1-benzhydryl-2,5-dimethoxybenzene | 741-74-2

• 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: 1-benzhydryl-2,5-dimethoxybenzene
• 英文别名: (2,5-dimethoxyphenyl)diphenylmethane；((2,5-dimethoxyphenyl)methylene)dibenzene；2-Benzhydryl-1,4-dimethoxybenzene
• CAS: 741-74-2
• 化学式: C₂₁H₂₀O₂
• 分子量: 304.389
• InChiKey: ODVGSALJXFZUHS-UHFFFAOYSA-N

物化性质

• 熔点：
  104 °C
• 沸点：
  436.1±45.0 °C(Predicted)
• 密度：
  1.084±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Hydroxy-diphenyl-(2,6-dimethoxy-phenyl)-methan 以100%的产率得到
  参考文献：
  名称：

  Wada Masanori, Mishima Hisashi, Watanabe Tetsuya, Natsume Satoko, Konishi+, J. Chem. Soc. Chem. Commun, (1993) N 18, S 1462-1463

  摘要：

  DOI：

文献信息

• Tritylium assisted iodine catalysis for the synthesis of unsymmetrical triarylmethanes
  作者：Thibaut Courant、Marine Lombard、Dina V. Boyarskaya、Luc Neuville、Géraldine Masson

  DOI：10.1039/d0ob01502d

  日期：——

  The combined Lewis acid catalytic system, generated from molecular iodine and tritylium tetrafluoroborate effectively catalyzed the Friedel–Crafts (FC) arylation of diarylmethyl sulfides providing an efficient access to various unsymmetrical triarylmethanes. The addition of tritylium and iodine created a more active catalytic system to promote the cleavage of sulfidic C–S bonds.

  由分子碘和四氟硼酸三苯甲基酯生成的组合路易斯酸催化体系有效地催化二芳基甲基硫醚的傅克（FC）芳基化，从而有效地获得各种不对称三芳基甲烷。三苯甲基和碘的添加创造了一个更活跃的催化体系，以促进硫化 C-S 键的断裂。
• Copper-mediated arylation with arylboronic acids: Facile and modular synthesis of triarylmethanes
  作者：H Surya Prakash Rao、A Veera Bhadra Rao

  DOI：10.3762/bjoc.12.49

  日期：——

  A facile and modular synthesis of triarylmethanes was achieved in good yield via a two-step sequence in which the final step is the copper(II)-catalyzed arylation of diarylmethanols with arylboronic acids. By using this protocol a variety of symmetrical and unsymmetrical triarylmethanes were synthesized. As an application of the newly developed methodology, we demonstrate a high-yielding synthesis of the triarylmethane intermediate towards an anti-breast-cancer drug candidate.

  通过一种简便且模块化的方法，成功地合成了三芳基甲烷，收率良好，该方法包括两步反应序列，最后一步是使用铜(II)催化的芳基硼酸酯与二芳基甲醇进行芳基化反应。通过使用这种方法，合成了各种对称和非对称的三芳基甲烷化合物。作为新开发方法的应用，我们展示了一种高产率的合成方法，用于合成三芳基甲烷中间体，以制备一种抗乳腺癌药物候选化合物。
• 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。
• Benzylation of Arenes with Benzyl Halides under Promoter-Free and Additive-Free Conditions
  作者：Xinqiang Cheng、Jiankai Shan、Xinshe Tian、Yun-Lai Ren、Yanyan Zhu

  DOI：10.1002/ejoc.201900590

  日期：2019.7.23

  It was found that benzyl chlorides and bromides could directly react with electron‐rich arenes, which provided an example of promoter‐ and additive‐free benzylation of arenes.

  发现苄基氯和溴化物可以直接与富电子芳烃反应，这为芳烃的无助剂和无添加剂苄基化提供了一个例子。
• Microwave-Accelerated Alkylation of Arenes/Heteroarenes with Benzylic Alcohols Using Antimony(III) Chloride as Catalyst: Synthesis of O-Heterocycles
  作者：Sandip Nayak、Prashant Shukla、Manoj Choudhary

  DOI：10.1055/s-0030-1260795

  日期：2011.7

  An efficient protocol for alkylation of electron-rich arenes/heteroarenes with benzylic alcohols under microwave irradiation using antimony(III) chloride as catalyst has been developed. The mild reaction conditions, high yields, operational simplicity, and applicability to various substrates render the approach a useful route for the synthesis of diaryl/triarylalkane. In addition, a new route for the

  已经开发了一种使用氯化锑 (III) 作为催化剂在微波辐射下用苄醇对富含电子的芳烃/杂芳烃进行烷基化的有效方案。温和的反应条件、高产率、操作简单和适用于各种底物使该方法成为合成二芳基/三芳基烷烃的有用途径。此外，还完成了将邻烯基化苯酚转化为官能化 O-杂环的新途径。