对溴苯氧基 | 63125-13-3

• 分子结构分类: 有机化合物
• 中文名称: 对溴苯氧基
• 英文名称: p-Bromophenoxyl radical
• 英文别名: 4-bromophenoxyl radical；4-bromophenoxyl；4-bromo-phenyloxyl
• CAS: 63125-13-3
• 化学式: C₆H₄BrO
• 分子量: 172.001
• InChiKey: FKIJPZABOGQXPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  8
• 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：
  0

反应信息

• 作为反应物：
  描述：

  对溴苯氧基 、 亚氯酸盐基矿物质 以 水 为溶剂， 生成 二氧化氯 、 4-bromophenoxide ion
  参考文献：
  名称：

  Lind; Shen; Eriksen, Journal of the American Chemical Society, 1990, vol. 112, # 2, p. 479 - 482

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴苯酚 在 二叔丁基过氧化物 作用下， 以 苯 为溶剂， 生成 对溴苯氧基
  参考文献：
  名称：

  叔丁氧基与苯酚反应。与羰基三联体反应的比较

  摘要：

  二叔丁基过氧化物光分解中产生的叔丁氧基自由基与酚类有效反应生成相应的苯氧基自由基。苯中的典型速率常数在 22/sup 0/C 时分别为 3.3 x 10/sup 8/ 和 1.6 x 10/sup 9/ M/sup -1/ s/sup -1/ 苯酚和对甲氧基苯酚。该过程在极性溶剂中要慢得多；例如，当使用吡啶作为助溶剂时，苯酚的速率常数下降到 4.1 x 10/sup 6/ M/sup -1/ s/sup -1/，这是由于强氢键降低了酚类 OH 的反应性团体。同位素效应 (H/D) 通常在 3 到 5 的范围内。5个数字，4个表格。

  DOI：

  10.1021/ja00404a030

文献信息

• Oxidation of phenols employing polyoxometalates as biomimetic models of the activity of phenoloxidase enzymes
  作者：Carlo Galli、Patrizia Gentili、Ana Sofia Nunes Pontes、Jose A. F. Gamelas、Dmitry V. Evtuguin

  DOI：10.1039/b703178e

  日期：——

  the experimental oxidation data. A sizeable value for the reorganisation energy (λ) was accordingly obtained. The slightly stronger oxidant SiW11Mn resulted to be more reactive than SiW11V by ca. two powers of magnitude. Our scrutiny of the reactive behaviour of the two POMs towards phenols may provide a model of interpretation for the phenoloxidase activity of the laccase enzymes, a class of multicopper

  取代基氧化的动力学研究 酚类与任一钒（V）polyoxotungstate，[α-SIV V w ^ 11 ö 40 ] 5-（即硅钨酸11 V），或锰（III）polyoxotungstate，[α-硅锰III W¯¯ 11（H 2 O）O- 39 ] 5-（即硅钨酸11的Mn），已经进行了。因为多金属氧酸盐SiW 11 V和SiW 11 Mn化合物的氧化还原电位，即。POM为0.67和0.76 V /NHE以及酚醛底物的电压分别在0.4-0.9 V /NHE 在 水，所产生的氧化反应是外能的或轻微的内能的。的反应性氧化作用 的替代 酚类通过SiW 11 V，在50°C的缓冲水溶液（pH = 4）中，发现与取代基的σ +参数相关，产生与电子共振的冈本-布朗ρ值（即-3.1）决定速率的电子转移途径的要求。的微不足道的价值溶剂用SiW 11 V氧化p -MeO-苯酚获得动力学同位素效应（k H
• Reactivity of Substituted Phenols Toward Alkyl Radicals
  作者：Paola Franchi、Marco Lucarini、Gian Franco Pedulli、Luca Valgimigli、Bruno Lunelli

  DOI：10.1021/ja982405d

  日期：1999.1.1

  The rate constants for the reaction of primary alkyl radicals with substituted phenolic compounds have been measured in benzene or toluene at room temperature by using the radical clock technique. With three representative phenols, containing in the ortho positions substituents of different size, the kinetics of the hydrogen transfer to alkyl radicals was studied at different temperatures to obtain the

