2,2'-Dibrom-N,N,N',N'-tetramethyl-benzidin | 93313-26-9

• 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: 2,2'-Dibrom-N,N,N',N'-tetramethyl-benzidin
• 英文别名: 3-bromo-4-[2-bromo-4-(dimethylamino)phenyl]-N,N-dimethylaniline
• CAS: 93313-26-9
• 化学式: C₁₆H₁₈Br₂N₂
• 分子量: 398.14
• InChiKey: YAVCEHQVTIQDBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2'-Dibrom-N,N,N',N'-tetramethyl-benzidin 、 p-tolylsulfonylimino(2,2'-biphenylylene)phenylphosophorane 生成 tetra-N-methyl-5-phenyl-5H-5λ5-[5,5']spirobi(benzo[b]phosphindole)-3,7-diamine
  参考文献：
  名称：

  Wittig,G.; Maercker,A., Chemische Berichte, 1964, vol. 97, p. 747 - 768

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴-N,N-二甲基苯胺 在 5% rhodium-on-charcoal 、 三氟乙酸 作用下， 反应 37.0h， 以72%的产率得到2,2'-Dibrom-N,N,N',N'-tetramethyl-benzidin
  参考文献：
  名称：

  苯胺催化和好氧氧化联芳基偶联使用可回收的多相催化剂合成联苯胺和联咔唑

  摘要：

  在这项研究中，报道了利用分子氧作为唯一氧化剂的苯胺铑的多相催化氧化均偶联反应。使用市售可回收的Rh / C催化剂能够使各种苯胺，包括N，N-二取代和N-单取代的苯胺，以及二芳基胺，三芳基胺和咔唑进行氧化二聚。此外，催化方案扩展到苯胺的邻-邻偶联，从而获得具有高区域选择性的2,2'-二氨基联苯。值得注意的是，已开发的方法可以以操作简单，实用且环境友好的方式快速访问各种功能化的联苯胺和二氨基联苯。

  DOI：

  10.1021/acs.joc.0c02020

文献信息

• PHOTOPOLYMERIZABLE COMPOSITIONS FEATURING NOVEL AMINE ACCELERATOR FOR IMPROVED COLOR STABILITY AND REDUCED POLYMERIZATION STRESS THEREBY
  申请人：DENTSPLY SIRONA INC.

  公开号：US20160228334A1

  公开（公告）日：2016-08-11

  A photopolymerization accelerator composition improving color stability and controlling polymerization shrinkage stress of cured resin and/or the resulting composite paste thereby feature by tertiary twisted biphenyldiamine with the general formula I: R2 and R3 are each independently alkyl having from 1 to 5 carbon atoms; R and R1 are each independently hydrogen or halogen; alkyl, alkoxy, or alkylthio having from 1 to 18 carbon atoms; or phenyl and/or substituted phenyl alkoxy, or alkylthio having from 1 to 18 carbon atoms. It can be used in part with conventional photosensitizers and radically polymerizable monomers.

  一种光聚合加速剂组合物，可以改善固化树脂的颜色稳定性，控制聚合收缩应力，以及由此产生的复合糊的特性，其特点是含有三级扭曲联苯二胺，其通式为I：R2和R3分别独立为具有1至5个碳原子的烷基；R和R1分别独立为氢或卤素；烷基、烷氧基或烷硫基，其碳原子数为1至18；或苯基和/或取代苯基烷氧基或烷硫基，其碳原子数为1至18。它可以与传统的光敏剂和自由基聚合单体部分配合使用。
• Extension studies on iron(III)-promoted free radical oxidation of anilines: self-coupling and self-bridged assembling reactions
  作者：Jing Pan、Jiaqiang Li、Ruofeng Huang、Xiaohui Zhang、Hang Shen、Yan Xiong、Xiangming Zhu

  DOI：10.1016/j.tet.2015.06.018

  日期：2015.8

  The iron(III)-promoted free radical oxidation of anilines has been further developed. Anilines including those bearing strong electron-withdrawing groups on benzene ring were readily converted into corresponding self-coupling benzidines. With addition of base, the methyl on nitrogen was activated and the free radical oxidations tended to furnish the corresponding self-bridged assembling diaminodiarylmethanes. (C) 2015 Elsevier Ltd. All rights reserved.
• 354. The mechanism of racemisation of 2,2′-di-iodobiphenyl
  作者：Chua Cheung King Ling、Margaret M. Harris

  DOI：10.1039/jr9640001825

  日期：——
• Wittig,G.; Kochendoerfer,E., Chemische Berichte, 1964, vol. 97, p. 741 - 746
  作者：Wittig,G.、Kochendoerfer,E.

  DOI：——

  日期：——
• Photopolymerizable compositions featuring novel amine accelerator for improved color stability and reduced polymerization stress thereby
  申请人：Jin Xiaoming

  公开号：US20080306179A1

  公开（公告）日：2008-12-11

  A photopolymerization accelerator composition improving color stability and controlling polymerization shrinkage stress of cured resin and/or the resulting composite paste thereby feature by tertiary twisted biphenyldiamine with the general formula I: R2 and R3 are each independently alkyl having from 1 to 5 carbon atoms; R and R1 are each independently hydrogen or halogen; alkyl alkoxy, or alkylthio having from 1 to 18 carbon atoms; or phenyl and/or substituted phenyl alkoxy, or alkylthio having from 1 to 18 carbon atoms. It can be used in part with conventional photosensitizers and radically polymerizable monomers.