perfluorobutylperoxyl radical | 137475-52-6

• 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: perfluorobutylperoxyl radical
• CAS: 137475-52-6
• 化学式: C₄F₉O₂
• 分子量: 251.028
• InChiKey: VTMVHWJCNXILBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.77
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.13
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-二甲氨基苯酚 、 perfluorobutylperoxyl radical 以 甲醇 为溶剂， 生成 4-(N,N-dimethylamino)phenoxyl radical 、 1,1,2,2,3,3,4,4,4-Nonafluoro-but-1-yl-hydroperoxide
  参考文献：
  名称：

  Perfluorobutylperoxyl radical as an oxidant in various solvents

  摘要：

  Perfluorobutylperoxyl radicals were produced by pulse radiolysis of aerated solutions of perfluorobutyl iodide. The rate constants for reaction of this radical with several organic reductants, chlorpromazine, trolox, hydroquinone, and several other phenols, were determined in various solvents and were found to be in the range of 10(5)-10(9) M-1 s-1. By comparison with other haloalkylperoxyl radicals, C4F9OO. was found to be a much more powerful oxidant, whose reactions took place more rapidly and were less sensitive to solvent and substituent effects. The rate constants (k) for oxidation of a series of para-substituted phenols by C4F9OO. gave a good linear correlation between log k and the electrophilic substituent constant sigma+, with a slope of rho+ = -2.3, indicating formation of a positively charged transition state. Parallel experiments with CCl3OO. were limited to the most reactive phenols and gave a higher slope, rho+ = -3.3. The rates of reaction of C4F9OO. with trolox and chlorpromazine were found to depend on solvent viscosity, but much less on solvent polarity and acid-base properties, probably because they were closer to the diffusion-controlled limit. The longer chain C10F21OO. was somewhat less reactive than C4F9OO. because of geometric factors.

  DOI：

  10.1021/j100164a047
• 作为产物：
  描述：

  全氟碘代丁烷 在 氧气 作用下， 以 甲醇 为溶剂， 生成 perfluorobutylperoxyl radical
  参考文献：
  名称：

  Perfluorobutylperoxyl radical as an oxidant in various solvents

  摘要：

  Perfluorobutylperoxyl radicals were produced by pulse radiolysis of aerated solutions of perfluorobutyl iodide. The rate constants for reaction of this radical with several organic reductants, chlorpromazine, trolox, hydroquinone, and several other phenols, were determined in various solvents and were found to be in the range of 10(5)-10(9) M-1 s-1. By comparison with other haloalkylperoxyl radicals, C4F9OO. was found to be a much more powerful oxidant, whose reactions took place more rapidly and were less sensitive to solvent and substituent effects. The rate constants (k) for oxidation of a series of para-substituted phenols by C4F9OO. gave a good linear correlation between log k and the electrophilic substituent constant sigma+, with a slope of rho+ = -2.3, indicating formation of a positively charged transition state. Parallel experiments with CCl3OO. were limited to the most reactive phenols and gave a higher slope, rho+ = -3.3. The rates of reaction of C4F9OO. with trolox and chlorpromazine were found to depend on solvent viscosity, but much less on solvent polarity and acid-base properties, probably because they were closer to the diffusion-controlled limit. The longer chain C10F21OO. was somewhat less reactive than C4F9OO. because of geometric factors.

  DOI：

  10.1021/j100164a047