(Z)-2-methyl-6-phenyl-5,8-nonadiene-3-yn-2-ol | 1240327-46-1

• 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: (Z)-2-methyl-6-phenyl-5,8-nonadiene-3-yn-2-ol
• 英文别名: (5Z)-2-methyl-6-phenylnona-5,8-dien-3-yn-2-ol
• CAS: 1240327-46-1
• 化学式: C₁₆H₁₈O
• 分子量: 226.318
• InChiKey: IIIBACQHSKJEBD-OWBHPGMISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-bromo-2-phenyl-1,4-pentadiene 、 2-甲基-3-丁炔-2-醇 在 copper(l) iodide 、 四(三苯基膦)钯 、 二乙胺 、 三苯基膦 作用下， 反应 24.0h， 生成 (Z)-2-methyl-6-phenyl-5,8-nonadiene-3-yn-2-ol 、 (E)-2-methyl-6-phenyl-5,8-nonadiene-3-yn-2-ol
  参考文献：
  名称：

  Regioselective Synthesis of 1-Bromo-1,4-dienes by Free-Radical-Mediated Bromoallylation of Activated Acetylenes

  摘要：

  The free-radical-mediated bromoallylation of acetylenes proceeded efficiently in the presence of V-65 (2,2-azobis(2,4-dimethylvaleronitrile)) as the radical initiator. The regioselective reaction, which yields 1-bromo-2-substituted 1,4-dienes, is complementary to the Pd-catalyzed bromoallylation reaction previously reported by Kaneda. The products of the free-radical-mediated bromoallylation of acetylenes could be converted into a variety of substituted dienes by subsequent Pd-catalyzed reactions.

  DOI：

  10.1021/ol1016096

文献信息

• Regioselective Synthesis of 1-Bromo-1,4-dienes by Free-Radical-Mediated Bromoallylation of Activated Acetylenes
  作者：Takashi Kippo、Takahide Fukuyama、Ilhyong Ryu

  DOI：10.1021/ol1016096

  日期：2010.9.17

  The free-radical-mediated bromoallylation of acetylenes proceeded efficiently in the presence of V-65 (2,2-azobis(2,4-dimethylvaleronitrile)) as the radical initiator. The regioselective reaction, which yields 1-bromo-2-substituted 1,4-dienes, is complementary to the Pd-catalyzed bromoallylation reaction previously reported by Kaneda. The products of the free-radical-mediated bromoallylation of acetylenes could be converted into a variety of substituted dienes by subsequent Pd-catalyzed reactions.