2-(2-trimethylsilanylethoxy)benzonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2-trimethylsilanylethoxy)benzonitrile
• 英文别名: 2-(2-Trimethylsilylethoxy)benzonitrile；2-(2-trimethylsilylethoxy)benzonitrile
• 化学式: C₁₂H₁₇NOSi
• 分子量: 219.359
• InChiKey: HUAOSLLVEDILLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-trimethylsilanylethoxy)benzonitrile 在 cesium fluoride 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以91%的产率得到邻羟基苯甲腈
  参考文献：
  名称：

  2-(Trimethylsilyl)ethanol as a new alcohol equivalent for copper-catalyzed coupling of aryl iodides

  摘要：

  2-(Trimethylsilyl)ethanol as a new alcohol equivalent has been employed for copper-catalyzed coupling of aryl iodides. Using mild reaction conditions, it has been observed that substituted phenols and phenols with sensitive functional groups can be readily prepared. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.023
• 作为产物：
  描述：

  2-(三甲硅基)乙醇 、 2-氟苯腈 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.0h， 以45%的产率得到2-(2-trimethylsilanylethoxy)benzonitrile
  参考文献：
  名称：

  Direct synthesis of trimethyl(2-phenoxyethyl)silanes from aromatic fluorides

  摘要：

  A direct synthesis of trimethyl(2-phenoxyethyl)silanes from the corresponding aromatic fluorides and 2-(trimethylsilyl)ethanol was developed. A variety of substituents were tolerated and a substitution reaction using 1-bromo-3-chloro-5-fluorobenzene was demonstrated. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.04.111

文献信息

• 2-(Trimethylsilyl)ethanol as a new alcohol equivalent for copper-catalyzed coupling of aryl iodides
  作者：Mullick Dibakar、Anjanappa Prakash、Kumaravel Selvakumar、Kandasamy Ruckmani、Manickam Sivakumar

  DOI：10.1016/j.tetlet.2011.08.023

  日期：2011.10

  2-(Trimethylsilyl)ethanol as a new alcohol equivalent has been employed for copper-catalyzed coupling of aryl iodides. Using mild reaction conditions, it has been observed that substituted phenols and phenols with sensitive functional groups can be readily prepared. (C) 2011 Elsevier Ltd. All rights reserved.
• Direct synthesis of trimethyl(2-phenoxyethyl)silanes from aromatic fluorides
  作者：Scott A. Grecian、Sabine Hadida、Stephen D. Warren

  DOI：10.1016/j.tetlet.2005.04.111

  日期：2005.7

  A direct synthesis of trimethyl(2-phenoxyethyl)silanes from the corresponding aromatic fluorides and 2-(trimethylsilyl)ethanol was developed. A variety of substituents were tolerated and a substitution reaction using 1-bromo-3-chloro-5-fluorobenzene was demonstrated. (c) 2005 Elsevier Ltd. All rights reserved.