3-bromo-2-fluoro-2-methylpentane

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 3-bromo-2-fluoro-2-methylpentane
• 化学式: C₆H₁₂BrF
• 分子量: 183.064
• InChiKey: AYIMWEWKWFSHNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  8
• 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

• 作为产物：
  描述：

  2-甲基-2-戊烯 在 tert-butyl hypobromite 、 triethylamine trihydrofluoride 作用下， 以 二氯甲烷 为溶剂， 反应 30.0h， 以85%的产率得到3-bromo-2-fluoro-2-methylpentane
  参考文献：
  名称：

  Generation of Interhalogen Fluorides under Mild Conditions:  A Comparison of Sluggish and Reactive Interhalogen Fluorides

  摘要：

  Interhalogen fluorides (XF; X = I, Br, or Cl) generated from xenon difluoride (XeF2) or triethylamine trihydrofluoride (TREAT HF) with iodine (I-2), N-halosuccinimides (NXS; X = I, Br, or CI), or alkylhypohalites (ROX; R = CH3 or t-Bu, X = Br or Cl) with alkenes and aromatics are reported. A comparison of the above reactions with other methods reported in the literature to generate interhalogen fluorides is made. Interhalogens generated from direct action of elemental fluorine (F-2) or XF3 (X = I, Br, or Cl) with chlorine (Cl-2), bromine (Br-2), or iodine (I-2) give a species that can react with electron-deficient alkenes or aromatics. These reagents are too reactive for electron-rich substrates. Interhalogen fluorides from reagents like NXS or ROX with XeF2 or amine HF are much less reactive and give good yields with electron-rich akenes or aromatics.

  DOI：

  10.1021/jo972319g