5-(Heptafluoropropyl)pyrimidine | 1354703-21-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(Heptafluoropropyl)pyrimidine
• 英文别名: 5-(1,1,2,2,3,3,3-heptafluoropropyl)pyrimidine
• CAS: 1354703-21-1
• 化学式: C₇H₃F₇N₂
• 分子量: 248.103
• InChiKey: PWMNZECJWQPLCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  5-溴嘧啶 、 (三氟甲基)三甲基硅烷 在 silver fluoride 、 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 9.33h， 生成 5-(perfluoroethyl)pyrimidine 、 5-(Heptafluoropropyl)pyrimidine 、 5-(trifluoromethyl)pyrimidine
  参考文献：
  名称：

  Me3SiCF3/AgF/Cu—A new reagents combination for selective trifluoromethylation of various organic halides by trifluoromethylcopper, CuCF3

  摘要：

  An alternative copper halide-free route to obtain highly reactive trifluoromethylcopper species has been developed via the reaction of silver fluoride and trimethyl(trifluoromethyl)silane followed by a redox transmetallation with elemental copper. The composition of the reactive intermediate was investigated by means of UV/Vis/NIR, ESR, F-19 NMR spectroscopy and ESI mass spectrometry. "Trifluoromethylcopper" prepared by the oxidative transmetallation route exhibits excellent reactivity and selectivity in substitutions of iodine or bromine bond to aromatic or heterocyclic compounds for trifluoromethyl groups without any additional catalyst. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.07.025

文献信息

• Me3SiCF3/AgF/Cu—A new reagents combination for selective trifluoromethylation of various organic halides by trifluoromethylcopper, CuCF3
  作者：Mikhail M. Kremlev、Aleksej I. Mushta、Wieland Tyrra、Yurii L. Yagupolskii、Dieter Naumann、Angela Möller

  DOI：10.1016/j.jfluchem.2011.07.025

  日期：2012.1

  An alternative copper halide-free route to obtain highly reactive trifluoromethylcopper species has been developed via the reaction of silver fluoride and trimethyl(trifluoromethyl)silane followed by a redox transmetallation with elemental copper. The composition of the reactive intermediate was investigated by means of UV/Vis/NIR, ESR, F-19 NMR spectroscopy and ESI mass spectrometry. "Trifluoromethylcopper" prepared by the oxidative transmetallation route exhibits excellent reactivity and selectivity in substitutions of iodine or bromine bond to aromatic or heterocyclic compounds for trifluoromethyl groups without any additional catalyst. (C) 2011 Elsevier B.V. All rights reserved.