tert-butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl ether | 243645-06-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl ether
• 英文别名: Tert-butyl-cyclohexyloxy-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecoxy)-phenylsilane
• CAS: 243645-06-9
• 化学式: C₂₆H₂₉F₁₇O₂Si
• 分子量: 724.573
• InChiKey: FHHPPUKKWPFSIF-UHFFFAOYSA-N

物化性质

• 沸点：
  442.5±45.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  tert-butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl ether 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以77%的产率得到环己醇
  参考文献：
  名称：

  Synthesis and applications of fluorous silyl protecting groups with improved acid stability

  摘要：

  Fluorous alkoxysilyl protecting groups have been developed and evaluated for their acid stability. tert-Butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl (BPFOS) ethers in particular were found to be surprisingly acid stable and allow simple protection-purification-deprotection schemes by liquid-liquid extraction with FC72/CH3CN or by solid phase extraction with fluorous reverse phase silica gel. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01106-5
• 作为产物：
  描述：

  1H,1H,2H,2H-全氟-1-癸醇 在 咪唑 、 4-二甲氨基吡啶 、 溴 、 三乙胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 tert-butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl ether
  参考文献：
  名称：

  Synthesis and applications of fluorous silyl protecting groups with improved acid stability

  摘要：

  Fluorous alkoxysilyl protecting groups have been developed and evaluated for their acid stability. tert-Butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl (BPFOS) ethers in particular were found to be surprisingly acid stable and allow simple protection-purification-deprotection schemes by liquid-liquid extraction with FC72/CH3CN or by solid phase extraction with fluorous reverse phase silica gel. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01106-5

文献信息

• Synthesis and applications of fluorous silyl protecting groups with improved acid stability
  作者：Stephan Röver、Peter Wipf

  DOI：10.1016/s0040-4039(99)01106-5

  日期：1999.7

  Fluorous alkoxysilyl protecting groups have been developed and evaluated for their acid stability. tert-Butyl-phenyl-1H,1H,2H,2H-heptadecafluorodecyloxysilyl (BPFOS) ethers in particular were found to be surprisingly acid stable and allow simple protection-purification-deprotection schemes by liquid-liquid extraction with FC72/CH3CN or by solid phase extraction with fluorous reverse phase silica gel. (C) 1999 Elsevier Science Ltd. All rights reserved.