1,1-dibromo-3,3,3-trifluoro-2-{[(2-methoxyethoxy)methoxy]methyl}prop-1-ene | 809230-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-dibromo-3,3,3-trifluoro-2-{[(2-methoxyethoxy)methoxy]methyl}prop-1-ene
• 英文别名: 1,1-Dibromo-3,3,3-trifluoro-2-(2-methoxyethoxymethoxymethyl)prop-1-ene
• CAS: 809230-88-4
• 化学式: C₈H₁₁Br₂F₃O₃
• 分子量: 371.977
• InChiKey: CEOGXBSHKJPKBN-UHFFFAOYSA-N

物化性质

• 沸点：
  306.6±42.0 °C(Predicted)
• 密度：
  1.724±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,1-dibromo-3,3,3-trifluoro-2-{[(2-methoxyethoxy)methoxy]methyl}prop-1-ene 在 正丁基锂 、 甲醇 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 以84%的产率得到(E)-1-bromo-3,3,3-trifluoro-2-{[(2-methoxyethoxy)methoxy]methyl}prop-1-ene
  参考文献：
  名称：

  High Stereoselective Preparation of O-Protected 2-Trifluoromethyl 3-Bromoallylic Alcohols from 1,1-Dibromo-1-alkenes

  摘要：

  A highly stereoselective lithium-bromine exchange reaction of 2-trifluoromethyl-3,3-dibromoallylic alcohols is described. (E)- and (2)-2-trifluoro-3-bromoallylic alcohols were obtained in THF and hexane, respectively. The lithium carbenoid intermediate was stable even at -40 degreesC and could be trapped by various electrophiles to afford functionalized 2-trifluoromethyl-3-bromoallylic alcohols.

  DOI：

  10.1021/ol0482341
• 作为产物：
  描述：

  3,3-dibromo-2-(trifluoromethyl)prop-2-en-1-ol 、 2-甲氧基乙氧基甲基氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到1,1-dibromo-3,3,3-trifluoro-2-{[(2-methoxyethoxy)methoxy]methyl}prop-1-ene
  参考文献：
  名称：

  High Stereoselective Preparation of O-Protected 2-Trifluoromethyl 3-Bromoallylic Alcohols from 1,1-Dibromo-1-alkenes

  摘要：

  A highly stereoselective lithium-bromine exchange reaction of 2-trifluoromethyl-3,3-dibromoallylic alcohols is described. (E)- and (2)-2-trifluoro-3-bromoallylic alcohols were obtained in THF and hexane, respectively. The lithium carbenoid intermediate was stable even at -40 degreesC and could be trapped by various electrophiles to afford functionalized 2-trifluoromethyl-3-bromoallylic alcohols.

  DOI：

  10.1021/ol0482341

文献信息

• High Stereoselective Preparation of O-Protected 2-Trifluoromethyl 3-Bromoallylic Alcohols from 1,1-Dibromo-1-alkenes
  作者：Youhua Li、Long Lu、Xiaoming Zhao

  DOI：10.1021/ol0482341

  日期：2004.11.1

  A highly stereoselective lithium-bromine exchange reaction of 2-trifluoromethyl-3,3-dibromoallylic alcohols is described. (E)- and (2)-2-trifluoro-3-bromoallylic alcohols were obtained in THF and hexane, respectively. The lithium carbenoid intermediate was stable even at -40 degreesC and could be trapped by various electrophiles to afford functionalized 2-trifluoromethyl-3-bromoallylic alcohols.