2-(2,2,2-三氟-1-(4-甲氧基苯基)乙基)丙二腈 | 1044264-75-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(2,2,2-三氟-1-(4-甲氧基苯基)乙基)丙二腈
• 英文名称: 2-(2,2,2-trifluoro-1-(4-methoxyphenyl)ethyl)malononitrile
• 英文别名: 2-[2,2,2-Trifluoro-1-(4-methoxyphenyl)ethyl]propanedinitrile；2-[2,2,2-trifluoro-1-(4-methoxyphenyl)ethyl]propanedinitrile
• CAS: 1044264-75-6
• 化学式: C₁₂H₉F₃N₂O
• 分子量: 254.211
• InChiKey: QDVYHMDCSLPDMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (4-甲氧基苄烯)丙二腈 、 三氟甲基苯砜 在 magnesium 、 mercury dichloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以77%的产率得到2-(2,2,2-三氟-1-(4-甲氧基苯基)乙基)丙二腈
  参考文献：
  名称：

  Nucleophilic trifluoromethylation of conjugate acceptors via phenyl trifluoromethyl sulfone

  摘要：

  A mild procedure for the conjugate addition of the trifluoromethyl anion to activated Michael acceptors such as arylidenemalononitriles (15 examples) and arylidene Meldrum's acids (9 examples) using phenyl trifluoromethyl sulfone through a reductive magnesium metal mediated procedure is described. The new methodology is used to prepare befloxatone, a reversible and selective monoamine oxidase A inhibitor. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.08.132

文献信息

• Nucleophilic trifluoromethylation of arylidenemalononitriles
  作者：Alexander D. Dilman、Vitalij V. Levin、Pavel A. Belyakov、Marina I. Struchkova、Vladimir A. Tartakovsky

  DOI：10.1016/j.tetlet.2008.05.039

  日期：2008.7

  A method for the nucleophilic trifluoromethylation of arylidenemalononitriles using Me3SiCF3 is described. The reaction is carried out in dimethylformamide in the presence of AcONa as a Lewis base, and affords products of Michael addition in high yield. (C) 2008 Elsevier Ltd. All rights reserved.
• Nucleophilic trifluoromethylation of conjugate acceptors via phenyl trifluoromethyl sulfone
  作者：Kaumba Sakavuyi、Kimberly S. Petersen

  DOI：10.1016/j.tetlet.2013.08.132

  日期：2013.11

  A mild procedure for the conjugate addition of the trifluoromethyl anion to activated Michael acceptors such as arylidenemalononitriles (15 examples) and arylidene Meldrum's acids (9 examples) using phenyl trifluoromethyl sulfone through a reductive magnesium metal mediated procedure is described. The new methodology is used to prepare befloxatone, a reversible and selective monoamine oxidase A inhibitor. (C) 2013 Elsevier Ltd. All rights reserved.