(2-methylbenzyl)triethoxysilane

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2-methylbenzyl)triethoxysilane
• 英文别名: α-(methylbenzyl)triethoxysilane；Triethoxy(2-methylbenzyl)silane；triethoxy-[(2-methylphenyl)methyl]silane
• 化学式: C₁₄H₂₄O₃Si
• 分子量: 268.428
• InChiKey: ZBDDMWQQPZFRMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-methylbenzyl)triethoxysilane 在 碘化铵 、 potassium fluoride 、 copper(II) nitrate trihydrate 、 氧气 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以52%的产率得到邻甲基苯腈
  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：

  乙醇 、 Trichlor-<(o-tolyl)-methyl>-silan 反应 4.0h， 生成 (2-methylbenzyl)triethoxysilane
  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

• Selective hydrosilylation method using hydrido (hydrocarbonoxy) silane
  申请人：Dow Corning Asia, Ltd.

  公开号：US06048994A1

  公开（公告）日：2000-04-11

  A method for hydrosilylating a vinyl-substituted aromatic compound comprising reacting a hydrido (hydrocarbonoxy)silane compound with the vinyl-substituted aromatic compound in the presence of a platinum or platinum compound catalyst and a carboxylic acid. The presence of the carboxylic acid increases the positional selectivity of addition in the hydrosilylation reaction and reduces the polymerization of vinyl groups even in the case of a high-temperature or long-term hydrosilylation reaction.

  一种用于水硅烷化乙烯取代芳香化合物的方法，包括在铂或铂化合物催化剂和羧酸存在下，将氢代（碳氢氧基）硅烷化合物与乙烯取代芳香化合物反应。羧酸的存在增加了水硅烷化反应中加成的位置选择性，并且即使在高温或长时间的水硅烷化反应中，也减少了乙烯基的聚合。
• 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.