N,N-dimethyl-4-[[4-nitro-3-(trifluoromethyl)phenyl]-phenylmethyl]aniline

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: N,N-dimethyl-4-[[4-nitro-3-(trifluoromethyl)phenyl]-phenylmethyl]aniline
• 化学式: C₂₂H₁₉F₃N₂O₂
• 分子量: 400.4
• InChiKey: ABFGNPIGOGXFMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-硝基-Alpha,Alpha,Alpha-三氟甲苯 、 4-二甲氨基二苯甲醇 在 T406石油添加剂 、 potassium tert-butylate 作用下， 生成 N,N-dimethyl-4-[[4-nitro-3-(trifluoromethyl)phenyl]-phenylmethyl]aniline
  参考文献：
  名称：

  First General Synthesis of (p-Nitroaryl)diarylmethanes via Vicarious Nucleophilic Substitution of Hydrogen

  摘要：

  A general regiospecific method for the synthesis of (p-nitroaryl)diarylmethanes has been developed starting from diarylmethanols and 2- and/or 3-substituted nitrobenzenes. This utilizes the quantitative condensation between benzotriazole and diarylmethanols under acidic catalysis and in the presence of perfluorocarbon fluids, followed by vicarious nucleophilic substitution of the resulting diarylmethylbenzotriazoles upon nitrobenzenes in moderate to high yield. Oxidative nucleophilic substitution of hydrogen is observed as a side process. These vicarious nucleophilic substitutions complement Friedel-Crafts reactions for the synthesis of triarylmethanes.

  DOI：

  10.1021/jo9624197

文献信息

• First General Synthesis of (<i>p</i>-Nitroaryl)diarylmethanes <i>via</i> Vicarious Nucleophilic Substitution of Hydrogen
  作者：Alan R. Katritzky、Dorin Toader

  DOI：10.1021/jo9624197

  日期：1997.6.13

  A general regiospecific method for the synthesis of (p-nitroaryl)diarylmethanes has been developed starting from diarylmethanols and 2- and/or 3-substituted nitrobenzenes. This utilizes the quantitative condensation between benzotriazole and diarylmethanols under acidic catalysis and in the presence of perfluorocarbon fluids, followed by vicarious nucleophilic substitution of the resulting diarylmethylbenzotriazoles upon nitrobenzenes in moderate to high yield. Oxidative nucleophilic substitution of hydrogen is observed as a side process. These vicarious nucleophilic substitutions complement Friedel-Crafts reactions for the synthesis of triarylmethanes.