3-trifluoromethyl-N,N-diphenylaniline | 106336-12-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-trifluoromethyl-N,N-diphenylaniline
• 英文别名: N,N-Diphenyl-3-(trifluoromethyl)aniline
• CAS: 106336-12-3
• 化学式: C₁₉H₁₄F₃N
• 分子量: 313.322
• InChiKey: NZLGQYLAZMZRMF-UHFFFAOYSA-N

物化性质

• 沸点：
  382.9±42.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-碘三氟甲苯 、 N-苯基-1-萘胺 在 氢氧化钾 、 铜 作用下， 以 various solvent(s) 为溶剂， 反应 24.0h， 以64%的产率得到3-trifluoromethyl-N,N-diphenylaniline
  参考文献：
  名称：

  Mechanisms and models for copper mediated nucleophilic aromatic substitution. 2. Single catalytic species from three different oxidation states of copper in an Ullmann synthesis of triarylamines

  摘要：

  DOI：

  10.1021/ja00239a032

文献信息

• Heterogeneous Aromatic Amination of Aryl Halides with Arylamines in Water with PS-PEG Resin-Supported Palladium Complexes
  作者：Yoshinori Hirai、Yasuhiro Uozumi

  DOI：10.1002/asia.201000192

  日期：——

  Catalytic aromatic amination is achieved in water under heterogeneous conditions by the use of immobilized palladium complexes coordinated with the amphiphilic polystyrene‐poly(ethylene glycol) resin‐supported di(tert‐butyl)phosphine ligand. Aromatic amination of aryl halides with diphenylamine and N,N‐double arylation of anilines with bromobenzene were found to proceed in water with broad substrate

  催化芳香胺化在水非均相条件下，通过使用具有两亲性聚苯乙烯-聚（乙二醇）的协调固定钯络合物树脂担二（来实现叔丁基）膦配位体。已发现芳基卤化物与二苯胺的芳族胺化反应以及苯胺与溴苯的N，N-双芳基化反应在水中具有广泛的底物耐受性，从而以高收率提供了三芳基胺，并且聚合物催化剂珠粒的回收率很高。从水基的反应条件下的聚合催化剂中浸出很少钯用于制备三芳基胺，包括光电子活性N，N，N'，N'提供一个绿色和清洁（金属-未被污染）协议-四芳基-1,1'-联苯-4,4'-二胺（TPD）。
• Clean synthesis of triarylamines: Buchwald–Hartwig reaction in water with amphiphilic resin-supported palladium complexes
  作者：Yoshinori Hirai、Yasuhiro Uozumi

  DOI：10.1039/b918424d

  日期：——

  Catalytic aromatic amination was achieved in water under heterogeneous conditions by the use of palladium complexes anchored to the amphiphilic PS-PEG resin with little palladium leaching to provide a green and clean (metal-uncontaminated) protocol for the preparation of triarylamines, including the optoelectronically active N,N,N',N'-tetraaryl-1,1'-biphenyl-4,4'-diamines (TPDs).

  通过使用固定在两亲性PS-PEG树脂上的钯络合物（几乎没有钯浸出）为制备三芳基胺（包括光电活性）提供绿色清洁的（金属未污染的）方案，在异质条件下在水中实现了催化芳香胺化N，N，N'，N'-四芳基-1,1'-联苯-4,4'-二胺（TPD）。
• Copolymer
  申请人：——

  公开号：US20030194577A1

  公开（公告）日：2003-10-16

  A copolymer for use in an electroluminescent device comprising a first repeat unit, a second repeat unit comprising a group having a general formula (I) and optionally, a third repeat unit comprising a group having a general formula (II) which may be substituted or unsubstituted where T is a trifluoromethyl substituted benzene; Ar, Ar′ and Ar″ each independently comprise a substituted or unsubstituted aryl or heteroaryl group and m is 1 or 2. 1

  一种用于电致发光器件的共聚物，包括第一重复单元、第二重复单元和第三重复单元，第一重复单元包括通式（I）的基团，第二重复单元包括通式（II）的基团，通式（II）可以是取代或未取代的，其中 T 是三氟甲基取代的苯；Ar、Ar′和 Ar″ 各自独立地包括取代或未取代的芳基或杂芳基，m 是 1 或 2。 1
• N-Arylation of aliphatic, aromatic and heteroaromatic amines catalyzed by copper bis(2,2,6,6-tetramethyl-3,5-heptanedionate)
  作者：Nitin S. Nandurkar、Mayur J. Bhanushali、Malhari D. Bhor、Bhalchandra M. Bhanage

  DOI：10.1016/j.tetlet.2007.07.009

  日期：2007.9

  Copper bis(2,2,6,6-tetramethyl-3,5-heptanedionate) was found to be an efficient catalyst for N-arylation of aliphatic, aromatic and heteroaromatic amines with aryl iodides/bromides under mild conditions. The system tolerated a variety of hindered and functionalized amines/aryl halides and the desired N-aryl amines were obtained in good to excellent yields. (C) 2007 Elsevier Ltd. All rights reserved.
• US6858324B2
  申请人：——

  公开号：US6858324B2

  公开（公告）日：2005-02-22