1,1'-(苯基亚甲基)二(2,4,6-三甲氧基苯) | 54921-79-8

• 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: 1,1'-(苯基亚甲基)二(2,4,6-三甲氧基苯)
• 英文名称: 2,2'-(phenylmethylene)bis(1,3,5-trimethoxybenzene)
• 英文别名: bis(2,4,6-trimethoxyphenyl)phenylmethane；Benzene, 1,1'-(phenylmethylene)bis[2,4,6-trimethoxy-；1,3,5-trimethoxy-2-[phenyl-(2,4,6-trimethoxyphenyl)methyl]benzene
• CAS: 54921-79-8
• 化学式: C₂₅H₂₈O₆
• 分子量: 424.494
• InChiKey: BYCFNDZKRBSPIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  1,1'-(苯基亚甲基)二(2,4,6-三甲氧基苯) 在 lead dioxide 、 溶剂黄146 作用下， 生成 Hydroxy-phenyl-bis-(2,4,6-trimethoxy-phenyl)-methan
  参考文献：
  名称：

  Lifschitz, Recueil des Travaux Chimiques des Pays-Bas, 1934, vol. 53, p. 191,194

  摘要：

  DOI：
• 作为产物：
  描述：

  苯甲醛 在 iron(III) chloride 、 三氟化硼乙醚 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 5.0h， 生成 1,1'-(苯基亚甲基)二(2,4,6-三甲氧基苯)
  参考文献：
  名称：

  Lewis acid-mediated mono- and bis-addition of C -nucleophiles to 1,3-dioxolan-4-ones

  摘要：

  The reactions of 1,3-dioxolan-4-ones, readily available from a-hydroxy acids and aldehydes, with C-nucleophiles are described. Two possible reaction pathways resulting in O-substituted acids and tri-(hetero)arylmethanes are shown. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2018.06.060

文献信息

• Catalytic selective bis-arylation of imines with anisole, phenol, thioanisole and analogues
  作者：Cong-Rong Liu、Man-Bo Li、Cui-Feng Yang、Shi-Kai Tian

  DOI：10.1039/b800066b

  日期：——

  The first highly efficient double Friedel–Crafts reaction of N-tosyl imines with anisole, phenol, thioanisole and analogues has been developed to produce the corresponding symmetric diarylmethanes and triarylmethanes with high regioselectivity in the presence of a catalytic amount of Bi2(SO4)3–TMSCl at room temperature.

  首次开发了一种高效的N-甲苯磺酰亚胺与茴香醚、苯酚、硫代茴香醚及其类似物的双弗里德尔-克拉夫茨反应，在室温下，使用催化量的Bi2(SO4)3-TMSCl，以高区域选择性制备相应的对称二芳基甲烷和三芳基甲烷。
• Chemoselective Nucleophilic Functionalizations of Aromatic Aldehydes and Acetals via Pyridinium Salt Intermediates
  作者：Takahiro Kawajiri、Maho Kato、Hiroki Nakata、Ryota Goto、Shin-yo Aibara、Reiya Ohta、Hiromichi Fujioka、Hironao Sajiki、Yoshinari Sawama

  DOI：10.1021/acs.joc.8b02965

  日期：2019.4.5

  synthesizing the target molecules. The perfect chemoselectivity between aromatic and aliphatic aldehydes is difficult to achieve by the previous methods. The aromatic aldehyde-selective nucleophilic addition in the presence of aliphatic aldehydes was newly accomplished. Namely, the aromatic aldehyde-selective nucleophilic addition using arenes and allyl silanes proceeded in the presence of trialkylsilyl

  新型化学选择性功能化的发展可以使合成靶分子的策略多样化。用以前的方法很难达到芳族和脂族醛之间的完美化学选择性。新近完成了在脂肪族醛存在下的芳香族醛选择性亲核加成反应。即，使用芳烃和烯丙基硅烷的芳族醛选择性亲核加成在三烷基甲硅烷基三氟甲磺酸酯和2,2'-联吡啶基的存在下进行，而脂族醛完全保持不变。衍生自芳族醛的反应性吡啶鎓盐类中间体经过化学选择性亲核取代。而且，作为保护醛的芳香族缩醛可以直接转化为类似的吡啶鎓盐中间体，
• Efficient Condensation Reactions of Electron-Rich Arenes with Aldehydes and Enals Promoted by Gold(III) Chloride: Practical Synthesis of Triaryl- and Triheteroarylmethanes and Related Compounds
  作者：Vijay Nair、N. Vidya、K. Abhilash

  DOI：10.1055/s-2006-950209

  日期：2006.11

  Electron-rich arenes undergo gold(III) catalyzed condensation reactions with aldehydes and enals to afford bis- and tris-addition products, respectively, in high yields.

  富电子芳烃与醛和烯醛发生金 (III) 催化缩合反应，分别以高产率提供双加成和三加成产物。
• B(C6F5)3: an efficient catalyst for reductive alkylation of alkoxy benzenes and for synthesis of triarylmethanes using aldehydes
  作者：S. Chandrasekhar、Sanjida Khatun、G. Rajesh、Ch. Raji Reddy

  DOI：10.1016/j.tetlet.2009.09.085

  日期：2009.12

  Tris(pentafluorophenyl)borane [B(C6F5)3] has been used as an efficient catalyst for reductive alkylation of alkoxy benzenes using aldehydes as an alkylating agent in the presence of polymethylhydrosiloxane (PMHS). Various alkylated trimethoxybenzene derivatives have been prepared in good to high yields. In addition, B(C6F5)3 was also used as a catalyst for the reaction of electron-rich arenes with aldehydes

  三（五氟苯基）硼烷[B（C 6 F 5）3 ]已被用作在聚甲基氢硅氧烷（PMHS）存在下使用醛作为烷基化剂的烷氧基苯还原烷基化的有效催化剂。各种烷基化的三甲氧基苯衍生物已经以高到高的产率制备。另外，B（C 6 F 5）3也用作富电子芳烃与醛反应以获得三芳基甲烷的催化剂。还已经证明了使用还原烷基化方案合成异色满和四氢异喹啉衍生物。
• A rapid, highly efficient, and general protocol for the synthesis of functionalized triarylmethanes: a straightforward access for the synthesis of (−)-tatarinoid C
  作者：B. Madhu Babu、Pramod B. Thakur、N. Nageswara Rao、G. Santosh Kumar、H.M. Meshram

  DOI：10.1016/j.tetlet.2014.01.107

  日期：2014.3

  functionalized triarylmethane is described by the Friedel–Crafts alkylation of methoxybenzenes with a variety of aldehydes in the presence of BF3·OEt2. The generality of the method is demonstrated by screening a variety of di- or tri-substituted arenes as well as substituted aromatic, heteroaromatic, and aliphatic aldehydes. (−)-Tatarinoid C is synthesized in a single step following the same protocol.

  在BF 3 ·OEt 2的存在下，甲氧基苯与多种醛的弗瑞德-克来福特烷基化反应，描述了一种快速，有效，方便的官能化三芳基甲烷的合成方法。该方法的普遍性通过筛选各种二取代或三取代的芳烃以及取代的芳族，杂芳族和脂族醛来证明。按照相同的协议，一步合成（-）-他汀类化合物C。