N,N,N',N'-tetraethyl-3,3'-dimethylbiphenyl-4,4'-diamine | 55229-99-7

• 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: N,N,N',N'-tetraethyl-3,3'-dimethylbiphenyl-4,4'-diamine
• 英文别名: N,N,N',N'-tetraethyl-3,3'-dimethylbenzidine；4-[4-(diethylamino)-3-methylphenyl]-N,N-diethyl-2-methylaniline
• CAS: 55229-99-7
• 化学式: C₂₂H₃₂N₂
• 分子量: 324.509
• InChiKey: IONYWOCTULJAOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N-二乙基-邻甲基苯胺 在 ammonium cerium(IV) nitrate 作用下， 以 水 为溶剂， 反应 2.0h， 以73%的产率得到N,N,N',N'-tetraethyl-3,3'-dimethylbiphenyl-4,4'-diamine
  参考文献：
  名称：

  Remarkably efficient oxidative coupling of N,N-dialkylarylamines in water mediated by cerium(IV) ammonium nitrate

  摘要：

  A highly effective, economical, and environmentally friendly method using of CAN as oxidant and water as solvent for oxidative coupling of N,N-dialkylarylamines was reported. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.03.173

文献信息

• Naphthalene-1,8-diylbis(diphenylmethylium) as an Organic Two-Electron Oxidant:  Benzidine Synthesis via Oxidative Self-Coupling of <i>N,N</i>-Dialkylanilines
  作者：Terunobu Saitoh、Suguru Yoshida、Junji Ichikawa

  DOI：10.1021/jo060662s

  日期：2006.8.1

  Naphthalene-1,8-diylbis(diphenylmethylium) exhibits a unique electron-transfer reduction behavior due to the close proximity of the two triarylmethyl cations, which form a C-C bond while accepting two electrons, leading to 1,1,2,2-tetraphenylacenaphthene. The preparation of the dication was readily accomplished under anhydrous conditions starting from a cyclic bis(triarylmethyl) ether, derived from 1,8-dibromonaphthalene. The process proceeded via deoxygenation accompanying the formation of a disiloxane on treatment with a silylating agent (Me3SiClO4 or Me3SiOTf) in 1,1,1,3,3,3-hexafluoropropan-2-ol. The dication was successfully employed for oxidative coupling of N, N-dialkylanilines at the paraposition to afford the corresponding benzidines in good to excellent yield.
• Remarkably efficient oxidative coupling of N,N-dialkylarylamines in water mediated by cerium(IV) ammonium nitrate
  作者：Chanjuan Xi、Yanfeng Jiang、Xianghua Yang

  DOI：10.1016/j.tetlet.2005.03.173

  日期：2005.5

  A highly effective, economical, and environmentally friendly method using of CAN as oxidant and water as solvent for oxidative coupling of N,N-dialkylarylamines was reported. (c) 2005 Elsevier Ltd. All rights reserved.
• US3971702A
  申请人：——

  公开号：US3971702A

  公开（公告）日：1976-07-27
• US4132527A
  申请人：——

  公开号：US4132527A

  公开（公告）日：1979-01-02
• Oxidative Coupling Reaction of <i>N</i>,<i>N</i>‐Dialkylanilines with Cerium(IV) Ammonium Nitrate in the Solid State
  作者：Xianghua Yang、Chanjuan Xi、Yanfeng Jiang

  DOI：10.1080/00397910600781067

  日期：2006.8.1