5-methyl-2-phenyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]-2,4-dihydro-3Н-pyrazol-3-one | 152450-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 5-methyl-2-phenyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]-2,4-dihydro-3Н-pyrazol-3-one
• 英文别名: 4-(1-trifluoromethyl-2,2,2-trifluoroethyl)-1-phenyl-3-methyl-pyrazol-5-one；4-(1,1,1,3,3,3-hexafluoropropan-2-ylidene)-5-methyl-2-phenylpyrazol-3-one
• CAS: 152450-64-1
• 化学式: C₁₃H₈F₆N₂O
• 分子量: 322.21
• InChiKey: RNASTAJMCKSKJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  22.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  32.67
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-methyl-2-phenyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]-2,4-dihydro-3Н-pyrazol-3-one 在 氨 作用下， 以 正己烷 为溶剂， 以90.8%的产率得到4-(1-amino-1-trifluoromethyl-2,2,2-trifluoroethyl)-3-methyl-1-phenylpyrazol-5-one
  参考文献：
  名称：

  Reactions of highly electrophilic polyfluoro unsaturated compounds with pyrazole derivatives

  摘要：

  Pyrazole derivatives were hydroxyalkylated at the C4 atom by hexafluoroacetate and methyl trifluoropyruvate. The products of the hydroxyalkylation were dehydrated to the corresponding alkylidene derivatives which were reacted with nucleophiles. Dicyanoethylenes, obtained from polyfluorocarbonyl compounds, alkylated pyrazol-5-ones with the formation of pyrazolopyran derivatives.

  DOI：

  10.1007/bf00863375
• 作为产物：
  描述：

  4-(1-hydroxy-1-trifluoromethyl-2,2,2-trifluoroethyl)-3-methyl-1-phenylpyrazol-5-one 在 氯化亚砜 作用下， 以 苯 为溶剂， 以76%的产率得到5-methyl-2-phenyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]-2,4-dihydro-3Н-pyrazol-3-one
  参考文献：
  名称：

  Reactions of highly electrophilic polyfluoro unsaturated compounds with pyrazole derivatives

  摘要：

  Pyrazole derivatives were hydroxyalkylated at the C4 atom by hexafluoroacetate and methyl trifluoropyruvate. The products of the hydroxyalkylation were dehydrated to the corresponding alkylidene derivatives which were reacted with nucleophiles. Dicyanoethylenes, obtained from polyfluorocarbonyl compounds, alkylated pyrazol-5-ones with the formation of pyrazolopyran derivatives.

  DOI：

  10.1007/bf00863375

文献信息

• Fluoro-containing 4-ethylidene-2,4-dihydropyrazol-3-ones in the Diels-Alder reaction with cyclopentadiene and cyanamines
  作者：V. B. Sokolov、A. Yu. Aksinenko、T. A. Epishina、T. V. Goreva

  DOI：10.1134/s1070363212100155

  日期：2012.10

  The fluorinated 4-ethylidene-2,4-dihydropyrazol-3-ones act as heterodienes and dienophiles in the Diels-Alder reaction with amines and cyclopentadiene to give 1,4-dihydropyrazolo[4,3-e]-1,3-oxazines and spirobicyclo[2.2.1]hept-5-ene-2,4'-pyrazolones, respectively.