ethyl 4,4-difluoro-3-pentyl-3-butenoate | 852561-62-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 4,4-difluoro-3-pentyl-3-butenoate
• 英文别名: Ethyl 3-(difluoromethylidene)octanoate
• CAS: 852561-62-7
• 化学式: C₁₁H₁₈F₂O₂
• 分子量: 220.26
• InChiKey: UHQVRUMBHCSVHU-UHFFFAOYSA-N

物化性质

• 沸点：
  232.1±40.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 4,4-difluoro-3-pentyl-3-butenoate 在 palladium on activated charcoal phosphate buffer 、 Novozym 435 、 氢气 作用下， 反应 3.0h， 生成 (+)-ethyl 4,4-difluoro-3-pentylbutanoate
  参考文献：
  名称：

  Stereocontrolled Synthesis of β-Difluoromethylated Materials

  摘要：

  Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were prepared via the proton migration reaction catalyzed by using fluoride anion. Further, optically active beta-difluoromethyl esters were obtained by the enzymatic resolution.

  DOI：

  10.1021/jo050634u
• 作为产物：
  描述：

  ethyl 4-bromo-4,4-difluoro-3-pentyl-2-butenoate 在 锌 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以85%的产率得到ethyl 4,4-difluoro-3-pentyl-3-butenoate
  参考文献：
  名称：

  Stereocontrolled Synthesis of β-Difluoromethylated Materials

  摘要：

  Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were prepared via the proton migration reaction catalyzed by using fluoride anion. Further, optically active beta-difluoromethyl esters were obtained by the enzymatic resolution.

  DOI：

  10.1021/jo050634u

文献信息

• An efficient stereoselective synthesis of difluoromethylated alkenes in a microreactor
  作者：Tomoya Kitazume、Kouichi Kawai、Takashi Nihei、Noriaki Miyake

  DOI：10.1016/j.jfluchem.2004.10.008

  日期：2005.1

  Synthetic utility of microreactors and highly stereoselective isomerization (>99:<1) of terminal difluoromethylated alkenes to (E)-difluoromethylated alkenes with TBAF in DMF, are described. (C) 2004 Elsevier B.V. All rights reserved.