1,1-dibromo-3,3,3-trifluoro-2-[(methoxymethoxy)methyl]prop-2-ene | 809230-85-1

• 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-[(methoxymethoxy)methyl]prop-2-ene
• 英文别名: 1,1-Dibromo-3,3,3-trifluoro-2-(methoxymethoxymethyl)prop-1-ene
• CAS: 809230-85-1
• 化学式: C₆H₇Br₂F₃O₂
• 分子量: 327.924
• InChiKey: IINGLYBLFPASLB-UHFFFAOYSA-N

物化性质

• 沸点：
  248.9±40.0 °C(Predicted)
• 密度：
  1.860±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1-dibromo-3,3,3-trifluoro-2-[(methoxymethoxy)methyl]prop-2-ene 在 正丁基锂 、 四甲基乙二胺 、 甲醇 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 以65%的产率得到(E)-1-bromo-3,3,3-trifluoro-2-[(methoxymethoxy)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 、 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

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.
• 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.