4'-Bromo-2',3'-dimethyl-2'-butenyl 2-propynoate | 129178-07-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4'-Bromo-2',3'-dimethyl-2'-butenyl 2-propynoate
• 英文别名: [(E)-4-bromo-2,3-dimethylbut-2-enyl] prop-2-ynoate
• CAS: 129178-07-0
• 化学式: C₉H₁₁BrO₂
• 分子量: 231.089
• InChiKey: RMYZOPIKUJZNOP-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-1,4-dibromo-2,3-dimethylbut-2-ene 、 丙炔酸 在 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以44%的产率得到4'-Bromo-2',3'-dimethyl-2'-butenyl 2-propynoate
  参考文献：
  名称：

  Divalent palladium catalyzed stereoselective synthesis of .alpha.-(Z)-(halomethylene)-.gamma.-butyrolactone derivatives and its mechanism

  摘要：

  Alpha-Methylene-gamma-butyrolactone rings have been constructed by bis(benzonitrile)palladium dihalide or Pd-(OAc)2-LiX catalyzed cyclization reaction of haloallylic 2-alkynoates. A mechanism involving a trans halopalladation, followed by intramolecular insertion of a carbon-carbon double bond to a carbon-palladium bond and subsequent dehalopalladation, is briefly discussed.

  DOI：

  10.1021/jo00017a025

文献信息

• Divalent palladium catalyzed stereoselective synthesis of .alpha.-(Z)-(halomethylene)-.gamma.-butyrolactone derivatives and its mechanism
  作者：Shengming Ma、Xiyan Lu

  DOI：10.1021/jo00017a025

  日期：1991.8

  Alpha-Methylene-gamma-butyrolactone rings have been constructed by bis(benzonitrile)palladium dihalide or Pd-(OAc)2-LiX catalyzed cyclization reaction of haloallylic 2-alkynoates. A mechanism involving a trans halopalladation, followed by intramolecular insertion of a carbon-carbon double bond to a carbon-palladium bond and subsequent dehalopalladation, is briefly discussed.