1,3-dimethyl-5-(2,6-dimethylphenoxy)benzene

• 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: 1,3-dimethyl-5-(2,6-dimethylphenoxy)benzene
• 英文别名: 2,3',5',6-tetramethyldiphenyl ether；2-(3,5-Dimethylphenoxy)-1,3-dimethylbenzene；1-(2,6-dimethylphenoxy)-3,5-dimethylbenzene
• 化学式: C₁₆H₁₈O
• 分子量: 226.318
• InChiKey: UMFJHBNQOMHSJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,3-二甲基-2-碘苯 、 3,5-二甲基苯酚 在 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以36%的产率得到1,3-dimethyl-5-(2,6-dimethylphenoxy)benzene
  参考文献：
  名称：

  Cu^I–USY as a Ligand-Free and Recyclable Catalytic System for the Ullmann-Type Diaryl Ether Synthesis

  摘要：

  The catalytic potential of copper(I)-exchanged zeolites was evaluated in the Ullmann-type synthesis of diaryl ethers. Among four investigated zeolites (i.e., USY, MOR, beta, and ZSMS), Cu-I-USY was the best catalyst and proved efficient under ligand-free conditions in toluene at 120 degrees C. Cu-I-USY was also easy to recover and was recyclable up to five times without significant loss of activity.

  DOI：

  10.1021/acs.orglett.5b02167

文献信息

• Novel Electron-Rich Bulky Phosphine Ligands Facilitate the Palladium-Catalyzed Preparation of Diaryl Ethers
  作者：Attila Aranyos、David W. Old、Ayumu Kiyomori、John P. Wolfe、Joseph P. Sadighi、Stephen L. Buchwald

  DOI：10.1021/ja990324r

  日期：1999.5.1

  A general method for the palladium-catalyzed formation of diaryl ethers is described. Electron-rich, bulky aryldialkylphosphine ligands, in which the two alkyl groups are either tert-butyl or 1-adamantyl, are the key to the success of the transformation. A wide range of electron-deficient, electronically neutral and electron-rich aryl bromides, chlorides, and triflates can be combined with a variety

  描述了钯催化形成二芳基醚的一般方法。富含电子的、庞大的芳基二烷基膦配体，其中两个烷基是叔丁基或 1-金刚烷基，是转化成功的关键。使用氢化钠或磷酸钾作为碱，在 100 °C 的甲苯中，可以将各种缺电子、电子中性和富电子的芳基溴化物、氯化物和三氟甲磺酸酯与各种酚结合。膦配体庞大而碱性的性质被认为是提高二芳基醚从钯中还原消除的速率的原因。
• Phosphazene P4-But base for the Ullmann biaryl ether synthesis
  作者：Claudio Palomo、Mikel Oiarbide、Rosa López、Enrique Gómez-Bengoa

  DOI：10.1039/a805783d

  日期：——

  In the presence of phosphazene P4-But base and CuBr, aryl halides couple with phenols to give biaryl ethers at ca. 100 °C

  在磷氮化合物P4-But碱和CuBr的存在下，芳香卤化物与酚类反应，生成双芳香醚，反应温度约为100°C。
• Process for preparing polyarylene thioethers
  申请人：SEISAN KAIHATSU KAGAKU KENKYUSHO

  公开号：EP0440106A2

  公开（公告）日：1991-08-07

  Polyarylene thioethers are easily prepared by an oxidative polymerization of an aromatic compound of the formula (I) wherein R¹, R², R³ and R⁴ are each independently a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group, and Y is a hydrogen atom or a group of the formula (II) wherein R⁵, R⁶, R⁷ and R⁸ are each independently a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group and X is -O-, -S-, a methylene group or an ethylene group with a sulfidizing agent in the presence of an acid and an oxidizing agent, or in the presence of an acid, a catalyst for oxidative polymerization and oxygen, or in the presence of a Friedel-Crafts catalyst.

  通过式 (I) 的芳香族化合物的氧化聚合可轻松制备聚芳硫醚，式 (I) 中 R¹、R²、R³ 和 R⁴ 各自独立地为氢原子、卤素原子、低级烷基或低级烷氧基，Y 为氢原子或式 (II) 的基团，式 (II) 中 R⁵、R⁶、 R⁵、R⁶、R⁷ 和 R⁸ 各自独立地为氢原子、卤素原子、低级烷基或低级烷氧基，X 为-O-、-S-、亚甲基或亚乙基，在有酸和氧化剂存在下，或在有酸、氧化聚合催化剂和氧存在下，或在有 Friedel-Crafts 催化剂存在下，加入硫化剂。
• Synthesis of diaryl ethers through the copper-catalyzed arylation of phenols with aryl halides using microwave heating
  作者：Huan He、Yong-Jin Wu

  DOI：10.1016/s0040-4039(03)00703-2

  日期：2003.4

  The copper-catalyzed arylation of phenols with a variety of aryl halides using microwave heating is described. (C) 2003 Elsevier Science Ltd. All rights reserved.
• A General Copper-Catalyzed Synthesis of Diaryl Ethers
  作者：Jean-François Marcoux、Sven Doye、Stephen L. Buchwald

  DOI：10.1021/ja971901j

  日期：1997.10.1