2,2'-(phenylmethylene)bis(1,4-dimethylbenzene)

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2,2'-(phenylmethylene)bis(1,4-dimethylbenzene)
• 英文别名: 1,1'-(phenylmethanediyl)bis(2,5-dimethylbenzene)；1,1'-(phenylmethylene)bis-(2,5-dimethylbenzene)；bis-(2,5-dimethyl-phenyl)-phenyl-methane；Bis-(2,5-dimethyl-phenyl)-phenyl-methan；2-[(2,5-Dimethylphenyl)-phenylmethyl]-1,4-dimethylbenzene
• 化学式: C₂₃H₂₄
• 分子量: 300.444
• InChiKey: XIJOVMUMTGKEKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  bis(2,5-dimethylphenyl)methanone 在 氢氧化钾 、 phosphorus pentoxide 、 锌 作用下， 生成 2,2'-(phenylmethylene)bis(1,4-dimethylbenzene)
  参考文献：
  名称：

  Current mechanisms in VLWIR Hg1−xCdxTe photodiodes

  摘要：

  VLWIR (lambda (c) similar to 15 mum to 17 ym at 78 K) detectors have been characterized as a function of temperature to determine the dominant current mechanisms impacting detector performance. I-d - V-d curves indicate that VLWIR detectors are diffusion limited in reverse and near zero bias voltages down to temperatures in the 40 K range. At 30 K the detectors are limited by tunneling currents in reverse bias. Since the detectors are diffusion limited near zero bias down to 40 K, the R(o)A(imp) versus temperature data represents the diffusion current performance of the detector as a function of temperature. The detector spectral response measurement and active layer thickness are utilized to calculate the HgCdTe layer x value and the optical activation energy E-a optical. The activation energy, E-a electrical, Obtained from the measured diffusion limited R(o)A(imp) versus temperature data is not equal to the activation energy, E-a optical, obtained from the spectral response measurement for all x values measured. E-a electrical = beta* E-a optical, where beta ranges between 0.64 and 1.0 For cutoff wavelengths in the less than or equal to 9 mum at 78 K, E-a electrical = E-a optical. E-a electrical = 0.65* E-a optical have been measured for lambda (c) = 17 mum at 78 K detectors. As the band gap energy decreases to values in the range of 70 meV and lower, it is reasonable to expect a more dominant role of band tailing effects on the transport properties of the material system. In such a picture, one would expect the optical band gap to be unmodified, whereas the intrinsic concentration could be enhanced from its value for the ideal semiconductor. Such a picture could explain the observed behavior. Further probing experiments and modeling efforts will help clarify the physics of this behavior.

  DOI：

  10.1007/bf02665838

文献信息

• Microwave-Assisted Nafion-H Catalyzed Friedel–Crafts Type Reaction of Aromatic Aldehydes with Arenes: Synthesis of Triarylmethanes
  作者：Surya G. K. Prakash、Gabriella Fogassy、George A. Olah

  DOI：10.1007/s10562-010-0406-0

  日期：2010.9

  A new solid acid Nafion-H, a perfluorinated sulfonic acid resin, catalyzed microwave-assisted synthesis of triarylmethanes is described. Various benzaldehydes react readily with arenes to provide the corresponding triarylmethanes in good to excellent yields. The reactions were carried out under solvent free conditions under microwave irradiation in a pressure vessel. The solvent free microwave irradiation

  描述了一种新的固体酸 Nafion-H，一种全氟磺酸树脂，催化微波辅助合成三芳基甲烷。各种苯甲醛很容易与芳烃反应，以良好到极好的收率提供相应的三芳基甲烷。反应在无溶剂条件下在微波辐射下在压力容器中进行。与在压力管中进行的传统加热方法相比，无溶剂微波辐射方法似乎是一种环境友好的合成方案，可在明显更短的反应时间内提供产品。
• 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。
• BF₃−H₂O Catalyzed Hydroxyalkylation of Aromatics with Aromatic Aldehydes and Dicarboxaldehydes: Efficient Synthesis of Triarylmethanes, Diarylmethylbenzaldehydes, and Anthracene Derivatives
  作者：G. K. Surya Prakash、Chiradeep Panja、Anton Shakhmin、Eric Shah、Thomas Mathew、George A. Olah

  DOI：10.1021/jo901668j

  日期：2009.11.20

  arenes with aromatic aldehydes. This reaction has been extended to aromatic dialdehydes, such as terephthalic dicarboxaldehyde and isoterephthalic dicarboxaldehyde, for the efficient synthesis of diarylmethylbenzaldehydes, which are useful synthons for various organic transformations. Further, successful one step convergent synthesis of various synthetically useful anthracene derivatives from phthalaldehyde

  发现BF 3-一水合物是一种有效的强酸催化剂，以及一种适用于芳烃与芳族醛的羟烷基化的有效的原溶剂化介质。为了有效合成二芳基甲基苯甲醛，该反应已扩展至芳族二醛，例如对苯二甲醛和异对苯二甲醛，它们对于各种有机转化都是有用的合成子。此外，还成功地完成了由邻苯二甲醛聚合合成各种有用的蒽衍生物的步骤。BF 3 -H 2 O价格便宜，可作为非氧化性强质子酸/超酸的有效替代品。
• Niobium Pentachloride Mediated (Hetero)aromatic Aldehyde Friedel–Crafts Hydroxyalkylation with Arenes: An Efficient Strategy to Synthesize Triarylmethanes
  作者：Shirley M. M. Rodrigues、Daniel Previdi、Giovanni S. Baviera、Alexandre A. Matias、Paulo M. Donate

  DOI：10.1055/s-0037-1610727

  日期：2019.12

  his 75th birthday. Abstract Niobium pentachloride is an efficient and useful Lewis acid to conduct Friedel–Crafts hydroxyalkylation between arenes and (hetero)aromatic aldehydes, to generate triarylmethanes. This practical methodology offers several advantages, such as short reaction time, mild experimental conditions, and excellent yields. Niobium pentachloride is an efficient and useful Lewis acid

  本文献给毛里西奥·戈麦斯康斯坦丁诺教授在他的75之际个生日。 抽象的 五氯化铌是一种有效且有用的路易斯酸，可在芳烃和（杂）芳族醛之间进行Friedel-Crafts羟烷基化反应，生成三芳基甲烷。这种实用的方法具有许多优势，例如反应时间短，温和的实验条件和优异的收率。 五氯化铌是一种有效且有用的路易斯酸，可在芳烃和（杂）芳族醛之间进行Friedel-Crafts羟烷基化反应，生成三芳基甲烷。这种实用的方法具有许多优势，例如反应时间短，温和的实验条件和优异的收率。
• A simple access to triarylmethane derivatives from aromatic aldehydes and electron-rich arenes catalyzed by FeCl3
  作者：Zhongxian Li、Zheng Duan、Jianxun Kang、Huaiqiu Wang、Liujian Yu、Yangjie Wu

  DOI：10.1016/j.tet.2007.11.080

  日期：2008.2

  Under 'open-flask' and mild conditions, arenes condense smoothly with aromatic aldehydes in the presence of catalytic amount of FeCl3. The reaction tolerated a variety of substitutions and functional groups. This method provides a facile and direct access to symmetrical and unsymmetrical triarylmethane derivatives. (C) 2007 Elsevier Ltd. All rights reserved.