1-二苯甲基-2,4-二甲基苯 | 6944-21-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 1-二苯甲基-2,4-二甲基苯
• 英文名称: ((2,4-dimethylphenyl)methylene)dibenzene
• 英文别名: 1-Benzhydryl-2,4-dimethylbenzene
• CAS: 6944-21-4
• 化学式: C₂₁H₂₀
• 分子量: 272.39
• InChiKey: YLGXLHDFBULXJH-UHFFFAOYSA-N

物化性质

• 熔点：
  60.2-60.9 °C(Solv: ethanol (64-17-5))
• 沸点：
  387.5±37.0 °C(Predicted)
• 密度：
  1.026±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-二苯甲基-2,4-二甲基苯 在 chromium(III) oxide 、 硫酸 作用下， 生成 3-oxo-1,1-diphenyl-phthalan-5-carboxylic acid
  参考文献：
  名称：

  Hemilian, Chemische Berichte, 1886, vol. 19, p. 3062,3067

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯甲醇 在 硫酸 、 溶剂黄146 、 间二甲苯 作用下， 生成 1-二苯甲基-2,4-二甲基苯
  参考文献：
  名称：

  Diphenylcarbinylation of Methylbenzenes Using Sulfuric Acid¹

  摘要：

  DOI：

  10.1021/ja01638a060

文献信息

• Superacid BF₃–H₂O promoted benzylation of arenes with benzyl alcohols and acetates initiated by trace water
  作者：Shuting Zhang、Xiaohui Zhang、Xuege Ling、Chao He、Ruofeng Huang、Jing Pan、Jiaqiang Li、Yan Xiong

  DOI：10.1039/c4ra04059g

  日期：——

  An efficient in situ prepared superacid BF₃–H₂O promoted benzylation of arenes using benzyl alcohols and acetates achieves various diarylalkanes.

  一种高效的原位制备的超强酸BF3-H2O促进的芳烃苄基化反应，使用苄醇和醋酸酯制备各种二芳基烷烃。
• Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF3–H2O
  作者：Yu Li、Yan Xiong、Xueming Li、Xuege Ling、Ruofeng Huang、Xiaohui Zhang、Jianchun Yang

  DOI：10.1039/c4gc00005f

  日期：——

  An efficient and environmentally friendly benzylation of arenes with benzyl ethers as benzyl donors using BF3–Et2O to generate in situ the superacid BF3–H2O as an efficient promotor has been described. A wide variety of functional groups have been investigated and found to be compatible to give the desired diarylmethanes in yields of up to 99%. The crucial role of the moisture content in this transformation has been demonstrated by detailed investigations.

  一种高效且环保的芳烃苄基化反应，采用苄基醚作为苄基供体，并使用BF3–Et2O原位生成超酸BF3–H2O作为高效促进剂。研究发现多种功能团具有良好的兼容性，能够获得最高达99%的期望二芳基甲烷产率。通过详细的研究，证明了水分含量在这一转化过程中的关键作用。
• Direct alkylation of aromatics using alcohols in the presence of NaHSO4/SiO2
  作者：Yuta Sato、Tadashi Aoyama、Toshio Takido、Mitsuo Kodomari

  DOI：10.1016/j.tet.2012.06.063

  日期：2012.9

  Simple and efficient procedure for alkylation of aromatics from alcohols in the presence of NaHSO4/SiO2 was developed. Various triaryl methanes were obtained in good yields in short reaction time. For instance the reaction of mesitylene with benzhydrol in the presence of NaHSO4/SiO2 gave the corresponding triaryl methane in a quantitative yield. NaHSO4/SiO2 was regenerated by simple treatment and could

  在NaHSO 4 / SiO 2的存在下，开发了一种简单有效的从醇类将芳烃烷基化的方法。在短的反应时间内以高收率获得了各种三芳基甲烷。例如，在NaHSO 4 / SiO 2的存在下，1，3，5-三甲基苯与苯甲醇的反应以定量收率得到了相应的三芳基甲烷。NaHSO 4 / SiO 2通过简单处理即可再生，可以循环使用八次而不会损失活性。
• Transition metal-promoted reactions
  作者：Tien-Yau Luh、Kim Sze Lee、S.W. Tam

  DOI：10.1016/s0022-328x(00)90019-6

  日期：1981.10

  Upon treatment with Fe(CO)5 in an aromatic hydrocarbon solvent aromatic acid chlorides gave an mixture of triarlmethane and tetraarylethane. The reaction may proceed via benzaldehyde and diarylmethanol intermediates. A free radical mechanism is proposed.

  在芳族烃溶剂中用Fe（CO）5处理后，芳族酰氯得到三芳基甲烷和四芳基乙烷的混合物。该反应可以通过苯甲醛和二芳基甲醇中间体进行。提出了一种自由基机制。
• Benzylation of arenes with benzyl halides synergistically promoted by in situ generated superacid boron trifluoride monohydrate and tetrahaloboric acid
  作者：Ruofeng Huang、Xiaohui Zhang、Jing Pan、Jiaqiang Li、Hang Shen、Xuege Ling、Yan Xiong

  DOI：10.1016/j.tet.2015.01.037

  日期：2015.3

  To examine the assembly methodology of diarylmethanes, a benzylation of (hetero)arenes with benzyl halides has been developed and various diarylmethanes were furnished with yields of up to 98% and regioselectivities of up to >99%. The complexation of the by-product halogen hydride with BF3 center dot OEt2 generated the Bronsted acid BF3 center dot HX (HBF3X, X=Cl or Br) in situ to synergistically promote the benzylation. (C) 2015 Elsevier Ltd. All rights reserved.