(2Z,5Z)-1,2-dichloro-3-(chloromethyl)octa-2,5-diene | 1555863-44-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (2Z,5Z)-1,2-dichloro-3-(chloromethyl)octa-2,5-diene
• CAS: 1555863-44-9
• 化学式: C₉H₁₃Cl₃
• 分子量: 227.561
• InChiKey: POJAOJGHOSLWHQ-JYKTZQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-戊烯-3-醇 、 1,4-二氯-2-丁炔 在 1-羧甲基-3-甲基咪唑氯盐 、 盐酸 、 palladium dichloride 作用下， 以 水 为溶剂， 反应 12.0h， 以20%的产率得到
  参考文献：
  名称：

  Synthesis of 1,4-dienes by Pd(II)-catalyzed haloallylation of alkynes with allylic alcohols in ionic liquids

  摘要：

  A Pd-catalyzed haloallylation of alkynes with ally] alcohols in ionic liquids has been reported. Both chloroallylation and bromoallylation can be easily carried out with high selectivity. A variety of 1,4-dienes were formed in moderate to excellent yields. The reaction system of the Pd catalyst as well as the ionic liquid can be recycled for several times. And the ionic liquid acts as not only a solvent in the reaction, but also provides the excess halide ions to control Z/E selectivity and acts as a ligand inhibit the beta-hydride elimination. (C) 2014 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2013.10.100

文献信息

• Synthesis of 1,4-dienes by Pd(II)-catalyzed haloallylation of alkynes with allylic alcohols in ionic liquids
  作者：Jianxiao Li、Shaorong Yang、Wanqing Wu、Chaorong Qi、Zhongxian Deng、Huanfeng Jiang

  DOI：10.1016/j.tet.2013.10.100

  日期：2014.2

  A Pd-catalyzed haloallylation of alkynes with ally] alcohols in ionic liquids has been reported. Both chloroallylation and bromoallylation can be easily carried out with high selectivity. A variety of 1,4-dienes were formed in moderate to excellent yields. The reaction system of the Pd catalyst as well as the ionic liquid can be recycled for several times. And the ionic liquid acts as not only a solvent in the reaction, but also provides the excess halide ions to control Z/E selectivity and acts as a ligand inhibit the beta-hydride elimination. (C) 2014 Published by Elsevier Ltd.