4-phenoxyphenoxyl radical | 61857-45-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-phenoxyphenoxyl radical
• 英文别名: 4-Phenoxy-phenoxy-Radikal
• CAS: 61857-45-2
• 化学式: C₁₂H₉O₂
• 分子量: 185.202
• InChiKey: CIGDAXNGQKHBPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.13
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  4-苯氧基苯酚 在 二叔丁基过氧化物 作用下， 以 乙腈 为溶剂， 生成 4-phenoxyphenoxyl radical
  参考文献：
  名称：

  基于荧光素-苯酚偶联的活性氧传感器的作用机理：以2- [6-（4'-羟基）苯氧基-3H-黄嘌呤-3-on-9-基]苯甲酸为例。

  摘要：

  我们演示了包含系留的荧光素-苯酚结构的传感器与过氧自由基和氧化剂（如铁氰化钾）反应的能力。如EPR分析所观察到的，后一反应产生相应的过氧自由基。我们提出传感器与过氧和烷氧基的反应也通过苯氧基的形成而引发，然后自由基反应和负责荧光素释放的产物水解。所提出的机理是基于通过激光闪光光解，HPLC和EPR研究过氧自由基和烷氧基自由基与4-苯氧基苯酚（一种用于模拟传感器性能的分子）的反应而获得的结果。

  DOI：

  10.1039/b515751j

文献信息

• Direct Irradiation of Phenol and <i>Para</i>-Substituted Phenols with a Laser Pulse (266 nm) in Homogeneous and Micro-heterogeneous Media. A Time-Resolved Spectroscopy Study
  作者：Gastón Siano、Stefano Crespi、Sergio M. Bonesi

  DOI：10.1021/acs.joc.0c02031

  日期：2020.11.6

  Direct irradiation of para-substituted phenols under N2 atmosphere in homogeneous (cyclohexane, acetonitrile, and methanol) and micellar (SDS) solution was investigated by means of time-resolved spectroscopy. After a laser pulse (266 nm), two transient species were formed, viz. the para-substituted phenol radical-cations and the corresponding phenoxy radicals. The radical-cations showed a broad absorption

  通过时间分辨光谱法研究了N 2气氛下均相（环己烷，乙腈和甲醇）和胶束（SDS）溶液中对位取代的苯酚的直接辐照。在激光脉冲（266 nm）之后，形成了两个瞬态物质，即。的对位取代的酚自由基阳离子和相应的苯氧自由基。自由基阳离子在390至460 nm之间显示出较宽的吸收带，而苯氧基自由基在320 nm和400–410 nm处具有两个特征带。自由基阳离子的去质子化速率常数（k H）为10 5 s –1和苯氧基自由基的反应速率常数（kR）的阶数为10 9 –10 10 M –1 ·s –1。所述ķ ħ速率常数给出了良好的线性相关性哈米特具有正斜率表明吸电子取代基增强自由基阳离子的酸度。的结合常数（ķ b的的）对位还测量了用表面活性剂取代的酚，NOESY实验表明酚位于胶束的疏水核中。最后，计算计算提供了瞬态的预测吸收光谱，并且在这些物种的较低吸收带的理论能量和实验能量之间获得了良好的线性相关性。
• Perfluorobutylperoxyl radical as an oxidant in various solvents
  作者：G. S. Nahor、P. Neta、Z. B. Alfassi

  DOI：10.1021/j100164a047

  日期：1991.5

  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.