involving compounds with good leaving groups and relatively powerful nucleophiles there was no evidence for intermediates involving extracoordinate silicon.