1-bromo-1-(tert-butyldimethylsilyl)-1-fluoro-4-phenylbutane

• 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-bromo-1-(tert-butyldimethylsilyl)-1-fluoro-4-phenylbutane
• 英文别名: (1-Bromo-1-fluoro-4-phenylbutyl)-tert-butyl-dimethylsilane
• 化学式: C₁₆H₂₆BrFSi
• 分子量: 345.37
• InChiKey: LCADBQFIGJSVQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 1-bromo-1-(tert-butyldimethylsilyl)-1-fluoro-4-phenylbutane
  参考文献：
  名称：

  Bromo(t-butyldimethylsilyl)fluoromethyllithium: A fluorinated nucleophilic carbenoid reagent stabilized by a silyl substituent

  摘要：

  The title carbenoid reagent was generated by treatment of dibromofluoromethyl(t-butyl)dimethylsilane with butyllithium in THF at -78 degrees C and was allowed to react with aldehydes and ketones to give 1-fluoro-1-silyloxiranes in good yields. Alkylation of the silyl-substituted carbenoid was also achieved efficiently in good yields. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00982-9

文献信息

• Novel Synthesis of 1-Fluoro-1-silyloxiranes Using Bromo(tert-butyldimethylsilyl)fluoromethyllithium and Carbonyl Compounds
  作者：Masaki Shimizu、Takeshi Hata、Tamejiro Hiyama

  DOI：10.3987/com-99-s74

  日期：——

  Treatment of dibromo(tert-butyldimethylsilyl)fluoromethane with BuLi in THF at -78 degrees C generated bromo(tert-butyldimethylsilyl)fluoromethyllithium, which reacted with aldehydes and ketones to give 1-fluoro-1-silyloxiranes in good yields. Alkylation of the carbenoid was also achieved efficiently.
• Bromo(t-butyldimethylsilyl)fluoromethyllithium: A fluorinated nucleophilic carbenoid reagent stabilized by a silyl substituent
  作者：Masaki Shimizu、Takeshi Hata、Tamejiro Hiyama

  DOI：10.1016/s0040-4039(97)00982-9

  日期：1997.6

  The title carbenoid reagent was generated by treatment of dibromofluoromethyl(t-butyl)dimethylsilane with butyllithium in THF at -78 degrees C and was allowed to react with aldehydes and ketones to give 1-fluoro-1-silyloxiranes in good yields. Alkylation of the silyl-substituted carbenoid was also achieved efficiently in good yields. (C) 1997 Elsevier Science Ltd.