(E)-4.4.5.5.-Pentafluor-1-phenyl-1-penten-3-ol | 64511-22-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-4.4.5.5.-Pentafluor-1-phenyl-1-penten-3-ol
• 英文别名: (E)-4,4,5,5,5-pentafluoro-1-phenylpent-1-en-3-ol
• CAS: 64511-22-4
• 化学式: C₁₁H₉F₅O
• 分子量: 252.184
• InChiKey: FRVAIUGOSDOGIG-VOTSOKGWSA-N

物化性质

• 沸点：
  291.0±40.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Trimethyl-((E)-1-pentafluoroethyl-3-phenyl-allyloxy)-silane 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-4.4.5.5.-Pentafluor-1-phenyl-1-penten-3-ol
  参考文献：
  名称：

  Trifluoromethylation and pentafluoroethylation of terpenoid carbonyl compounds used in perfumery

  摘要：

  The reaction of trifluoromethyltrimethylsilane with a variety of terpenoid carbonyl compounds and other carbonyl compounds used in perfumery gave the corresponding trifiuoromethylated derivatives. Pentafluoroethylated compounds were similarly obtained from the reaction of pentafluoroethyltrimethylsilane with various substrates. (-)-2-Trifluoro-1-furyl ethanol has been obtained with high optical purity by enzymatic hydrolysis of 2-trifluoro-1-furyl ethyl acetate.

  DOI：

  10.1016/0022-1139(94)03204-d

文献信息

• PALLADIUM AND NICKEL-CATALYZED PERFLUOROALKYLATION OF ALDEHYDES USING ZINC AND PERFLUOROALKYL HALIDES
  作者：Neil J. O’Reilly、Masamichi Maruta、Nobuo Ishikawa

  DOI：10.1246/cl.1984.517

  日期：1984.4.5

  A room temperature method for the conversion of perfluoroalkyl iodides to α-perfluoroalkyl carbinols under Pd or Ni catalysis is reported. The use of trifluoromethyl bromide provides an economical procedure for trifluoromethyl substituted carbinols.

  报告了一种在钯或镍催化下将全氟烷基碘化物转化为 α-全氟烷基甲醇的室温方法。三氟甲基溴的使用为三氟甲基取代的联醇提供了一种经济的方法。
• Palladium-catalyzed phenylation of allylic 1-perfluoroalkyl alcohols
  作者：Konrad Von Werner

  DOI：10.1016/s0022-328x(00)93747-1

  日期：1977.1

  The palladium salt catalysed phenylation of alcohols of the type CH2 = CH-CH(RF)OH (RF = perfluoroalkyl) with iodobenzene occurs regioselectively at the terminal olefinic carbon.

  CH 2 = CH-CH（R F）OH（R F =全氟烷基）类型的钯与钯盐催化的苯酚在末端烯烃碳上区域选择性地发生。
• Trifluoromethylation and pentafluoroethylation of terpenoid carbonyl compounds used in perfumery
  作者：Shoji Watanabe、Tsutomu Fujita、Masami Sakamoto、Yasuhiro Mino、Tomoya Kitazume

  DOI：10.1016/0022-1139(94)03204-d

  日期：1995.7

  The reaction of trifluoromethyltrimethylsilane with a variety of terpenoid carbonyl compounds and other carbonyl compounds used in perfumery gave the corresponding trifiuoromethylated derivatives. Pentafluoroethylated compounds were similarly obtained from the reaction of pentafluoroethyltrimethylsilane with various substrates. (-)-2-Trifluoro-1-furyl ethanol has been obtained with high optical purity by enzymatic hydrolysis of 2-trifluoro-1-furyl ethyl acetate.