(4-carboxyphenyl)peroxyl radical anion | 157524-71-5

• 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-carboxyphenyl)peroxyl radical anion
• CAS: 157524-71-5
• 化学式: C₇H₄O₄
• 分子量: 152.106
• InChiKey: YVPYZLSZCPHJOC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.23
• 重原子数：
  11.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.26
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (4-carboxyphenyl)peroxyl radical anion 在 air 、 Fe(CN)6 作用下， 以 various solvent(s) 为溶剂， 生成
  参考文献：
  名称：

  亚铁和亚铁氰化物离子被过氧自由基氧化

  摘要：

  在水溶液中通过脉冲辐射分解产生烷基过氧自由基和芳基过氧自由基，并通过动力学分光光度法研究它们与亚铁和亚铁氰化物离子的反应。Fe（CN）6 4-的氧化速率常数从<1×10 5到5×10 7 L mol -1 s -1变化，这取决于取代基对过氧自由基和电子的吸电子作用。大概反映了过氧自由基还原电位的变化，这是外球电子转移所期望的。Fe aq 2+的氧化另一方面，是通过受水配体的解离交换速率控制的内球机理发生的。所述速率常数分别为几乎相同的所有过氧自由基检查（ķ =（0.5-1.1）×10 6大号摩尔-1小号-1）和所涉及的瞬时中间体的形成，RO 2 -的Fe 3+，后来分解产生Fe aq 3+。H +和Fe 2+促进分解。所提出的机理是对先前提出的反应方案的修改。

  DOI：

  10.1021/jp9533335
• 作为产物：
  描述：

  4-bromobenzoate anion 在 水 、 氧气 作用下， 生成 (4-carboxyphenyl)peroxyl radical anion
  参考文献：
  名称：

  Formation and Reactivity of Phenylperoxyl Radicals in Aqueous Solutions

  摘要：

  The reaction of phenyl radicals with oxygen, to produce phenylperoxyl radicals, and the reactions of several phenylperoxyl radicals with a number of organic compounds in aqueous solutions have been studied by pulse radiolysis. Phenyl radicals were produced by reduction of aryl halides with hydrated electrons. The rate constant for the reaction of 4-carboxyphenyl with O-2 was determined from the rate of buildup of the peroxyl radical absorption at 520 nm as a function of [O-2] and found to be 1.6 x 10(9) L mol(-1) s(-1). Phenyl radicals react with 2-PrOH by H abstraction; a rate constants of 4 x 10(6) L mol(-1) s(-1) was determined for 4-carboxyphenyl by competition with the reaction of this radical with O-2. Phenylperoxyl radicals react with 4-methoxyphenolate ions, trolox C (6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid), ascorbate ions, chlorpromazine, and ABTS [2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate ion)] by one-electron oxidation. The rate constants for such reactions, determined from the rate of formation of the one-electron oxidation product as a function of substrate concentration, were found to be near 10(8)-10(9) L mol(-1) s(-1). The reaction with neutral phenols, however, was much slower and could not be observed under the pulse radiolysis conditions. Phenylperoxyl radicals are found to be much more reactive than methylperoxyl and more reactive than most substituted methylperoxyls, except for the halogen-substituted radicals. Electron-withdrawing substituents at the 4-position of phenylperoxyl increase the fate constant and electron-donating groups decrease the rate constant for oxidation by this radical, in accordance with the Hammett substituent constants.

  DOI：

  10.1021/j100084a017

文献信息

• Rate of reaction of phenyl radicals with oxygen in solution and in the gas phase
  作者：Paul M. Sommeling、Peter Mulder、Robert Louw、David V. Avila、Janusz Lusztyk、K. U. Ingold

  DOI：10.1021/j100134a001

  日期：1993.8

  The rate constant for the title reaction, k1, is 3.8 X 10(9) M-1 s-1 in water at 298 K and is greater-than-or-equal-to 10(8) M-1 s-1 in the gas phase at 603 K. It is concluded that two reports8,11 that this reaction is very slow in the gas phase, k1 less-than-or-equal-to 1.2 X 10(4) and approximately 2.3 X 10(6) M-1 s-1, are in error.