4,4,5,6,6,6-hexafluoro-1-hexene | 39540-16-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 4,4,5,6,6,6-hexafluoro-1-hexene
• 英文别名: 4,4,5,6,6,6-hexafluorohex-1-ene
• CAS: 39540-16-4
• 化学式: C₆H₆F₆
• 分子量: 192.104
• InChiKey: IDRYYDWZKGZPNG-UHFFFAOYSA-N

物化性质

• 沸点：
  61.3±8.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 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：
  6

反应信息

• 作为反应物：
  描述：

  乙基二氯硅烷 、 4,4,5,6,6,6-hexafluoro-1-hexene 在 dihydrogen hexachloroplatinate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (4,4,5,6,6,6-hexafluorohexyl)ethyldichlorosilane
  参考文献：
  名称：

  Isomerization of 1,1,2,3,3-pentafluoro-1,5-hexadiene upon reaction with fluoride ions. First example of sequential anionotropic and prototropic allylic rearrangements

  摘要：

  Upon heating in DMF medium with KF and 18-crown-6 1,1,2,2,3-pentafluoro-1,5-hexadiene (1) is converted to 4,5,6,6,6-pentafluoro-1,3-hexadiene and 1,1,1,2,3-pentafluoro-2,4-hexadiene. Reaction of (1) with KHF2 results in the formation of its HF addition product, namely, 4,4,5,6,6,6-hexafluoro-1-hexene. We assume that the driving force in the isomerization of (1) is the formation of conjugated products, involving both the fluorinated and nonfluorinated portions of the molecules, preferably with the minimum number of fluorine atoms attached to the double bond.

  DOI：

  10.1007/bf00869523
• 作为产物：
  描述：

  1,1,2,3,3-pentafluoro-1,5-hexadiene 在 potassium hydrogen bifluoride 、 18-冠醚-6 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以40%的产率得到trans-4,5,6,6,6-pentafluoro-1,3-hexadiene
  参考文献：
  名称：

  Isomerization of 1,1,2,3,3-pentafluoro-1,5-hexadiene upon reaction with fluoride ions. First example of sequential anionotropic and prototropic allylic rearrangements

  摘要：

  Upon heating in DMF medium with KF and 18-crown-6 1,1,2,2,3-pentafluoro-1,5-hexadiene (1) is converted to 4,5,6,6,6-pentafluoro-1,3-hexadiene and 1,1,1,2,3-pentafluoro-2,4-hexadiene. Reaction of (1) with KHF2 results in the formation of its HF addition product, namely, 4,4,5,6,6,6-hexafluoro-1-hexene. We assume that the driving force in the isomerization of (1) is the formation of conjugated products, involving both the fluorinated and nonfluorinated portions of the molecules, preferably with the minimum number of fluorine atoms attached to the double bond.

  DOI：

  10.1007/bf00869523

文献信息

• US3789088A
  申请人：——

  公开号：US3789088A

  公开（公告）日：1974-01-29
• US3911035A
  申请人：——

  公开号：US3911035A

  公开（公告）日：1975-10-07
• Isomerization of 1,1,2,3,3-pentafluoro-1,5-hexadiene upon reaction with fluoride ions. First example of sequential anionotropic and prototropic allylic rearrangements
  作者：T. I. Gorbunova、M. I. Kodess、T. G. Khonina、T. I. Filyakova、A. V. Podol'skii、V. I. Saloutin

  DOI：10.1007/bf00869523

  日期：1992.2

  Upon heating in DMF medium with KF and 18-crown-6 1,1,2,2,3-pentafluoro-1,5-hexadiene (1) is converted to 4,5,6,6,6-pentafluoro-1,3-hexadiene and 1,1,1,2,3-pentafluoro-2,4-hexadiene. Reaction of (1) with KHF2 results in the formation of its HF addition product, namely, 4,4,5,6,6,6-hexafluoro-1-hexene. We assume that the driving force in the isomerization of (1) is the formation of conjugated products, involving both the fluorinated and nonfluorinated portions of the molecules, preferably with the minimum number of fluorine atoms attached to the double bond.