Perfluoro-3-ethyl-4-methyl-1-phenylpyrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Perfluoro-3-ethyl-4-methyl-1-phenylpyrazole
• 英文别名: 5-Fluoro-3-(1,1,2,2,2-pentafluoroethyl)-1-(2,3,4,5,6-pentafluorophenyl)-4-(trifluoromethyl)pyrazole
• 化学式: C₁₂F₁₄N₂
• 分子量: 438.123
• InChiKey: ANUNBZZLEAEVBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  全氟(2-甲基-2-戊烯) 、 五氨基氟丙基氢氧吡啶 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以63%的产率得到Perfluoro-3-ethyl-4-methyl-1-phenylpyrazole
  参考文献：
  名称：

  Synthesis of fluorinated N-arylpyrazoles with perfluoro-2-methyl-2-pentene and arylhydrazines

  摘要：

  Reactions of arylhydrazines (phenyl, 2-nitrophenyl, 4-nitrophenyl, 2,4-dinitrophenyl, pentafluorophenyl, 4-trifluoromethyl-2,3,5,6-tetrafluorophenylhydrazine or 4,4'-dihydrazinooctafluorobiphenyl) with perfluoro-2-methyl-2-pentene in the presence of triethylamine have effectively produced 1-aryl-perfluoro-3-ethyl-4-methylpyrazole and 1-aryl-perfluoro-5-ethyl-4-methylpyrazole in various ratios depending on the reaction conditions and arylhydrazine used. Syn- and anti-aminoimines which might be the intermediates for pyrazoles have been isolated under appropriate conditions. The routes of formation for these products and the role of triethylamine have been discussed. The reaction of perfluoro-2-methyl-2-pentene with phenylhydrazine has been investigated in detail. The structure of 3-fluoro-5-pentafluoroethyl-1-phenyl-4-trifluoromethylpyrazole has been elucidated by X-ray crystallography. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00079-2

文献信息

• Synthesis of fluorinated N-arylpyrazoles with perfluoro-2-methyl-2-pentene and arylhydrazines
  作者：Ki-Whan Chi、Sung-Jun Kim、Tae-Ho Park、Yurii V. Gatilov、Irina Yu. Bagryanskaya、Georgii G. Furin

  DOI：10.1016/s0022-1139(99)00079-2

  日期：1999.8

  Reactions of arylhydrazines (phenyl, 2-nitrophenyl, 4-nitrophenyl, 2,4-dinitrophenyl, pentafluorophenyl, 4-trifluoromethyl-2,3,5,6-tetrafluorophenylhydrazine or 4,4'-dihydrazinooctafluorobiphenyl) with perfluoro-2-methyl-2-pentene in the presence of triethylamine have effectively produced 1-aryl-perfluoro-3-ethyl-4-methylpyrazole and 1-aryl-perfluoro-5-ethyl-4-methylpyrazole in various ratios depending on the reaction conditions and arylhydrazine used. Syn- and anti-aminoimines which might be the intermediates for pyrazoles have been isolated under appropriate conditions. The routes of formation for these products and the role of triethylamine have been discussed. The reaction of perfluoro-2-methyl-2-pentene with phenylhydrazine has been investigated in detail. The structure of 3-fluoro-5-pentafluoroethyl-1-phenyl-4-trifluoromethylpyrazole has been elucidated by X-ray crystallography. (C) 1999 Elsevier Science S.A. All rights reserved.