1,1-difluoro-5-methyl-2-triethylsilanyl-4-hexen-2-ol | 649717-95-3

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 1,1-difluoro-5-methyl-2-triethylsilanyl-4-hexen-2-ol
• 英文别名: 1,1-Difluoro-5-methyl-2-(triethylsilyl)hex-4-en-2-ol；1,1-difluoro-5-methyl-2-triethylsilylhex-4-en-2-ol
• CAS: 649717-95-3
• 化学式: C₁₃H₂₆F₂OSi
• 分子量: 264.431
• InChiKey: PNNVCWRJDBENAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-溴-3-甲基-2-丁烯 、 2,2-difluoro-1-triethylsilylethanone 在 氯化铵 、 锌 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.5h， 以53%的产率得到1,1-difluoro-3,3-dimethyl-2-triethylsilanyl-4-penten-2-ol
  参考文献：
  名称：

  Indium- and zinc-mediated allylation of difluoroacetyltrialkylsilanes in aqueous media

  摘要：

  Metal-mediated allylations of difluoroacetyltriakylsilanes with various allyl bromides in aqueous media form homoallylic alcohols exclusively. The common Brook rearrangement, carbon to oxygen-silyl migration, is totally suppressed with no detectable formation of silyl enol ether. Influence of solvents on reaction is studied. Reactivity differences between indium and zinc are also described. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.033

文献信息

• Indium- and zinc-mediated allylation of difluoroacetyltrialkylsilanes in aqueous media
  作者：Woo Jin Chung、Seiichiro Higashiya、Yukiko Oba、John T Welch

  DOI：10.1016/j.tet.2003.10.033

  日期：2003.12

  Metal-mediated allylations of difluoroacetyltriakylsilanes with various allyl bromides in aqueous media form homoallylic alcohols exclusively. The common Brook rearrangement, carbon to oxygen-silyl migration, is totally suppressed with no detectable formation of silyl enol ether. Influence of solvents on reaction is studied. Reactivity differences between indium and zinc are also described. (C) 2003 Elsevier Ltd. All rights reserved.