3-Pyridyl-Radikal | 29761-81-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-Pyridyl-Radikal
• 英文别名: 5-Pyridyl
• CAS: 29761-81-7
• 化学式: C₅H₄N
• 分子量: 78.0935
• InChiKey: KPCZJLGGXRGYIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  苯乙烯 、 3-Pyridyl-Radikal 以 氨 为溶剂， 生成
  参考文献：
  名称：

  Aryl radicals from electrochemical reduction of aryl halides. Addition on olefins

  摘要：

  Aryl radicals generated by direct and indirect (by means of an aromatic anion radical mediator) electrochemistry are reacted with olefins in liquid ammonia and in organic solvents (Me2SO, MeCN, DMF). The arylated product is obtained in good yield in the latter case. In pure liquid NH3, the yields are extremely poor. They are improved upon addition of a proton donor such as urea or water; further increase of yields is obtained upon addition of 2-propanol. A reaction mechanism is proposed based on these observations and on the results of deuterium incorporation experiments. Cyclic voltammetry is used to determine the rate constant of the key step in the mechanism, viz, the addition of the aryl radical to the olefin, through its competition with its reaction with nucleophiles in the framework of an S(RN)1 substitution process.

  DOI：

  10.1021/jo00002a020
• 作为产物：
  描述：

  3-溴吡啶 在 荧蒽 、 tetrabutylammonium tetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-Pyridyl-Radikal
  参考文献：
  名称：

  Enemaerke, Rasmus J.; Christensen, Torben B.; Jensen, Henrik, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2001, # 9, p. 1620 - 1630

  摘要：

  DOI：

文献信息

• Enemaerke, Rasmus J.; Christensen, Torben B.; Jensen, Henrik, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2001, # 9, p. 1620 - 1630
  作者：Enemaerke, Rasmus J.、Christensen, Torben B.、Jensen, Henrik、Daasbjerg, Kim

  DOI：——

  日期：——
• Aryl radicals from electrochemical reduction of aryl halides. Addition on olefins
  作者：Zoubida Chami、Monique Gareil、Jean Pinson、Jean Michel Saveant、Andre Thiebault

  DOI：10.1021/jo00002a020

  日期：1991.1

  Aryl radicals generated by direct and indirect (by means of an aromatic anion radical mediator) electrochemistry are reacted with olefins in liquid ammonia and in organic solvents (Me2SO, MeCN, DMF). The arylated product is obtained in good yield in the latter case. In pure liquid NH3, the yields are extremely poor. They are improved upon addition of a proton donor such as urea or water; further increase of yields is obtained upon addition of 2-propanol. A reaction mechanism is proposed based on these observations and on the results of deuterium incorporation experiments. Cyclic voltammetry is used to determine the rate constant of the key step in the mechanism, viz, the addition of the aryl radical to the olefin, through its competition with its reaction with nucleophiles in the framework of an S(RN)1 substitution process.