bis-(2,4-dimethyl-phenyl)methane | 32588-46-8

• 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: bis-(2,4-dimethyl-phenyl)methane
• 英文别名: Bis-(2,4-dimethyl-phenyl)-methane；1-[(2,4-dimethylphenyl)methyl]-2,4-dimethylbenzene
• CAS: 32588-46-8
• 化学式: C₁₇H₂₀
• 分子量: 224.346
• InChiKey: YKFHEULXQNPVRH-UHFFFAOYSA-N

物化性质

• 熔点：
  127 °C
• 沸点：
  140-142 °C(Press: 3 Torr)
• 密度：
  0.958±0.06 g/cm3(Predicted)
• 保留指数：
  1822;1823

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  bis-(2,4-dimethyl-phenyl)methane 在 氢气 、 镍 、 钨 作用下， 450.0 ℃ 、1.86 MPa 条件下， 生成 1,2,4-三甲基苯
  参考文献：
  名称：

  Production of aromatic compounds

  摘要：

  公开号：

  US02819322A1
• 作为产物：
  描述：

  2,2-bis(2,4-dimethylphenyl)-1,3-dithiane 在 N,N,N',N'-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a;2',1'-c][1,4]diazepine-2,12-diamine 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以35.1 mg的产率得到bis-(2,4-dimethyl-phenyl)methane
  参考文献：
  名称：

  超电子给体介导的还原性脱硫反应†

  摘要：

  描述了通过吡啶衍生的电子供体对硫缩醛和硫醚的脱硫。这种方法可以高效地获得高产率的还原产物，并且不需要使用过渡金属，元素碱金属或氢原子供体。

  DOI：

  10.1039/c9cc06775b

文献信息

• Decarbonylative Diarylation of α-Methoxyacetic Acid Yielding Diarylmethanes Mediated by Lewis Acid and Trifluoroacetic Anhydride
  作者：Takashi Jobashi、Tetsuo Hino、Katsuya Maeyama、Hiroyuki Ozaki、Kenji Ogino、Noriyuki Yonezawa

  DOI：10.1246/cl.2005.860

  日期：2005.6

  Reaction of α-methoxyacetic acid with aromatic compounds in the presence of trifluoroacetic anhydride and Lewis acid has been found to give diarylmethanes. Some of the intermediates in this transformation have been identified via direct observation by 1H and 13C NMR spectroscopy. The reaction route has been clarified as follows: a mixed acid anhydride is formed from α-methoxyacetic acid and trifluoroacetic anhydride, which gives a hemiacylal type intermediate via decarbonylation followed by successive double electrophilic aromatic substitutions yielding diarylmethanes.

  α-甲氧基乙酸与芳香化合物在三氟乙酸酐和路易斯酸存在下反应，已发现能够生成二芳基甲烷。在这一转化过程中，一些中间体通过直接观察的方式被1H和13C NMR光谱法识别。反应路线阐明如下：α-甲氧基乙酸与三氟乙酸酐反应形成混合酸酐，随后通过去羰基化生成半酰醇类型的中间体，接着进行连续的双重电亲电芳香取代，最终生成二芳基甲烷。
• Structural requirements for decarbonylative α,α-diarylation reaction of 2-methoxyalkanoic acids in phosphorus pentoxide-methanesulfonic acid mixture yielding 1,1-diarylalkane homologs
  作者：Noriyuki Yonezawa、Tetsuo Hino、Yoshimi Tokita、Kazuhisa Matsuda、Tomiki Ikeda

  DOI：10.1016/s0040-4020(97)00996-4

  日期：1997.10

  2-Methoxyalkanoic acids were found to undergo consecutive decarbonylative α,α-diarylation in P2O5-MsOH instead of Friedel-Crafts type arylation on the carbonyl carbon. The influence of the substituents of the arenes and the carboxylic acids in this reaction was elucidated based on the reaction yields. The reaction behavior was found to be primarily governed by the electron-withdrawing/releasing property

  发现2-甲氧基链烷酸在P 2 O 5 -MsOH中经历连续的脱羰基α，α-二芳基化，而不是在羰基碳上进行Friedel-Crafts型芳基化。基于反应产率，阐明了芳烃和羧酸的取代基在该反应中的影响。发现反应行为主要受羧酸上α-取代基的吸电子/释放性能以及芳烃的正种接受能力支配。已显示出空间位阻参与确定反应的可行性，并将其作为次要因素。
• Functional Ionic Liquids as Efficient and Recyclable Catalysts for the Methylation of Formaldehyde with Aromatics
  作者：Heyuan Song、Fuxiang Jin、Ronghua Jin、Meirong Kang、Zhen Li、Jing Chen

  DOI：10.1007/s10562-016-1750-5

  日期：2016.7

  Methylation of formaldehyde with various aromatics under functional ionic liquids catalysis has been developed. Among the ionic liquids investigated, triphenyl-(4-sulfobutyl)-phosphonium triflate ([TTPBs][CF3SO3]) showed high activity and afforded excellent yields of diarylmethane derivatives. A mechanism for the catalytic performance of [TTPBs][CF3SO3] is proposed. Besides, the catalyst can simply

  已经开发了在功能性离子液体催化下甲醛与各种芳烃的甲基化。在所研究的离子液体中，三苯基-(4-磺丁基)-鏻三氟甲磺酸盐 ([TTPBs][CF3SO3]) 显示出高活性并提供了优异的二芳基甲烷衍生物收率。提出了[TTPBs][CF3SO3]催化性能的机制。此外，该催化剂可以通过离心简单地从反应混合物中分离出来，并且可以循环使用十次，而没有明显的活性损失。 图文摘要 使用高效且可回收的功能性离子液体作为催化剂，通过甲醛与芳烃的甲基化成功合成了二芳基甲烷衍生物，收率极好和选择性是在无溶剂条件下获得的。该催化剂至少连续重复使用十次，其催化活性没有明显损失。同时，探索了催化剂的可用性。
• Shapiro, I. I.; Ranneva, Yu. I.; Shatenshtein, A. I., Journal of general chemistry of the USSR, 1981, vol. 51, p. 2191 - 2195
  作者：Shapiro, I. I.、Ranneva, Yu. I.、Shatenshtein, A. I.

  DOI：——

  日期：——
• Identification of alkylarene chloromethylation products using gas-chromatographic retention indices
  作者：I. G. Zenkevich、A. A. Makarov

  DOI：10.1134/s1070363207040196

  日期：2007.4

  Gas-chromatographic retention indices on standard nonpolar polydimethylsiloxane stationary phases allow identification of products formed by known organic reactions even without using mass-spectrometric data. The efficiency of this approach was demonstrated by the example of identification of previously uncharacterized chloromethyl derivatives of alkylarenes, including structural isomers of compounds containing several chloromethyl groups, directly in reaction mixtures. Chromatographic analysis of such reaction mixtures allows identification of positional isomers of the starting alkylarenes even when they are present simultaneously. The retention indices were determined for the first time for more than 50 alkyl-(chloromethyl)arenes, by-products of chloromethylation, and chloromethyl derivatives of the simplest alkyl phenyl ketones.

表征谱图