2-(4-methoxybenzyl)-4-methylanisole | 53039-57-9

• 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: 2-(4-methoxybenzyl)-4-methylanisole
• 英文别名: Benzene, 1-methoxy-2-[(4-methoxyphenyl)methyl]-4-methyl-；1-methoxy-2-[(4-methoxyphenyl)methyl]-4-methylbenzene
• CAS: 53039-57-9
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: MJGWRASDGOEWCC-UHFFFAOYSA-N

物化性质

• 熔点：
  64-66 °C
• 沸点：
  350.4±32.0 °C(Predicted)
• 密度：
  1.039±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  对甲苯甲醚 在 potassium 12-tungstocobalt(II)ate 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 2-(4-methoxybenzyl)-4-methylanisole
  参考文献：
  名称：

  Electron-transfer reactions in organic chemistry. 4. A mechanistic study of the oxidation of p-methoxytoluene by 12-tungstocobalt(III)ate ion

  摘要：

  DOI：

  10.1021/ja00348a039

文献信息

• Hydrocarbon Oxidation by Bis-μ-oxo Manganese Dimers:  Electron Transfer, Hydride Transfer, and Hydrogen Atom Transfer Mechanisms
  作者：Anna S. Larsen、Kun Wang、Mark A. Lockwood、Gordon L. Rice、Tae-Jin Won、Scott Lovell、Martin Sadílek、František Tureček、James M. Mayer

  DOI：10.1021/ja020204a

  日期：2002.8.1

  Described here are oxidations of alkylaromatic compounds by dimanganese mu-oxo and mu-hydroxo dimers [(phen)(2)Mn(IV)(mu-O)(2)Mn(IV)(phen)(2)](4+) ([Mn(2)(O)(2)](4+)), [(phen)(2)Mn(IV)(mu-O)(2)Mn(III)(phen)(2)](3+) ([Mn(2)(O)(2)](3+)), and [(phen)(2)Mn(III)(mu-O)(mu-OH)Mn(III)(phen)(2)](3+) ([Mn(2)(O)(OH)](3+)). Dihydroanthracene, xanthene, and fluorene are oxidized by [Mn(2)(O)(2)](3+) to give anthracene

  这里描述的是二锰 mu-oxo 和 mu-羟基二聚体 [(phen)(2)Mn(IV)(mu-O)(2)Mn(IV)(phen)(2)](4+ ) ([Mn(2)(O)(2)](4+)), [(phen)(2)Mn(IV)(mu-O)(2)Mn(III)(phen)(2)] (3+) ([Mn(2)(O)(2)](3+)) 和 [(phen)(2)Mn(III)(mu-O)(mu-OH)Mn(III)( phen)(2)](3+) ([Mn(2)(O)(OH)](3+))。二氢蒽、呫吨和芴被 [Mn(2)(O)(2)](3+) 氧化，分别生成蒽、联芴基和联芴基。锰产品是双（氢氧化物）二聚体，[(phen)(2)Mn(III)(mu-OH)(2)Mn(II)(phen)(2)](3+) ([Mn(2) )(OH)(2)](3+))。UV/vis 光谱动力学数据的全局分析显示连续反应与 [Mn(2)(O)(OH)](3+)
• A Simple Preparation of Diarylmethanes by Oxidative Friedel-Crafts Reaction of Methyl-Substituted Benzenes with<i>o</i>-Chloranil
  作者：Tomoshige Kobayashi、Sheikh Maksudur Rahman

  DOI：10.1081/scc-120026326

  日期：2003.12

  Abstract The reaction of o-chloranil with some methyl-substituted benzenes at elevated temperature was found to be a simple and selective route toward diarylmethanes without need for prior preparation of benzyl halides.

  摘要 邻氯苯醌与一些甲基取代苯在高温下反应是一种简单且选择性的制备二芳基甲烷的途径，无需事先制备苄基卤。
• Effects of Bentonite on p-Methoxybenzyl Acetate: A Theoretical Model for Oligomerization via an Electrophilic-Substitution Mechanism
  作者：Manuel Salmón、Rene Miranda、Ines Nicolás-Vázquez、Yolanda Marina Vargas-Rodriguez、Julian Cruz-Borbolla、María Isabel Medrano、José Antonio Morales-Serna

  DOI：10.3390/molecules16021761

  日期：——

  Tonsil Actisil FF, a commercial bentonitic clay, promotes the formation of a series of electrophilic-aromatic-substitution products from para-methoxybenzyl acetate in carbon disulfide. The molecules obtained correspond to linear isomeric dimers, trimers, tetramers and a pentamer, according to their spectroscopic data. A clear indication of the title mechanistic pathway for the oligomerization growth was obtained from the analysis of a set of computational-chemistry calculations using the density-functional-theory level B3LYP/6-311++G(d,p). The corresponding conclusions were based on the computed dipole moments, the HOMO/LUMO distributions, and a natural-populations analysis of the studied molecules.

  商业膨润土材料托普尼尔斯粘土FF（Tonsil Actisil FF）促进了对甲氧基苄基乙酸酯在二硫化碳中形成一系列亲电芳香取代产物。通过其光谱数据，所获得的分子对应于线性异构二聚体、三聚体、四聚体和五聚体。利用密度泛函理论B3LYP/6-311++G（d， p）水平的一组计算化学计算分析，得到了寡聚生长机制途径的明确指示。相应的结论基于计算的偶极矩、HOMO/LUMO分布和所研究分子的自然种群分析。
• 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。
• New methodology for the N-alkylation of 2-amino-3-acylthiophenes
  作者：Luigi Aurelio、Bernard L. Flynn、Peter J. Scammells

  DOI：10.1039/c0ob01156h

  日期：——

  2-Amino-3-acylthiophenes are known to allosterically modulate the A1adenosine receptor and are also used as intermediates in the synthesis of therapeutic agents and pharmacophores such as thienoazepines and thienopyrimidines. The N-alkylation of 2-aminothiophenes has been notoriously difficult to accomplish under mild conditions and there are very few examples of N-alkylated 2-aminothiophenes in the literature, all of which use forcing conditions to effect the alkylation. Here we describe the synthesis of such compounds under mild conditions utilising 2-carbamoylamino and 2-acylamino-3-acylthiophenes with caesium carbonate, and tetrabutylammonium iodide in DMF.

  2-氨基-3-酰基噻吩已知能变构性调节A1腺苷受体，并且也被用作合成治疗药物和药效团的中间体，如噻唑衍生物和噻唑嘧啶。2-氨基噻吩的N-烷基化在温和条件下 notoriously 难以实现，文献中关于N-烷基化的2-氨基噻吩的例子非常少，且所有这些都采用强迫条件来进行烷基化。在此，我们描述了在温和条件下合成此类化合物的方法，使用2-氨基酰氨和2-酰基氨基-3-酰基噻吩与碳酸铯及四丁基氨盐碘化物在DMF中反应。