4-fluorobenzylidene-4-trifluoromethylaniline | 39769-13-6

• 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: 4-fluorobenzylidene-4-trifluoromethylaniline
• 英文别名: 1-(4-fluorophenyl)-N-[4-(trifluoromethyl)phenyl]methanimine
• CAS: 39769-13-6
• 化学式: C₁₄H₉F₄N
• 分子量: 267.226
• InChiKey: JKMJXBYXNJCZPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二氧化碳 、 4-fluorobenzylidene-4-trifluoromethylaniline 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到(4-fluoro-phenyl)-(4-trifluoromethyl-phenylamino)-acetic acid
  参考文献：
  名称：

  Electrochemical carboxylation of fluorocontaining imines with preparation of fluorinated N-phenylphenylglycines

  摘要：

  A possibility of obtaining fluorine-containing N-phenylphenylglycine derivatives at yields of up to 85% via the electrochemical carboxylation of corresponding benzalanilines was shown. The influence of imine's electron structure, the nature of supporting electrolyte and cathodic material on such processes is examined. It was found, that increasing electron accepting ability of the substituents in benzylidene and aniline fragments of the imine molecule lead to decrease of amino acid yields. The dependence of the N-phenyl-p-fluorophenylglycine yield on the cathode material (Zn, GC, Cu, Ag, Pt) and on the nature of the supporting electrolytes (Bu4NBr, Et4NBr, Et4NClO4, PhCH2Me3NClO4, LiBF4, LiClO4, NaBF4 and KBF4) Was investigated. The highest amino acid yields were obtained at cathodes (GC and Zn) that do not exhibit specific adsorption of fluorine-containing imines, as well as in the presence of background salts (Alk(4)NBr) whose cations do not show tendency to strong ion pairing with anion radicals formed by the electrochemical activation of the imines. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.06.010
• 作为产物：
  描述：

  对三氟甲基苯胺 、 对氟苯甲醛 在 magnesium sulfate 作用下， 以 四氢呋喃 为溶剂， 生成 4-fluorobenzylidene-4-trifluoromethylaniline
  参考文献：
  名称：

  （1-炔基）二羰基环戊二烯基铁配合物作为有机合成中的富电子炔烃：BF3介导的[2 + 2]环加成/开环提供（2-烯基-1-亚氨基）铁配合物

  摘要：

  趁热打铁！（1-炔基）铁配合物与芳族醛亚胺之间发生BF 3介导的正式[2 + 2]环加成反应，随后将最初形成的氮杂环丁烯开环以生成（2-烯基-1-亚氨基）铁配合物（参见方案）。所得的铁配合物在氧化条件下与水进行铁取代反应，得到具有高E选择性的相应的肉桂酰胺。

  DOI：

  10.1002/chem.201100669

文献信息

• Gruss, Ulrike; Haegele, Gerhard, Phosphorus, Sulfur and Silicon and the Related Elements, 1994, vol. 97, # 1-4, p. 209 - 222
  作者：Gruss, Ulrike、Haegele, Gerhard

  DOI：——

  日期：——
• Diurno; Mazzoni; Piscopo, Il Farmaco, 1992, vol. 47, # 2, p. 239 - 247
  作者：Diurno、Mazzoni、Piscopo、Bolognese

  DOI：——

  日期：——