4-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]benzonitrile

• 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-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]benzonitrile
• 英文别名: 4-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]benzonitrile
• 化学式: C₁₀H₅ClF₃N
• 分子量: 231.605
• InChiKey: XBUGMASDENRLKO-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 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

• 作为产物：
  描述：

  三氯三氟乙烷 、 4-氰基苯甲醛 在 potassium carbonate 、 三苯基膦 作用下， 反应 8.0h， 以68%的产率得到4-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]benzonitrile
  参考文献：
  名称：

  Efficient One-Pot Synthesis of 2-Chloro-1,1, 1-trifluoro-2-alkenes Under Solvent-Free Conditions

  摘要：

  The improved one-pot Wittig reaction had been used to prepare trifluoromethyl-containing olefins under solvent-free conditions. Treatment of aldehydes with PPh3 and CF3CCl3 in the presence of K2CO3 at 100C afforded 2-chloro-1,1,1-trifluoro-2-alkenes in good to moderate yields.

  DOI：

  10.1080/00397910802431123

文献信息

• Chlorotrifluoroethylidenes: an efficient and convenient approach to their synthesis
  作者：Abhay Atmaram Upare、Pradip K. Gadekar、Kiran Jadhav、H. Sivaramakrishnan、Selvaraj Mohana Roopan

  DOI：10.1039/d0ra02481c

  日期：——

  A convenient one step synthesis of chlorotrifluoroalkyl olefins starting from aldehydes was developed. The stable reagent 2-((1-chloro-2,2,2-trifluoroethyl)sulfonyl)benzothiazole was prepared from readily available benzothiazole-2-thiol and halothane. This method comprises using stable 2-((1-chloro-2,2,2-trifluoroethyl)sulfonyl)benzothiazole according to the Julia procedure and presents new opportunities

  开发了一种从醛开始的方便的一步合成氯代三氟烷基烯烃。由容易获得的苯并噻唑-2-硫醇和氟烷制备稳定的试剂 2-((1-氯-2,2,2-三氟乙基)磺酰基)苯并噻唑。该方法包括根据 Julia 程序使用稳定的 2-((1-氯-2,2,2-三氟乙基)磺酰基)苯并噻唑，并为合成三氟亚烷基衍生物提供了新的机会。
• A novel approach to fluoro-containing alkenes
  作者：Vasily N Korotchenko、Alexey V Shastin、Valentine G Nenajdenko、Elisabeth S Balenkova

  DOI：10.1016/s0040-4020(01)00701-3

  日期：2001.8

  A new and general one-pot transformation of aromatic aldehydes to fluorinated olefins containing -CH=C(Cl)CF3 or -CH=C(F)CClF2 moieties is described. Freons CCl3CF3 and CCl2FCCIF2 were used as trifluoromethyl and difluoromethyl C-2-building blocks respectively. A proposed mechanism for the reaction is discussed. (C) 2001 Elsevier Science Ltd. Ali rights reserved.
• Efficient One-Pot Synthesis of 2-Chloro-1,1, 1-trifluoro-2-alkenes Under Solvent-Free Conditions
  作者：Mu-Wang Chen、Xing-Guo Zhang、Ping Zhong、Mao-Lin Hu

  DOI：10.1080/00397910802431123

  日期：2009.2.9

  The improved one-pot Wittig reaction had been used to prepare trifluoromethyl-containing olefins under solvent-free conditions. Treatment of aldehydes with PPh3 and CF3CCl3 in the presence of K2CO3 at 100C afforded 2-chloro-1,1,1-trifluoro-2-alkenes in good to moderate yields.