3-(2-Trifluoromethylanilino)-3-phenyl-propionsaeurenitril | 145134-49-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(2-Trifluoromethylanilino)-3-phenyl-propionsaeurenitril
• 英文别名: 3-Phenyl-3-[2-(trifluoromethyl)anilino]propanenitrile
• CAS: 145134-49-2
• 化学式: C₁₆H₁₃F₃N₂
• 分子量: 290.288
• InChiKey: QVFCQMQRLRYTCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-[(1E)-phenylmethylene]-2-(trifluoromethyl)aniline 、 乙腈 以76%的产率得到3-(2-Trifluoromethylanilino)-3-phenyl-propionsaeurenitril
  参考文献：
  名称：

  Elektrokatalytische Cyanomethylierung von Azomethinen: Eine neue Synthese f�r ?-Aminonitrile

  摘要：

  Certain Schiff-bases (2 - 7) react in acetonitrile (1) at a Hg-cathode in a new electrocatalyzed cyanomethylation method in good yields without side-products to beta-aminonitriles (2a - 7a). The synthesis is initiated by an electrochemical deprotonation of 1 by azomethine-radical anions in catalytical amount to acetonitril anions (B-). During nucleophilic reaction of B- with 2 - 7 up to its complete consumption, the cyanomethylation synthon B- is regenerated in a cyclic, self-reproducing process. Quantum chemical calculation in context with cyanomethylation product analysis permit mechanistical insights and exact prediction of suitable azomethines and coupling position for B-.

  DOI：

  10.1002/prac.19923340607

文献信息

• Elektrokatalytische Cyanomethylierung von Azomethinen: Eine neue Synthese f�r ?-Aminonitrile
  作者：U. Hess、A.-K. Raasch、M. Schulze

  DOI：10.1002/prac.19923340607

  日期：——

  Certain Schiff-bases (2 - 7) react in acetonitrile (1) at a Hg-cathode in a new electrocatalyzed cyanomethylation method in good yields without side-products to beta-aminonitriles (2a - 7a). The synthesis is initiated by an electrochemical deprotonation of 1 by azomethine-radical anions in catalytical amount to acetonitril anions (B-). During nucleophilic reaction of B- with 2 - 7 up to its complete consumption, the cyanomethylation synthon B- is regenerated in a cyclic, self-reproducing process. Quantum chemical calculation in context with cyanomethylation product analysis permit mechanistical insights and exact prediction of suitable azomethines and coupling position for B-.