1-甲氧基-4-(1-甲氧基-2-苯基乙基)苯 | 113160-01-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-甲氧基-4-(1-甲氧基-2-苯基乙基)苯
• 英文名称: 1-[2-methoxy-2-(4-methoxyphenyl)ethyl]benzene
• 英文别名: 1-methoxy-1-(4-methoxyphenyl)-2-phenylethane；1-methoxy-1-(p-methoxyphenyl)-2-phenylethane；1-methoxy-4-(1-methoxy-2-phenylethyl)benzene；Benzene, 1-methoxy-4-(1-methoxy-2-phenylethyl)-
• CAS: 113160-01-3
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: VSBRGTDDFDTTJX-UHFFFAOYSA-N

物化性质

• 熔点：
  46-47 °C(Solv: water (7732-18-5); mixture of isomers)
• 沸点：
  319.0±30.0 °C(Predicted)
• 密度：
  1.050±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  5
• 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：

  4-甲氧基苯甲醛 在 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 23.5h， 生成 1-甲氧基-4-(1-甲氧基-2-苯基乙基)苯
  参考文献：
  名称：

  无溶剂和高浓度反应条件下碘催化的芳基取代醇的转化

  摘要：

  研究了碘在无溶剂反应条件下（SFRC）和高浓度反应条件（HCRC）下在各种溶剂存在下的醇催化转化反应，以了解这些条件下反应中间体的行为。二聚，脱水和取代是苯甲醇所观察到的三种类型的转化。在伯醇和仲醇的情况下，二聚和取代反应占主导，而在叔醇的情况下，脱水占主导。SFRC在I2催化的二聚反应中，取代的1-苯基乙醇的相对反应性提供了一个良好的Hammett图ρ+ = -2.8（r2 = 0.98），表明存在电子贫化的中间体，且在一定的速率下具有一定程度的发达电荷确定步骤。

  DOI：

  10.17344/acsi.2017.3841

文献信息

• Oxyarylation and Aminoarylation of Styrenes Using Photoredox Catalysis
  作者：Gabriele Fumagalli、Scott Boyd、Michael F. Greaney

  DOI：10.1021/ol401940c

  日期：2013.9.6

  A three-component coupling of styrenes is reported, using photoredox catalysis to achieve simultaneous arylation and C–O or C–N bond formation across the styrene double bond.

  据报道，通过光氧化还原催化，苯乙烯可以实现三组分偶联，同时实现芳基化和跨苯乙烯双键的C–O或C–N键的形成。
• Woning, Jan; Oudenampsen, Albert; Laarhoven, Wim H., Journal of the Chemical Society. Perkin transactions II, 1989, p. 2147 - 2154
  作者：Woning, Jan、Oudenampsen, Albert、Laarhoven, Wim H.

  DOI：——

  日期：——
• Transition-Metal-Free Catalytic Carboalkoxylation of Styrenes at Room Temperature
  作者：R. Govindarajan、Jasimuddin Ahmed、Asim Kumar Swain、Swadhin K. Mandal

  DOI：10.1021/acs.joc.9b01744

  日期：2019.11.1

  Herein, we describe the first transition-metal-free catalytic carboalkoxylation of styrenes with aryl diazonium salts by Meerwein addition in the presence of a phenalenyl ligand at room temperature without requiring any light stimulation. This three-component reaction allows facile difunctionalization of styrene derivatives with various alcohols (such as 1, 2, and 3 degrees) as the source of alkoxy group during this transformation. The key intermediates and the transition states involved in this reaction path were unraveled by a series of control experiments coupled with density functional theory calculations. The full mechanistic investigation provides an understanding of the selectivity toward carboalkoxylation Meerwein arylation addition elimination) in the presence of various alcohols over the simple arylation to multiple bond (Meerwein arylation-elimination) reaction.
• The Photochemical Addition of 2,2,2-Trifluoroethanol to Methoxy-Substituted Stilbenes
  作者：Jeffrey C. Roberts、James A. Pincock

  DOI：10.1021/jo040110e

  日期：2004.6.1

  The excited-state lifetime of the trans-stilbene chromophore in acetonitrile is prolonged by methoxy substituents in the meta positions. The long-lived singlet excited state of trans-3,5-dimethoxystilbene (trans-2d) is quenched upon the addition of 2,2,2-trifluoroethanol (TFE), and the Markovnikov ether is observed as the major product from steady-state irradiations. The results indicate that the reaction pathway proceeds through a carbocation intermediate.
• Ceric ammonium nitrate oxidative-cleavage reaction of some lignin model compounds. Role of the benzylic hydroxyl group
  作者：Thomas H. Fisher、Stephen M. Dershem、Tor P. Schultz

  DOI：10.1021/jo00242a030

  日期：1988.4