Pentafluorophenoxide radical | 41970-17-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Pentafluorophenoxide radical
• 英文别名: Pentafluorophenoxyl radical；pentafluorophenoxy；pentafluoro-phenyloxyl
• CAS: 41970-17-6；28384-58-9
• 化学式: C₆F₅O
• 分子量: 183.057
• InChiKey: GOQIUEOJZMTRQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  五氟苯酚 在 sodium hydroxide 、 叠氮阴离子 作用下， 以 水 为溶剂， 生成 Pentafluorophenoxide radical
  参考文献：
  名称：

  Fang, Xingwang; Schuchmann, Heinz-Peter; Von Sonntag, Clemens, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 7, p. 1391 - 1398

  摘要：

  DOI：

文献信息

• Hydroxyl radical induced reactions in aqueous solutions of halogenated benzenes: effect of electronegativity of halogen
  作者：Hari Mohan、Jai P Mittal

  DOI：10.1016/s0009-2614(02)01299-x

  日期：2002.10

  solute radical cation of halogenated benzenes appear, is observed to depend strongly on the nature and number of halogen atoms in halogenated benzenes. A linear increase in the acid concentration required for solute radical cation formation is observed with electronegativity of halogen.

  这 发现辐射分解产生的OH自由基仅在酸性条件下通过电子转移机理与卤代苯反应。观察到出现卤化苯溶质自由基阳离子的酸浓度强烈取决于卤化苯中卤原子的性质和数量。随着卤素的电负性，观察到形成溶质自由基阳离子所需的酸浓度线性增加。
• Gas-phase reactions of oxide and superoxide radical anions with C6F6
  作者：W. B. Knighton、T. M. Miller、A. A. Viggiano、R. A. Morris、J. M. Van Doren

  DOI：10.1063/1.477625

  日期：1998.12

  The reactions of O− and O2− with C6F6 and C6F6− with O2 were studied using the selected ion flow tube (SIFT) technique. The reaction rate constants and branching fractions were measured. The reactions of O− and O2− with C6F6 occur with near unit efficiency while that of C6F6− with O2 is about 2% efficient. The reaction of O− produces three ionic products, F−, C5F4−, and C6F5O−. The reaction of O2− with C6F6 produces five ionic decomposition products, C4F4−, F−, C4F2−, C5F4O−, C5F5O−, and the electron transfer product, C6F6−. The reaction of C6F6− with O2 produces products similar to those observed for the reaction O2− with C6F6.
• Kinetics and absorption spectra of transients in the radiolysis of hexafluorobenzene in aqueous solution: a pulse radiolysis study
  作者：Lian C. T. Shoute、Jai P. Mittal

  DOI：10.1021/j100104a019

  日期：1993.1

  Hexafluorobenzene reacts with hydrated electrons with a rate constant of 8.5 X 10(9) M-1 s-1. In alkaline solution, the radical anion formed has absorption maxima at 280 and 390 nm. The radical anion decays with a rate constant 2k = 4.6 X 10(9) M-1 s-1 to form carbanion which has absorption maxima at 290, 345, and 410 nm. Below pH 11, C6F6.-, is rapidly protonated to form cyclohexadienyl radical which has bands at 260 and 350 nm. The pK(a) of the C6F6H. half arrow right over half arrow left C6F6.- + H+ equilibrium was estimated to be 12.4. The radical anion derived from ethanol also reduces C6F6 with a rate constant of 2.5 x 10(6) M-1 s-1, and the radical anion formed has absorption bands at 300 and 440 nm. It decays by radical recombination to yield a carbanion which has absorption bands at 310 and 580 nm. Both the radical anion and the carbanion formed display considerable inertness and have long lifetimes. The product spectrum shows evidence for the formation of long-chain molecules, indicating the involvement of anionic polymerization. Hydroxyl radical adds to hexafluorobenzene with a rate constant of 1.4 X 10(9) M-1 s-1 to form an adduct, hydroxycyclohexadienyl radical, which has absorption bands at 280 and 400 nm. O.- adds to hexafluorobenzene with a rate constant of 9.4 X 10(7) M-1 s-1. The adduct undergoes base-catalyzed fluoride elimination to yield phenoxide radical which has absorption maxima at 300 and 430 nm. The adduct also undergoes acid-catalyzed water elimination at lower pH to yield C6F6.+, and the radical cation is also formed by electron-transfer reaction with SO4.-.