ethyl (E)-4,4,4-trifluoro-2-(trifluoromethyl)but-2-enoate

• 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 (E)-4,4,4-trifluoro-2-(trifluoromethyl)but-2-enoate
• 化学式: C₇H₆F₆O₂
• 分子量: 236.114
• InChiKey: PCHFPYVTUUMIGA-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  氟磺酰基二氟乙酸甲酯 、 ethyl (E)-2,3-diiodobut-2-enoate 在 copper(l) iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以72%的产率得到ethyl (E)-4,4,4-trifluoro-2-(trifluoromethyl)but-2-enoate
  参考文献：
  名称：

  A New and Improved Synthesis of trans-1,2-Diiodoalkenes and Their Stereospecific and Highly Regioselective Trifluoromethylation

  摘要：

  Reaction of terminal alkynes with iodine in the presence of CuI (5%) in acetonitrile under reflux for several hours gave the trans-1,2-diiodoalkenes in high yields. The trifluoromethylation of these diiodides using FSO2CF2CO2Me/CuI/DMF proceeded in excellent yields in a stereospecific and highly regioselective manner.

  DOI：

  10.1021/jo9816663

文献信息

• A New and Improved Synthesis of <i>trans</i>-1,2-Diiodoalkenes and Their Stereospecific and Highly Regioselective Trifluoromethylation
  作者：Jianxin Duan、William R. Dolbier,、Qing-Yun Chen

  DOI：10.1021/jo9816663

  日期：1998.12.1

  Reaction of terminal alkynes with iodine in the presence of CuI (5%) in acetonitrile under reflux for several hours gave the trans-1,2-diiodoalkenes in high yields. The trifluoromethylation of these diiodides using FSO2CF2CO2Me/CuI/DMF proceeded in excellent yields in a stereospecific and highly regioselective manner.