2-(3-bromobenzyl)-1,4-dimethylbenzene

• 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-(3-bromobenzyl)-1,4-dimethylbenzene
• 英文别名: 2-[(3-Bromophenyl)methyl]-1,4-dimethylbenzene；2-[(3-bromophenyl)methyl]-1,4-dimethylbenzene
• 化学式: C₁₅H₁₅Br
• 分子量: 275.188
• InChiKey: NHCXHJNDTJNMEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  对二甲苯 、 3-溴苄溴 在 indium(III) chloride 、 4 A molecular sieve 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以98%的产率得到2-(3-bromobenzyl)-1,4-dimethylbenzene
  参考文献：
  名称：

  Intermolecular Friedel–Crafts reaction catalyzed by InCl3

  摘要：

  Our recent discovery that In(III) salts were able to activate halides catalytically under mild conditions for the intermolecular Friedel-Crafts cyclization prompted us to explore this highly efficient activation in intermolecular Friedel-Crafts reactions. The alkylation of p-xylene with allylic and benzylic halides was demonstrated under catalytic and mild condition to afford in some cases quantitative yields of the monoalkylated products without the need to employ large excesses of reactants. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.08.011

文献信息

• In situ activation of benzyl alcohols with XtalFluor-E: formation of 1,1-diarylmethanes and 1,1,1-triarylmethanes through Friedel–Crafts benzylation
  作者：Justine Desroches、Pier Alexandre Champagne、Yasmine Benhassine、Jean-François Paquin

  DOI：10.1039/c4ob02655a

  日期：——

  The Friedel–Crafts benzylation of arenes using benzyl alcohols activated in situ with XtalFluor-E is described. A wide range of 1,1-diarylmethanes and 1,1,1-triarylmethanes were prepared under experimentally simple and mild conditions, without the need for a transition metal or a strong Lewis acid. Notably, the reactivity observed demonstrates the potential of XtalFluor-E to induce C–OH bond ionization

  描述了使用用XtalFluor-E原位活化的苯甲醇对芳烃进行的Friedel-Crafts苄基化。在实验上简单温和的条件下，无需过渡金属或强路易斯酸，即可制备各种1,1,1-二芳基甲烷和1,1,1-三芳基甲烷。值得注意的是，观察到的反应性表明XtalFluor-E可能诱导苄醇的C-OH键电离和S N 1反应性。
• Intermolecular Friedel–Crafts reaction catalyzed by InCl3
  作者：Miho Kaneko、Ryuji Hayashi、Gregory R. Cook

  DOI：10.1016/j.tetlet.2007.08.011

  日期：2007.10

  Our recent discovery that In(III) salts were able to activate halides catalytically under mild conditions for the intermolecular Friedel-Crafts cyclization prompted us to explore this highly efficient activation in intermolecular Friedel-Crafts reactions. The alkylation of p-xylene with allylic and benzylic halides was demonstrated under catalytic and mild condition to afford in some cases quantitative yields of the monoalkylated products without the need to employ large excesses of reactants. (c) 2007 Elsevier Ltd. All rights reserved.