  伯烷基自由基与取代酚类化合物反应的速率常数已在室温下在苯或甲苯中使用自由基时钟技术测量。使用三种具有代表性的苯酚，在邻位含有不同大小的取代基，在不同温度下研究了氢转移到烷基的动力学以获得相应的阿伦尼乌斯参数。还在作为氢键受体的六种不同溶剂中研究了动力学溶剂对与 α-生育酚反应的影响，同时研究了与 2,4,6-三甲基苯酚和 2,6-二叔丁基苯酚在甲苯和γ-戊内酯。对于某些酚类，还研究了自聚集对动力学参数的影响。
• Phenolic hydrogen abstraction by the triplet excited state of thiochromanone: a laser flash photolysis study
  作者：Alessandra M. Ribeiro、Ada Ruth Bertoti、José Carlos Netto-Ferreira

  DOI：10.1590/s0103-50532010000600017

  日期：——

  Triplet ketones are known to oxidize biological substrates which can lead to damage of several biomolecules such as amino acids, nucleosides and DNA. As part of our systematic study on the interaction between carbonyl compounds and phenols, the triplet reactivity of thiochromanone (1) towards substituted phenols, in acetonitrile, was investigated employing the laser flash photolysis technique. The

  已知三重态酮会氧化生物底物，这会导致几种生物分子（例如氨基酸，核苷和DNA）的破坏。作为我们对羰基化合物与苯酚之间相互作用的系统研究的一部分，使用激光闪光光解技术研究了硫代苯并二氢吡喃酮（1）对乙腈中取代苯酚的三重反应性。猝灭速率常数为（1.1±0.1）×108 L mol-1 s-1（4-氰基苯酚）至（5.8±1.0）×109 L mol-1 s-1（对苯二酚）。三重态1与含极性取代基的酚反应的哈米特图得出反应常数ρ= -0.90。
• Iodine atoms and iodomethane radical cations: their formation in the pulse radiolysis of iodomethane in organic solvents, their complexes, and their reactivity with organic reductants
  作者：Lian C. T. Shoute、P. Neta

  DOI：10.1021/j100164a045

  日期：1991.5

  Pulse radiolysis of iodomethane in various organic solvents leads to formation of iodine atoms or iodomethane radical cations, which in turn form complexes with iodomethane or with the solvent. Radiolysis in cyclohexane gives CH3I.I, which exhibits an absorption peak at 390 nm, whereas radiolysis in benzene forms the solvent complex, C6H6.I, which exhibits an intense broad absorption centered at 490 nm. Radiolysis of iodomethane in acetone, benzonitrile, and halogenated hydrocarbons results in formation of the radical cation CH3I+. In the former two solvents, this species forms a complex with another molecule of iodomethane to give (CH3I)2+, which absorbs at 420 nm, in agreement with previous results in aqueous solutions, but in halogenated hydrocarbons it forms complexes with the solvents, absorbing at 320-360 nm, i.e., near the absorption of monomeric CH3I.+ in water. Complexes of I atoms oxidize phenol and triphenylamine relatively slowly whereas complexes of CH3I.+ react more rapidly. The reactivity of the CH3I.+.RX complexes increases in the order of RX = CH2Cl2, CHCl3, CH2Br2, CCl4, CH3I, and for each complex the reactivity with phenol increases with increase in electron donating power of substituents. Replacing the methyl group of iodomethane radical cation with ethyl or isopropyl decreases the reactivity, whereas trifluoromethyl increases the reactivity. These oxidation reactions proceed via an intermediate complex between the iodine species and the organic reductant.
• Substituent effects on rates of one-electron oxidation of phenols by the radicals chlorine dioxide, nitrogen dioxide, and trioxosulfate(1-)
  作者：Zeev B. Alfassi、Robert E. Huie、P. Neta

  DOI：10.1021/j100408a063

  日期：1986.8