1-phenoxy-2-monohydro-3-oxaperfluorohexane | 95454-42-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-phenoxy-2-monohydro-3-oxaperfluorohexane
• 英文别名: Benzene, [1,1,2-trifluoro-2-(heptafluoropropoxy)ethoxy]-；[1,1,2-trifluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)ethoxy]benzene
• CAS: 95454-42-5
• 化学式: C₁₁H₆F₁₀O₂
• 分子量: 360.151
• InChiKey: CJDGOKGMLJDJRW-UHFFFAOYSA-N

物化性质

• 沸点：
  227.4±40.0 °C(Predicted)
• 密度：
  1.495±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  1-phenoxy-2-monohydro-3-oxaperfluorohexane 在 potassium tert-butylate 六氯乙烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94%的产率得到[2-Chloro-1,1,2-trifluoro-2-(1,1,2,2,3,3,3-heptafluoropropoxy)ethoxy]benzene
  参考文献：
  名称：

  Addition of phenols to perfluorovinyl ethers. Protonation and halogenation of carbanionic intermediates

  摘要：

  Fluorinated ethers ArOCF2CFHORf are obtained in good yield by base-catalyzed addition of phenols to perfluoroalkyl vinyl ethers, CF2=CFORf (Rf = C3F7, C3F7OCF(CF3)CF2, CH3O2CCF2CF2OCF(CF3)CF2). Reaction of sodium phenoxides with fluorinated vinyl ethers and hexachloroethane affords chlorinated ethers ArOCF2CFClORf. Treatment of BrCF2CFBrOC3F, with sodium phenoxide in the presence of CF2=CFOC3F7 gives PhOCF2CFBrOC3F7 in high yield at room temperature, probably by an anionic chain mechanism. Sodium phenoxide reacts cleanly with CF2=CFOC3F7 in the absence of an electrophile to give a 1:1 cis-trans mixture of olefins PhOCF=CFOC3F7. NMR chemical shifts of the OCF2CFHORf group proton shows an unusually large solvent dependence.

  DOI：

  10.1021/jo00052a008
• 作为产物：
  描述：

  全氟正丙基乙烯基醚 在 溴 、 锌 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 24.0h， 生成 1-phenoxy-2-monohydro-3-oxaperfluorohexane
  参考文献：
  名称：

  Preparation and properties of some derivatives of perfluoropropyl vinyl ether

  摘要：

  DOI：

  10.1007/bf00954094

文献信息

• Fluorous Dendrimers and Methods for Production Thereof
  申请人：Percec Virgil

  公开号：US20120277460A1

  公开（公告）日：2012-11-01

  The present invention concerns the design of an environmentally friendly and efficient fluorous phase based on dendritic architectures containing short semifluorinated groups on their periphery.

  本发明涉及基于树状结构的含有短半氟化基团的环境友好高效的氟相设计。
• KIM, A. CH. -V.;GLAZKOV, A. A.;IGNATENKO, A. V.;KRUKOVSKIJ, C, P.;PONOMAR+, IZV. AN CCCP. CEP. XIM., 1984, N 10, 2319-2321
  作者：KIM, A. CH. -V.、GLAZKOV, A. A.、IGNATENKO, A. V.、KRUKOVSKIJ, C, P.、PONOMAR+

  DOI：——

  日期：——
• Addition of phenols to perfluorovinyl ethers. Protonation and halogenation of carbanionic intermediates
  作者：Andrew E. Feiring、Edward R. Wonchoba

  DOI：10.1021/jo00052a008

  日期：1992.12

  Fluorinated ethers ArOCF2CFHORf are obtained in good yield by base-catalyzed addition of phenols to perfluoroalkyl vinyl ethers, CF2=CFORf (Rf = C3F7, C3F7OCF(CF3)CF2, CH3O2CCF2CF2OCF(CF3)CF2). Reaction of sodium phenoxides with fluorinated vinyl ethers and hexachloroethane affords chlorinated ethers ArOCF2CFClORf. Treatment of BrCF2CFBrOC3F, with sodium phenoxide in the presence of CF2=CFOC3F7 gives PhOCF2CFBrOC3F7 in high yield at room temperature, probably by an anionic chain mechanism. Sodium phenoxide reacts cleanly with CF2=CFOC3F7 in the absence of an electrophile to give a 1:1 cis-trans mixture of olefins PhOCF=CFOC3F7. NMR chemical shifts of the OCF2CFHORf group proton shows an unusually large solvent dependence.
• Preparation and properties of some derivatives of perfluoropropyl vinyl ether
  作者：A. Ch. -V. Kim、A. A. Glazkov、A. V. Ignatenko、S. P. Krukovskii、V. A. Ponomarenko

  DOI：10.1007/bf00954094

  日期：1984.10