dibromo(tert-butyldimethylsilyl)fluoromethane | 261779-09-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: dibromo(tert-butyldimethylsilyl)fluoromethane
• 英文别名: Tert-butyl-[dibromo(fluoro)methyl]-dimethylsilane
• CAS: 261779-09-3
• 化学式: C₇H₁₅Br₂FSi
• 分子量: 306.088
• InChiKey: NIKKRZKGTMUNFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  204.6±40.0 °C(Predicted)
• 密度：
  1.445±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dibromo(tert-butyldimethylsilyl)fluoromethane 在 2-碘代丙烷 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 生成 [Bromo(fluoro)methyl]-tert-butyl-dimethylsilane
  参考文献：
  名称：

  Novel Synthesis of 1-Fluoro-1-silyloxiranes Using Bromo(tert-butyldimethylsilyl)fluoromethyllithium and Carbonyl Compounds

  摘要：

  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.

  DOI：

  10.3987/com-99-s74
• 作为产物：
  描述：

  氟三溴甲烷 、 叔丁基二甲基氯硅烷 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 0.5h， 以74%的产率得到dibromo(tert-butyldimethylsilyl)fluoromethane
  参考文献：
  名称：

  Novel Synthesis of 1-Fluoro-1-silyloxiranes Using Bromo(tert-butyldimethylsilyl)fluoromethyllithium and Carbonyl Compounds

  摘要：

  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.

  DOI：

  10.3987/com-99-s74

文献信息

• 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.
• 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.