4,4,4-trifluoro-2-(2-(trifluoromethyl)phenyl)butanenitrile

• 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: 4,4,4-trifluoro-2-(2-(trifluoromethyl)phenyl)butanenitrile
• 英文别名: 4,4,4-Trifluoro-2-[2-(trifluoromethyl)phenyl]butanenitrile；4,4,4-trifluoro-2-[2-(trifluoromethyl)phenyl]butanenitrile
• 化学式: C₁₁H₇F₆N
• 分子量: 267.174
• InChiKey: QKVQBVNIOLDQSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-(三氟甲基)-1,2-苯碘酰-3(1H)-酮 、 2-(三氟甲基)苯乙烯 、 氰化亚铜 在 三环己基膦 作用下， 以 氘代氯仿 为溶剂， 反应 18.0h， 以68%的产率得到4,4,4-trifluoro-2-(2-(trifluoromethyl)phenyl)butanenitrile
  参考文献：
  名称：

  Copper-Mediated Cyanotrifluoromethylation of Styrenes Using the Togni Reagent

  摘要：

  Styrenes with an electron-deficient double bond undergo cyanotrifluoromethylation with a trifluoromethylated hypervalent iodine reagent in the presence of CuCN. The reaction proceeds under mild conditions in the presence of bulky phosphines or B(2)pin(2) additives. The process is highly regioselective and involves the consecutive formation of two C-C bonds in a single addition reaction. In the presence of a p-methoxy substituent in the styrene, oxytrifluoromethylation occurs instead of the cyanotrifluoromethylation.

  DOI：

  10.1021/jo401831t

文献信息

• Copper-Mediated Cyanotrifluoromethylation of Styrenes Using the Togni Reagent
  作者：Nadia O. Ilchenko、Pär G. Janson、Kálmán J. Szabó

  DOI：10.1021/jo401831t

  日期：2013.11.1

  Styrenes with an electron-deficient double bond undergo cyanotrifluoromethylation with a trifluoromethylated hypervalent iodine reagent in the presence of CuCN. The reaction proceeds under mild conditions in the presence of bulky phosphines or B(2)pin(2) additives. The process is highly regioselective and involves the consecutive formation of two C-C bonds in a single addition reaction. In the presence of a p-methoxy substituent in the styrene, oxytrifluoromethylation occurs instead of the cyanotrifluoromethylation.