2,3-difluoro-1-phenyl-2-propen-1-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-difluoro-1-phenyl-2-propen-1-ol
• 英文别名: 3-phenyl-1,2-difluoroprop-1-en-3-ol；(Z)-2,3-difluoro-1-phenylprop-2-en-1-ol
• 化学式: C₉H₈F₂O
• 分子量: 170.159
• InChiKey: KDEGPUFJFPQBHR-VURMDHGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-difluoro-1-phenyl-2-propen-1-ol 在 Montmorillonite K 10 作用下， 以 正己烷 为溶剂， 反应 1.0h， 以78%的产率得到(Z)-2-fluoro-3-phenylacrylaldehyde
  参考文献：
  名称：

  Montmorillonite K 10 (clay) catalyzed hydrolysis of aryl-substituted α,β-difluoroallyl alcohols leading to (Z)-α-fluoro-β-aryl-substituted acrylaldehydes

  摘要：

  Aryl-substituted alpha,beta-difluoroallyl alcohols 1 were readily hydrolyzed in the presence of a catalytic amount of montmorillonite K 10 (clay) in hexane at reflux temperature for 1 h to give the corresponding (Z)-alpha-fluoro-beta-aryl-substituted acrylaldehydes 2 in good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)80001-5

文献信息

• Determination of the absolute configuration of partly fluorinated allylic alcohols; the first synthesis of optically pure 1,2-difluoroallylic alcohols
  作者：Yumiko Takagi、Takiko Nakatani、Toshiyuki Itoh*、Toshiyuki Oshiki*

  DOI：10.1016/s0040-4039(00)01349-6

  日期：2000.10

  Optically active 1,1,2-trifluoro- or 1,2-difluoroallylic alcohols were prepared via a lipase-catalyzed reaction and their absolute configuration was determined by an X-ray crystallographic analysis of the corresponding ferrocene ester along with the refined Mosher method (the Kusumi–Ohtani method).

  通过脂肪酶催化反应制备旋光的1,1,2-三氟-或1,2-二氟烯丙醇，并通过相应的二茂铁酯的X射线晶体学分析和改进的Mosher方法确定其绝对构型（ Kusumi–Ohtani方法）。
• Montmorillonite K 10 (clay) catalyzed hydrolysis of aryl-substituted α,β-difluoroallyl alcohols leading to (Z)-α-fluoro-β-aryl-substituted acrylaldehydes
  作者：Kazumasa Funabiki、Eiji Murata、Yoshitaka Fukushima、Masaki Matsui、Katsuyoshi Shibata

  DOI：10.1016/s0040-4020(99)80001-5

  日期：1999.4

  Aryl-substituted alpha,beta-difluoroallyl alcohols 1 were readily hydrolyzed in the presence of a catalytic amount of montmorillonite K 10 (clay) in hexane at reflux temperature for 1 h to give the corresponding (Z)-alpha-fluoro-beta-aryl-substituted acrylaldehydes 2 in good yields. (C) 1999 Elsevier Science Ltd. All rights reserved.