[2-[二甲基(萘-1-基)甲硅烷基]苯基]甲醇 | 1217863-49-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: [2-[二甲基(萘-1-基)甲硅烷基]苯基]甲醇
• 中文别名: 2-[二甲基(1-萘)硅烷]苯甲醇；2-[二甲基(1-萘基)硅烷基]苯甲醇
• 英文名称: (2-(dimethyl(naphthalen-1-yl)silyl)phenyl)methanol
• 英文别名: [2-{dimethyl(naphthalen-1-yl)silyl}phenyl]methanol；{2-[Dimethyl(naphthalen-1-yl)silyl]phenyl}methanol；[2-[dimethyl(naphthalen-1-yl)silyl]phenyl]methanol
• CAS: 1217863-49-4
• 化学式: C₁₉H₂₀OSi
• 分子量: 292.453
• InChiKey: QYFMWBREKHLBGO-UHFFFAOYSA-N

物化性质

• 沸点：
  430.1±37.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.15
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [2-[二甲基(萘-1-基)甲硅烷基]苯基]甲醇 、 N,N-二甲基甲酰胺 在 碘化铵 、 copper(II) nitrate trihydrate 、 氧气 作用下， 反应 35.0h， 以65%的产率得到氰基萘
  参考文献：
  名称：

  Copper-Mediated Transformation of Organosilanes to Nitriles with DMF and Ammonium Iodide

  摘要：

  Cyanation of aryl-, diaryldimethyl-, and styrylsilanes was developed for the first time under copper-mediated oxidative conditions using ammonium iodide and DMF as the combined source of nitrogen and carbon atom of the introduced cyano unit, respectively. The reaction was observed to proceed in a two-step process: initial conversion of organosilanes to their iodo intermediates and then cyanation. This method has a broad substrate scope with high functional group tolerance.

  DOI：

  10.1021/ol400659p
• 作为产物：
  描述：

  1-萘基溴化镁, 0.5M IN METHF 、 1,3-二氢-1,1-二甲基-2,1-苯并氧硅杂环戊二烯 以 四氢呋喃 、 乙醚 为溶剂， 生成 [2-[二甲基(萘-1-基)甲硅烷基]苯基]甲醇
  参考文献：
  名称：

  Copper-Mediated Transformation of Organosilanes to Nitriles with DMF and Ammonium Iodide

  摘要：

  Cyanation of aryl-, diaryldimethyl-, and styrylsilanes was developed for the first time under copper-mediated oxidative conditions using ammonium iodide and DMF as the combined source of nitrogen and carbon atom of the introduced cyano unit, respectively. The reaction was observed to proceed in a two-step process: initial conversion of organosilanes to their iodo intermediates and then cyanation. This method has a broad substrate scope with high functional group tolerance.

  DOI：

  10.1021/ol400659p

文献信息

• Copper-catalyzed Carboxylation of Unactivated Aryl- and Alkenylsilanes with Carbon Dioxide
  作者：Woo-Jin Yoo、Junpei Kondo、Shū Kobayashi

  DOI：10.1246/cl.190577

  日期：2019.10.5

  A mild synthetic protocol for the preparation of aryl and alkenyl carboxylic acids was developed through a copper-catalyzed carboxylation reaction of organosilanes with carbon dioxide. The key to t...

  通过有机硅烷与二氧化碳的铜催化羧化反应，开发了一种用于制备芳基和烯基羧酸的温和合成方案。关键...
• Copper-Catalyzed Electrophilic Amination of Arylsilanes with Hydroxylamines
  作者：Yuya Miki、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1021/ol303222s

  日期：2013.1.4

  A copper-catalyzed electrophilic amination of aryl[(2-hydroxymethyl)phenyl]dimethylsilanes with O-acylated hydroxylamines has been developed to afford the corresponding anilines in good yields. The catalytic reaction proceeds very smoothly under mild conditions and tolerates a wide range of functional groups.

  已经开发出铜催化的芳基[（2-羟甲基）苯基]二甲基硅烷与O-酰化的羟胺的亲电胺化，以良好的产率提供相应的苯胺。催化反应在温和条件下进行得非常顺利，并能耐受各种官能团。
• Copper-Mediated Transformation of Organosilanes to Nitriles with DMF and Ammonium Iodide
  作者：Zhen Wang、Sukbok Chang

  DOI：10.1021/ol400659p

  日期：2013.4.19

  Cyanation of aryl-, diaryldimethyl-, and styrylsilanes was developed for the first time under copper-mediated oxidative conditions using ammonium iodide and DMF as the combined source of nitrogen and carbon atom of the introduced cyano unit, respectively. The reaction was observed to proceed in a two-step process: initial conversion of organosilanes to their iodo intermediates and then cyanation. This method has a broad substrate scope with high functional group tolerance.