1-(3,5-二甲基苯氧基)-3,5-二甲基苯 | 137591-57-2

• 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-(3,5-二甲基苯氧基)-3,5-二甲基苯
• 英文名称: di-(3,5-dimethylphenyl)ether
• 英文别名: 5,5'-oxybis(1,3-dimethylbenzene)；1,1'-oxybis(3,5-dimethylbenzene)；bis-(3,5-dimethyl-phenyl)-ether；Di-[3.5]xylyl-aether；3.5.3'.5'-Tetramethyl-diphenylaether；Bis-(3,5-dimethyl-phenyl)-aether；Di-symm.-m-xylenyl-aether；1-(3,5-dimethylphenoxy)-3,5-dimethylbenzene
• CAS: 137591-57-2
• 化学式: C₁₆H₁₈O
• 分子量: 226.318
• InChiKey: IDZDZZNLONBARV-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

• 作为反应物：
  描述：

  1-(3,5-二甲基苯氧基)-3,5-二甲基苯 在 硫酸 、 硝酸 作用下， 生成 bis-(3,5-dimethyl-2,4-dinitro-phenyl)-ether
  参考文献：
  名称：

  v. Braun; Haensel, Chemische Berichte, 1926, vol. 59, p. 2011

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二甲基苯酚 在 氮气 作用下， 生成 1-(3,5-二甲基苯氧基)-3,5-二甲基苯
  参考文献：
  名称：

  苯丙醇盐脱水催化剂；自然与群体地位的影响

  摘要：

  苯磺酸盐的脱水催化，苯酚的氧化，苯酚的氧化还原，苯酚的氧化，苯酚的苯基，苯酚的α，萘酚的; dans le cas des naphtols，déshydroatationestaccompagnéed'unedéshydrogénationassezmarquée（生产d'oxydes denaphtylène）。

  DOI：

  10.1002/hlca.193201501140

文献信息

• Selective One‐Pot Access to Symmetrical or Unsymmetrical Diaryl Ethers by Copper‐Catalyzed Double Arylation of a Simple Oxygen Source
  作者：Anis Tlili、Florian Monnier、Marc Taillefer

  DOI：10.1002/chem.201001373

  日期：2010.11.2

  Great CO‐mbination: A novel method is reported for the controlled one‐pot synthesis of various symmetrical or unsymmetrical diaryl ethers by double arylation of a simple inorganic oxygen source (see scheme). This versatile and highly selective process is based on the use of a cheap and low toxicity copper catalytic system.

  出色的结合：据报道，通过简单的无机氧源的双芳基化，可控制的一锅合成各种对称或不对称的二芳基醚的新方法。这种通用且高度选择性的过程基于使用廉价且低毒性的铜催化系统。
• 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。
• [EN] TRANSITION METAL COMPOUNDS FOR OLEFIN POLYMERIZATION AND OLIGOMERIZATION<br/>[FR] COMPOSES METALLIQUES DE TRANSITION POUR LA POLYMERISATION D'OLEFINES ET L'OLIGOMERISATION
  申请人：EXXONMOBIL CHEM PATENTS INC

  公开号：WO2005118605A1

  公开（公告）日：2005-12-15

  This invention relates to new transition metal catalyst compounds represented by the formula (I): where: M and M' are, independently, a group 8, 9, 10 or 11 transition metal, preferably Ni, Co, Pd, Cu or Fe; each R group is, independently, is, hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; R' is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together with R' to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; each X group is, independently, is, hydrogen, a halogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted sililcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent X groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; m and m’ are, independently, 0, 1, 2, or 3; z and z’ are, independently, 0, 1, 2, or 3; N is nitrogen; Q is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents; Q’ is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl or substituted germylcarbyl substituents; and L is a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituent.

  这项发明涉及由式(I)表示的新过渡金属催化剂化合物，其中：M和M'分别是8、9、10或11族过渡金属，优选为Ni、Co、Pd、Cu或Fe；每个R基分别是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；R'是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以与R'结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；每个X基分别是氢，卤素，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的X基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；m和m'分别为0、1、2或3；z和z'分别为0、1、2或3；N为氮；Q为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；Q'为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；L为烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基。
• Use of Tunable Ligands Allows for Intermolecular Pd-Catalyzed C−O Bond Formation
  作者：Andrei V. Vorogushin、Xiaohua Huang、Stephen L. Buchwald

  DOI：10.1021/ja050471r

  日期：2005.6.1

  Pd-catalyzed C-O coupling reactions of aryl halides with primary and secondary alcohols by promoting reductive elimination at the expense of beta-hydride elimination. The key to their success is the ability to match the size of the ligand to that of the combination of substrates. The efficient coupling of a number of unactivated aryl chlorides and bromides with cyclic and acyclic secondary alcohols was achieved

  庞大的联芳基膦配体通过促进还原消除以消除 β-氢化物为代价，促进了 Pd 催化的芳基卤化物与伯醇和仲醇的 CO 偶联反应。它们成功的关键是能够将配体的大小与底物组合的大小相匹配。实现了许多未活化的芳基氯化物和溴化物与环状和非环状仲醇的有效偶联。这包括首次在 Pd 催化的偶联过程中偶联烯丙醇。
• Aminoarenethiolato-copper(I) as (pre-)catalyst for the synthesis of diaryl ethers from aryl bromides and sequential C–O/C–S and C–N/C–S cross coupling reactions
  作者：Elena Sperotto、Gerard P.M. van Klink、Johannes G. de Vries、Gerard van Koten

  DOI：10.1016/j.tet.2010.09.019

  日期：2010.11

  of the C–O coupling reaction the CuSAr complex is converted into CuBr(PhSAr) via selective coupling of the monoanionic arenethiolato ligand with phenyl bromide with formation of CuBr. In addition, the first results are shown involving a multi-component reaction (MCR) protocol for the in situ synthesis of propargylamines and their subsequent conversion involving a C–O cross coupling reaction. Furthermore

  在苯酚与芳基溴化物的芳基化反应中，将2-氨基芳硫基-铜（I）（I）（CuSAr）配合物的小型文库作为（预）催化剂进行了测试。这些（I）铜（预）催化剂具有热稳定性，可溶于常见的有机溶剂中，并允许在160°C下反应6小时，催化剂负载量低至2.5 mol％。在所筛选的（预）催化剂中，2-[（（二甲基氨基）甲基]苯硫基巯基铜（I）（1c）产生了最佳结果，并提供了各种取代的二芳基醚的良好至优异的收率。机理研究表明，在C-O偶联反应的早期阶段，CuSAr配合物通过单阴离子槟榔根配体与苯基溴的选择性偶联而形成CuBr，转化为CuBr（PhSAr）。此外，显示的第一个结果涉及用于炔丙基胺原位合成的多组分反应（MCR）方案及其后续的涉及C–O交叉偶联反应的转化。此外，在相同的二卤代吡啶底物上，用相同的（CuSAr）一锅法进行了连续C–O / C–S和C–N / C–S交叉偶联反应的两个例子。 ）催化剂（总收率40-80％）。