2-(E)-dimethylaminomethylene-5-trifuoroacetylcyclohexanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(E)-dimethylaminomethylene-5-trifuoroacetylcyclohexanone
• 英文别名: 2-(E)-[Dimethylaminomethylene]-6-(trifluoroacetyl)cyclohexanone；(2E)-2-(dimethylaminomethylidene)-6-(2,2,2-trifluoroacetyl)cyclohexan-1-one
• 化学式: C₁₁H₁₄F₃NO₂
• 分子量: 249.233
• InChiKey: KPSZUCBQAYFOAY-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-(三氟乙酰基)环己酮 、 N,N-二甲基甲酰胺二甲基缩醛 以 甲苯 为溶剂， 反应 2.0h， 以74%的产率得到2-(E)-dimethylaminomethylene-5-trifuoroacetylcyclohexanone
  参考文献：
  名称：

  摘要：

  Polyfluorinated 1,3-diketones containing carbocycles react with aldehydes under Lewis-acid catalysis and also with dimethylformamide-dimetylacetal without catalysis, yielding exclusively (E)-configured condensation products involving the methylene group of the carbocycle. Novel trifluoromethylated chromenes are prepared from 2-trifluoroacetylcycloalkanones and salicylaldehyde. The structures of two new compounds, 2-(E)-benzylidene-6-trifluoroacetylcyclohexanone and 4-trifluoroacetyl-2,3-dihydro-1H-xantene, are confirmed by X-ray structure analysis.

  DOI：

  10.1071/ch01027

文献信息

• ——
  作者：D. V. Sevenard、O. G. Khomutov、M. I. Kodess、K. I. Pashkevich、I. Loop、E. Lork、G.-V. Röschenthaler

  DOI：10.1071/ch01027

  日期：——

  Polyfluorinated 1,3-diketones containing carbocycles react with aldehydes under Lewis-acid catalysis and also with dimethylformamide-dimetylacetal without catalysis, yielding exclusively (E)-configured condensation products involving the methylene group of the carbocycle. Novel trifluoromethylated chromenes are prepared from 2-trifluoroacetylcycloalkanones and salicylaldehyde. The structures of two new compounds, 2-(E)-benzylidene-6-trifluoroacetylcyclohexanone and 4-trifluoroacetyl-2,3-dihydro-1H-xantene, are confirmed by X-ray structure analysis.