4-(2-methoxyethenyl)-benzonitrile | 126675-96-5

• 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: 4-(2-methoxyethenyl)-benzonitrile
• 英文别名: 4-[(Z)-2-methoxyethenyl]benzonitrile
• CAS: 126675-96-5
• 化学式: C₁₀H₉NO
• 分子量: 159.188
• InChiKey: ASUXXDULIDAXFE-SREVYHEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲醇 、 4-乙炔基苯甲腈 在 dicarbonyl(2-methyl-8-quinolinolato)rhodium 作用下， 以 2,4-滴二甲胺盐 为溶剂， 反应 48.0h， 以54%的产率得到4-(2-methoxyethenyl)-benzonitrile
  参考文献：
  名称：

  Rhodium-Catalyzed Anti-Markovnikov Intermolecular Hydroalkoxylation of Terminal Acetylenes

  摘要：

  We report here the first transition-metal-catalyzed anti-Markovnikov intermolecular hydroalkoxylation of terminal acetylenes to give enol ethers in high yields without using bases. Arylacetylenes as well as alkenyl- and alkylacetylenes were coupled with aliphatic alcohols, and the products were obtained with high Z selectivity in most cases. Effective catalysts were 8-quinolinolato rhodium complexes, which are structurally simple but have been relatively unexplored as catalysts.

  DOI：

  10.1021/ja1097385

文献信息

• Rhodium-Catalyzed Anti-Markovnikov Intermolecular Hydroalkoxylation of Terminal Acetylenes
  作者：Masataka Kondo、Takuya Kochi、Fumitoshi Kakiuchi

  DOI：10.1021/ja1097385

  日期：2011.1.12

  We report here the first transition-metal-catalyzed anti-Markovnikov intermolecular hydroalkoxylation of terminal acetylenes to give enol ethers in high yields without using bases. Arylacetylenes as well as alkenyl- and alkylacetylenes were coupled with aliphatic alcohols, and the products were obtained with high Z selectivity in most cases. Effective catalysts were 8-quinolinolato rhodium complexes, which are structurally simple but have been relatively unexplored as catalysts.