2,2,2-trifluoroethyl (Z)-2-bromo-3-(4-nitrophenyl)prop-2-enoate | 935753-62-1

• 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: 2,2,2-trifluoroethyl (Z)-2-bromo-3-(4-nitrophenyl)prop-2-enoate
• CAS: 935753-62-1
• 化学式: C₁₁H₇BrF₃NO₄
• 分子量: 354.08
• InChiKey: BUMSMPVFWZHBIW-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,2,2-trifluoroethyl (Z)-2-bromo-3-(4-nitrophenyl)prop-2-enoate 、 二[三氟甲基]汞 在 铜 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 2.0h， 生成 2,2,2-trifluoroethyl (Z)-3-(4-nitrophenyl)-2-(trifluoromethyl)prop-2-enoate 、 2,2,2-trifluoroethyl (E)-3-(4-nitrophenyl)-2-(trifluoromethyl)prop-2-enoate
  参考文献：
  名称：

  Trifluoromethylation of Alkenyl Bromides and Iodides (Including 5-Iodouracils) with (CF₃)₂Hgand Cu (“Trifluoromethylcopper”)¹

  摘要：

  [GRAPHIC]Bromo- and iodoalkenes undergo trifluoromethylation efficiently in DMA with "CF3Cu" generated from (CF3)(2)Hg and Cu. Variable stereochemical inversion is observed with substrates having a gem-carbonyl group. Substrates having gem-hydrogen, -alkyl, or -alkenyl groups give products with stereochemical retention.

  DOI：

  10.1021/jo062544a
• 作为产物：
  描述：

  对硝基肉桂酸 在 氯化亚砜 、 溴 作用下， 以 二氯甲烷 为溶剂， 反应 33.25h， 生成 2,2,2-trifluoroethyl (Z)-2-bromo-3-(4-nitrophenyl)prop-2-enoate
  参考文献：
  名称：

  Trifluoromethylation of Alkenyl Bromides and Iodides (Including 5-Iodouracils) with (CF₃)₂Hgand Cu (“Trifluoromethylcopper”)¹

  摘要：

  [GRAPHIC]Bromo- and iodoalkenes undergo trifluoromethylation efficiently in DMA with "CF3Cu" generated from (CF3)(2)Hg and Cu. Variable stereochemical inversion is observed with substrates having a gem-carbonyl group. Substrates having gem-hydrogen, -alkyl, or -alkenyl groups give products with stereochemical retention.

  DOI：

  10.1021/jo062544a

文献信息

• Trifluoromethylation of Alkenyl Bromides and Iodides (Including 5-Iodouracils) with (CF₃)₂Hgand Cu (“Trifluoromethylcopper”)¹
  作者：Ireneusz Nowak、Morris J. Robins

  DOI：10.1021/jo062544a

  日期：2007.3.1

  [GRAPHIC]Bromo- and iodoalkenes undergo trifluoromethylation efficiently in DMA with "CF3Cu" generated from (CF3)(2)Hg and Cu. Variable stereochemical inversion is observed with substrates having a gem-carbonyl group. Substrates having gem-hydrogen, -alkyl, or -alkenyl groups give products with stereochemical retention.