(Z)-1-chloro-3,4,4,5,5,6,6,6-octafluorohex-2-ene | 164264-75-9

• 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: (Z)-1-chloro-3,4,4,5,5,6,6,6-octafluorohex-2-ene
• CAS: 164264-75-9
• 化学式: C₆H₃ClF₈
• 分子量: 262.53
• InChiKey: ROORMWGFARUEKZ-IWQZZHSRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (Z)-1-chloro-3,4,4,5,5,6,6,6-octafluorohex-2-ene 在 potassium iodide 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 2.0h， 以95.4%的产率得到(Z)-3,4,4,5,5,6,6,6-Octafluoro-1-iodo-hex-2-ene
  参考文献：
  名称：

  New Electrophilic Reaction of Perfluoroalkylethylenes. Synthesis and Some Reactions of 1-Halo-1,1,2-trihydroperfluoroalkenes-2

  摘要：

  Perfluoroalkylethylenes, R(f)CH=CH2, react with chlorosulfonic acid in the presence of TaF5 or NbF5 catalyst to form allyl chlorides, Z-R(f)CF=CHCH2Cl. These chlorides, or their corresponding bromides, also can be made by the BF3-catalyzed reaction of R(f)CH=CH2 with HCl or HBr in anhydrous HF. The allylic chlorine in the newly synthesized compounds Z-R(f)CF=CHCH2Cl can be easily replaced by reaction with nucleophiles such as I-, Br-, HO-, or (CF3)(2)CFO-.

  DOI：

  10.1021/jo00116a031
• 作为产物：
  描述：

  1H,1H,2H-全氟-1-己烯 在 氟化钽(V) 氯磺酸 作用下， 反应 5.0h， 以76%的产率得到(Z)-1-chloro-3,4,4,5,5,6,6,6-octafluorohex-2-ene
  参考文献：
  名称：

  New Electrophilic Reaction of Perfluoroalkylethylenes. Synthesis and Some Reactions of 1-Halo-1,1,2-trihydroperfluoroalkenes-2

  摘要：

  Perfluoroalkylethylenes, R(f)CH=CH2, react with chlorosulfonic acid in the presence of TaF5 or NbF5 catalyst to form allyl chlorides, Z-R(f)CF=CHCH2Cl. These chlorides, or their corresponding bromides, also can be made by the BF3-catalyzed reaction of R(f)CH=CH2 with HCl or HBr in anhydrous HF. The allylic chlorine in the newly synthesized compounds Z-R(f)CF=CHCH2Cl can be easily replaced by reaction with nucleophiles such as I-, Br-, HO-, or (CF3)(2)CFO-.

  DOI：

  10.1021/jo00116a031

文献信息

• New Electrophilic Reaction of Perfluoroalkylethylenes. Synthesis and Some Reactions of 1-Halo-1,1,2-trihydroperfluoroalkenes-2
  作者：V. A. Petrov

  DOI：10.1021/jo00116a031

  日期：1995.6

  Perfluoroalkylethylenes, R(f)CH=CH2, react with chlorosulfonic acid in the presence of TaF5 or NbF5 catalyst to form allyl chlorides, Z-R(f)CF=CHCH2Cl. These chlorides, or their corresponding bromides, also can be made by the BF3-catalyzed reaction of R(f)CH=CH2 with HCl or HBr in anhydrous HF. The allylic chlorine in the newly synthesized compounds Z-R(f)CF=CHCH2Cl can be easily replaced by reaction with nucleophiles such as I-, Br-, HO-, or (CF3)(2)CFO-.