3,3-dibromo-2-(trifluoromethyl)prop-2-en-1-ol | 809230-84-0

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 3,3-dibromo-2-(trifluoromethyl)prop-2-en-1-ol
• CAS: 809230-84-0
• 化学式: C₄H₃Br₂F₃O
• 分子量: 283.87
• InChiKey: RNGRYOYQGDUFPX-UHFFFAOYSA-N

物化性质

• 沸点：
  289.0±40.0 °C(Predicted)
• 密度：
  2.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3,3-dibromo-2-(trifluoromethyl)prop-2-en-1-ol 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到1,1-dibromo-3,3,3-trifluoro-2-[(methoxymethoxy)methyl]prop-2-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：

  ethyl 3,3-dibromo-2-(trifluoromethyl)acrylate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 以96%的产率得到3,3-dibromo-2-(trifluoromethyl)prop-2-en-1-ol
  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

• A facile approach to fluorinated tetra-substituted alkenes via bis-Suzuki coupling reaction of 2-trifluoromethyl-1,1-dibromoalkenes
  作者：You-Hua Li、Xiao-Ming Zhao、Long Lu

  DOI：10.1016/j.jfluchem.2004.06.004

  日期：2004.12

  Palladium catalyzed bis-Suzuki coupling reactions of 2-trifluoromethyl-1,1-dibromoalkenes with aryl and hetero-aryl boronic acids afford 2-trifluoromethyl tetra-substituted alkenes in excellent yield. (C) 2004 Published by Elsevier B.V.