1-(4-甲氧基苯氧基)-3,5-二甲基苯 | 120957-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-甲氧基苯氧基)-3,5-二甲基苯
• 英文名称: 1-(4-methoxyphenoxy)-3,5-dimethylbenzene
• 英文别名: 3',5'-dimethyl-4-methoxydiphenyl ether；3,5-Dimethylphenyl 4-methoxyphenyl ether
• CAS: 120957-65-5
• 化学式: C₁₅H₁₆O₂
• 分子量: 228.291
• InChiKey: NOYYAIONFQKPHC-UHFFFAOYSA-N

物化性质

• 熔点：
  68 °C
• 沸点：
  326.1±30.0 °C(Predicted)
• 密度：
  1.054±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-甲氧基苯氧基)-3,5-二甲基苯 在 氢溴酸 作用下， 生成 4-(3,5-二甲苯氧基)-苯酚
  参考文献：
  名称：

  Walter, Barell-Festschr. S. 266, 268, 273

  摘要：

  DOI：
• 作为产物：
  描述：

  苯酚 在 potassium phosphate 、 copper(ll) sulfate pentahydrate 、 四丁基溴化铵 、 N-carbazol-9-ylpyridine-2-carboxamide 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 36.0h， 生成 1-(4-甲氧基苯氧基)-3,5-二甲基苯
  参考文献：
  名称：

  CuSO4/N-(9H-咔唑-9-基)吡啶酰胺催化(杂)芳基氯与苯酚在水中的C-O偶联

  摘要：

  使用设计的配体N -(9 H -咔唑-9-基)吡啶酰胺 ( L2 )，在 120 °C 的水中开发了（杂）芳基氯与苯酚的 Cu 催化 C-O 偶联。该方法具有良好的底物范围（供电子和吸电子）、低催化剂/配体负载量（低至1 mol%）以及优异的可扩展性和实用性。

  DOI：

  10.1021/acs.orglett.4c02620

文献信息

• N-Picolinamides as ligands in Ullman type C–O coupling reactions
  作者：Fehmi Damkaci、Cihad Sigindere、Thomas Sobiech、Erik Vik、Joshua Malone

  DOI：10.1016/j.tetlet.2017.07.099

  日期：2017.9

  modified Ullmann coupling reactions creating C–O bonds, including diaryl ethers or phenols, are vital to organic synthesis. Synthesized N-phenyl-2-pyridinecarboxamide and its derivatives were used as ligands in conjunction with catalytic copper sources in the formation of various diaryl ethers and phenols. Various aryl and heteroaryl halides with electron donating and withdrawing groups were reacted with

  铜催化的修饰的Ullmann偶联反应产生C–O键，包括二芳基醚或苯酚，对有机合成至关重要。合成的N-苯基-2-吡啶甲酰胺及其衍生物在形成各种二芳基醚和酚的过程中，与催化性铜源一起用作配体。在温和的反应条件下，将各种具有供电子和吸电子基团的芳基和杂芳基卤化物与各种苯酚反应，可提供中等至极好的收率。
• Method of forming a carbon-carbon or carbon-heteroatom linkage
  申请人：Taillefer Marc

  公开号：US20050234239A1

  公开（公告）日：2005-10-20

  The invention relates to a method of creating a carbon-carbon or carbon-heteroatom linkage by reacting an unsaturated compound bearing a leaving group and a nucleophilic compound. More specifically, the invention relates to the creation of a carbon-nitrogen linkage involving the arylation of nitrogenous organic derivatives. The inventive method consists in creating a carbon-carbon or carbon-heteroatom linkage by reacting an unsaturated compound bearing a leaving group and a nucleophilic compound providing a carbon atom or a heteroatom (HE) capable of being substituted for the leaving group, thereby creating a C—C or C-HE linkage. The invention is characterised in that the reaction is carried out in the presence of an effective quantity of a catalyst based on copper and at least one ligand comprising at least one imine function and at least one additional nitrogen atom as chelating atoms

  该发明涉及一种通过使带有离去基团和亲核化合物的不饱和化合物发生反应来创建碳-碳或碳-杂原子键的方法。更具体地，该发明涉及涉及通过芳基化氮有机衍生物来创建碳-氮键。该创新方法包括通过使带有离去基团和提供能够替代离去基团的碳原子或杂原子（HE）的亲核化合物发生反应来创建碳-碳或碳-杂原子键。该发明的特点在于，在铜基催化剂和至少包含至少一个亚胺功能和至少一个额外氮原子作为螯合原子的配体的有效量存在下进行反应。
• Pd-Catalyzed Etherification of Nitroarenes
  作者：Naoki Matsushita、Myuto Kashihara、Michele Formica、Yoshiaki Nakao

  DOI：10.1021/acs.organomet.1c00183

  日期：2021.7.26

  The Pd-catalyzed etherification of nitroarenes with arenols has been achieved using a new rationally designed ligand. Mechanistic insights were used to design the ligand so that both the oxidative addition and reductive elimination steps of a plausible catalytic cycle were facilitated. The catalytic system established here provides direct access to a range of unsymmetrical diaryl ethers from nitroarenes

  使用一种新的合理设计的配体已经实现了 Pd 催化的硝基芳烃与芳醇的醚化。机械见解用于设计配体，以便促进合理催化循环的氧化加成和还原消除步骤。这里建立的催化系统提供了从硝基芳烃中直接获得一系列不对称二芳基醚的途径。
• New Catalytic System for Cross-Coupling Reactions
  申请人：Taillefer Marc

  公开号：US20110306782A1

  公开（公告）日：2011-12-15

  The present invention concerns a process for creating a Carbon-Carbon bond (C—C) or a Carbon-Heteroatom bond (C-HE) by reacting a compound carrying a leaving group with a nucleophilic compound carrying a carbon atom or a heteroatom (HE) that can substitute for the leaving group, creating a C—C or C-HE bond, wherein the reaction takes place in the presence of an effective quantity of a. a catalytic system comprising a ligand and at least a metal-based catalyst, such a metal catalyst being chosen among iron or copper compounds proviso that only a single metal is present.

  本发明涉及一种通过使带有离去基团的化合物与带有可以替代离去基团的碳原子或杂原子（HE）的亲核化合物反应，从而形成碳-碳键（C—C）或碳-杂原子键（C-HE）的过程，其中反应在存在有效量的a.由配体和至少一种基于金属的催化剂组成的催化系统的条件下进行，所述金属催化剂选自铁或铜化合物，但需注意只存在单一金属。
• 1,1,1-Tris(hydroxymethyl)ethane as a New, Efficient, and Versatile Tripod Ligand for Copper-Catalyzed Cross-Coupling Reactions of Aryl Iodides with Amides, Thiols, and Phenols
  作者：Yao-Jung Chen、Hsin-Hung Chen

  DOI：10.1021/ol062339h

  日期：2006.11.1

  1,1,1-tris(hydroxymethyl)ethane was presented as a new, efficient, and versatile tridentate O-donor ligand suitable for the copper-catalyzed formation of C-N, C-S, and C-O bonds. This inexpensive and commercially available tripod ligand has been demonstrated to facilitate the copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols to afford the corresponding desired

  1,1,1-三（羟甲基）乙烷是一种新型，高效，通用的三齿O型供体配体，适用于铜催化的CN，CS和CO键的形成。已经证明这种便宜的和可商购的三脚架配体可以促进芳基碘化物与酰胺，硫醇和酚的铜催化的交叉偶联反应，从而以良好或优异的收率提供相应的所需产物。[反应：请参见文字]。