7,7,8,8-tetrafluoro-8-bromooctene

• 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: 7,7,8,8-tetrafluoro-8-bromooctene
• 英文别名: 8-Bromo-7,7,8,8-tetrafluorooct-1-ene
• 化学式: C₈H₁₁BrF₄
• 分子量: 263.073
• InChiKey: FLPIBINJTMCPGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,5-已二烯 、 1,1,2,2-四氟-1,2-二溴乙烷 在 chromium chloride 、 铁粉 作用下， 以 乙醇 为溶剂， 反应 14.0h， 以29%的产率得到7,7,8,8-tetrafluoro-8-bromooctene
  参考文献：
  名称：

  Cyclizations of 5-Hexenyl, 6-Heptenyl, 7-Octenyl, and 8-Nonenyl Radicals. The Kinetic and Regiochemical Impact of Fluorine and Oxygen Substituents

  摘要：

  Using competition kinetic methodology, rate constants for cyclizations of a series of hydrofluorocarbon (HFC) and ether 5-hexenyl, 6-heptenyl, and 7-octenyl radicals have been determined. Remarkably large rate constants (>10(7) s(-1)) have been observed for 6-exo-cyclizations of 1,1,2,2-tetrafluoro- and 1,1,2,2,3,3,4,4,-octafluoro-6-heptenyl radicals (>10(3) those of analogous hydrocarbon radicals), whereas HFC hexenyl and heptenyl ethers exhibit lower cyclization reactivity, as do HFC 7-octenyl radical systems, which cyclize in an endo manner. HFC 8-nonenyl radicals were not observed to cyclize. The results can be rationalized in terms of transition state polar influences, though other factors may also play significant roles.

  DOI：

  10.1021/jo990544n