(2E)-3-phenyl-2-(trifluoromethyl)acrylonitrile | 1026021-50-0

• 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: (2E)-3-phenyl-2-(trifluoromethyl)acrylonitrile
• 英文别名: (E)-3-phenyl-2-(trifluoromethyl)prop-2-enenitrile
• CAS: 1026021-50-0
• 化学式: C₁₀H₆F₃N
• 分子量: 197.16
• InChiKey: JEFDROSPNQULEV-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2E)-3-phenyl-2-(trifluoromethyl)acrylonitrile 、 环戊二烯 反应 24.0h， 以32%的产率得到3-phenyl-2-(trifluoromethyl)bicyclo[2.2.1]hept-5-ene-2-carbonitrile
  参考文献：
  名称：

  Synthesis and Diels–Alder reactions of α-fluoro- and α-trifluoromethylacrylonitriles

  摘要：

  A novel synthetic method for the preparation of alpha-fluoro- and the still unknown alpha-trifluoromethylacrylonitriles is elaborated. The reaction of alpha-fluorovinylbromides and alpha-trifluoromethylvinylbromides with CuCN leads to the title compounds in good to high yields. While the alpha-fluoroacrylonitriles were isolated as mixture of Z/E-isomers, the alpha-trifluoromethylacrylonitriles were obtained as pure Z-isomers. The alpha-trifluoromethylacrylonitriles are shown to be excellent dienophiles for Diels-Alder reactions. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.02.014
• 作为产物：
  描述：

  [2-溴-3,3,3-三氟-1-丙烯基]苯 、 氰化亚铜 以 N,N-二甲基甲酰胺 为溶剂， 以72%的产率得到(2E)-3-phenyl-2-(trifluoromethyl)acrylonitrile
  参考文献：
  名称：

  Synthesis and Diels–Alder reactions of α-fluoro- and α-trifluoromethylacrylonitriles

  摘要：

  A novel synthetic method for the preparation of alpha-fluoro- and the still unknown alpha-trifluoromethylacrylonitriles is elaborated. The reaction of alpha-fluorovinylbromides and alpha-trifluoromethylvinylbromides with CuCN leads to the title compounds in good to high yields. While the alpha-fluoroacrylonitriles were isolated as mixture of Z/E-isomers, the alpha-trifluoromethylacrylonitriles were obtained as pure Z-isomers. The alpha-trifluoromethylacrylonitriles are shown to be excellent dienophiles for Diels-Alder reactions. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.02.014

文献信息

• Synthesis and Diels–Alder reactions of α-fluoro- and α-trifluoromethylacrylonitriles
  作者：Valentine G. Nenajdenko、Vasiliy M. Muzalevskiy、Aleksey V. Shastin、Elizabeth S. Balenkova、Günter Haufe

  DOI：10.1016/j.jfluchem.2007.02.014

  日期：2007.7

  A novel synthetic method for the preparation of alpha-fluoro- and the still unknown alpha-trifluoromethylacrylonitriles is elaborated. The reaction of alpha-fluorovinylbromides and alpha-trifluoromethylvinylbromides with CuCN leads to the title compounds in good to high yields. While the alpha-fluoroacrylonitriles were isolated as mixture of Z/E-isomers, the alpha-trifluoromethylacrylonitriles were obtained as pure Z-isomers. The alpha-trifluoromethylacrylonitriles are shown to be excellent dienophiles for Diels-Alder reactions. (c) 2007 Elsevier B.V. All rights reserved.