N,N-Diisopropyl-3-phenylaniline | 110966-08-0

• 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-Diisopropyl-3-phenylaniline
• 英文别名: 3-(diisopropylamino)biphenyl；3-phenyl-N,N-di(propan-2-yl)aniline
• CAS: 110966-08-0
• 化学式: C₁₈H₂₃N
• 分子量: 253.387
• InChiKey: COYJFMNWLVSCKX-UHFFFAOYSA-N

物化性质

• 沸点：
  382.7±21.0 °C(Predicted)
• 密度：
  0.976±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  三氟甲磺酸4-联苯基酯 、 二异丙胺 在 正丁基锂 作用下， 生成 N,N-Diisopropyl-3-phenylaniline 、 4-(diisopropylamino)biphenyl
  参考文献：
  名称：

  Benzyne generation from aryl triflates

  摘要：

  The use of aryl triflates to form arynes as reactive intermediates is described. This allows the first general use of phenols as aryne precursors. Phenyl triflate reacts with LDA at - 78-degrees-C to form benzyne, which then reacts with diisopropylamine generating N,N-diisopropylaniline. Yields of diisopropylarylamines from aryne intermediates are superior to those previously reported. Regioisomeric ratios are similar to those obtained with use of other benzyne precursors.

  DOI：

  10.1021/jo00006a016

文献信息

• The anionic thia-Fries rearrangement of aryl triflates
  作者：Jonathan P. H. Charmant、Alan M. Dyke、Guy C. Lloyd-Jones

  DOI：10.1039/b210648e

  日期：2003.1.23

  Aryl triflates undergo LDA-mediated rearrangement to generate o-hydroxyaryl trifluoromethylsulfones. In some cases, partitioning between rearrangement and aryne generation can be controlled.

  芳基三氟甲磺酸酯经历LDA介导的重排，生成邻羟基芳基三氟甲基砜。在某些情况下，可以控制重排和芳烃生成之间的分配。
• Thermal and Photochemical Electron-Transfer Reactions of 4-Chlorobiphenyl with Lithium Diisopropylamides and Diisopropylamine
  作者：Yoshio Tanaka、Kazuo Tsujimoto、Mamoru Ohashi

  DOI：10.1246/bcsj.60.788

  日期：1987.2

  A reaction of 4-chlorobiphenyl with lithium diisopropylamide in a polar solvent gave 3- and 4-(diisopropylamino)biphenyl together with biphenyl, similar to the case of photoinduced reactions of 4-chlorobiphenyl with diisopropylamine. A common electron-transfer mechanism is proposed.

  4-氯联苯与二异丙基氨基锂在极性溶剂中的反应与联苯一起得到3-和4-（二异丙基氨基）联苯，类似于4-氯联苯与二异丙胺的光诱导反应的情况。提出了一种常见的电子转移机制。
• WICKHAM, PETER P.;HAZEN, KEVIN H.;GUO, HONG;JONES, GARTH;REUTER, KELLY HA+, J. ORG. CHEM., 56,(1991) N, C. 2045-2050
  作者：WICKHAM, PETER P.、HAZEN, KEVIN H.、GUO, HONG、JONES, GARTH、REUTER, KELLY HA+

  DOI：——

  日期：——
• Benzyne generation from aryl triflates
  作者：Peter P. Wickham、Kevin H. Hazen、Hong Guo、Garth Jones、Kelly Hardee Reuter、William J. Scott

  DOI：10.1021/jo00006a016

  日期：1991.3

  The use of aryl triflates to form arynes as reactive intermediates is described. This allows the first general use of phenols as aryne precursors. Phenyl triflate reacts with LDA at - 78-degrees-C to form benzyne, which then reacts with diisopropylamine generating N,N-diisopropylaniline. Yields of diisopropylarylamines from aryne intermediates are superior to those previously reported. Regioisomeric ratios are similar to those obtained with use of other benzyne precursors.