i-butyl 3-pentafluorophenyl acrylate | 136436-77-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: i-butyl 3-pentafluorophenyl acrylate
• 英文别名: 2-Propenoic acid, 3-(pentafluorophenyl)-, 2-methylpropyl ester, (E)-；2-methylpropyl (E)-3-(2,3,4,5,6-pentafluorophenyl)prop-2-enoate
• CAS: 136436-77-6
• 化学式: C₁₃H₁₁F₅O₂
• 分子量: 294.221
• InChiKey: HPJFELYVVZZXFI-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  六氟苯 以 乙醚 为溶剂， 反应 1.75h， 生成 i-butyl 3-pentafluorophenyl acrylate
  参考文献：
  名称：

  A Novel One-Pot Synthesis of Fluorinated α,β-Unsaturated Esters

  摘要：

  The reaction of pentafluorophenylmethylene-triphenylarsorane or p-chloro-tetrafluorophenylmethyl-enetriphenylarsorane, generated in situ from methylene-triphenylarsorane and hexafluorobenzene or chloropenta-fluorobenzene, with bromoacetates giving excellent yields of 3-pentafluorophenyl or 3-p-chloro-tetrafluorophenyl alpha,beta-unsaturated esters with high steroselectivity is described.

  DOI：

  10.1080/00397919108021289

文献信息

• Rh(I)-Catalyzed Olefin Hydroarylation with Electron-Deficient Perfluoroarenes
  作者：Zhong-Ming Sun、Jing Zhang、Rajith S. Manan、Pinjing Zhao

  DOI：10.1021/ja102575d

  日期：2010.5.26

  Assisted by a partially aqueous media, a catalyst system of [Rh(cod)(OH)](2) and DPPBenzene ligand effectively promotes direct conjugate additions by perfluoroarenes. This formal C-H alkylation process represents a rare example of olefin hydroarylation with electron-deficient arenes. The catalyst system can be modified to selectively form the corresponding olefination products under anhydrous conditions.