4-Hydroxy-2,5-dimethyl-phenoxyl | 22311-39-3

• 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-Hydroxy-2,5-dimethyl-phenoxyl
• 英文别名: 2,5-Dimethylbenzosemichinon-Radikal；2,5-Dimethyl-benzosemichinon-(1,4)；2,5-Dimethyl-p-benzosemichinon
• CAS: 22311-39-3
• 化学式: C₈H₉O₂
• 分子量: 137.158
• InChiKey: VVVXNXYZRDPJSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,5-二甲基-对苯醌 在 硫酸 作用下， 生成 4-Hydroxy-2,5-dimethyl-phenoxyl
  参考文献：
  名称：

  Bridges; Porter, Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences, 1958, vol. 244, p. 259,271

  摘要：

  DOI：

文献信息

• Effect of solvation on the reaction rate constants of the diphenylaminyl radical with phenols and hydroquinones
  作者：A. V. Antonov、N. N. Denisov、V. A. Nadtochenko、V. T. Varlamov

  DOI：10.1007/s11172-007-0015-2

  日期：2007.1

  of H-bonding. The rate constants k(free) of the reactions of the diphenylaminyl radical with free phenols and hydroquinones in toluene and acetonitrile were estimated. Comparison of the k(free) values with each other and experimental k values in decane suggests that the changes in k upon solvent replacement is mainly caused by the formation of H-complexes of phenols and hydroquinones with the solvent

  通过激光闪光光解研究了二苯胺基自由基与未受阻酚和氢醌在乙腈中在 294 K 下的反应动力学。速率常数 k 的范围为 104 到 106 L mol-1 s-1，取决于苯酚和氢醌中取代基的性质。k 值还取决于溶剂的性质，当癸烷分别被甲苯和乙腈代替时，k 值平均下降 6.5 倍和 50 倍。癸烷、甲苯和乙腈中的 logk 值线性取决于苯酚和氢醌中 OH 键的解离能 DOH。考虑到这种依赖性并使用乙腈中的实验 k 值，2,5-二氯氢醌的估计 DOH = 346.6 kJ mol-1。在氢键热力学描述的乘法方法的框架内计算了苯酚和氢醌与甲苯和乙腈形成氢键配合物的热力学参数。估计了二苯胺基自由基与游离酚和氢醌在甲苯和乙腈中反应的速率常数 k(free)。相互之间的 k（游离）值和癸烷中的实验 k 值的比较表明，溶剂置换后 k 的变化主要是由苯酚和对苯二酚与溶剂形成 H 配合物引起的。估计了二苯胺基自
• DISCRETE RADICAL SPECIES DEPENDENT UPON SOLVENT AS DETECTED BY CIDNP IN THE LIGHT-INDUCED ELECTRON TRANSFER FROM HYDROQUINONES TO PHEOPHYTIN<i>a</i>
  作者：Kazuhiro Maruyama、Hiroyuki Furuta、Tetsuo Otsuki

  DOI：10.1246/cl.1981.1509

  日期：1981.11.5

  Light-induced electron transfer from hydroquinones to Phe a was studied by means of CIDNP technique. Depending upon the solvent, electron transfer proceeds in different manners. In benzene, ion radical pair; hydroquinone cation radical and Phe a\ewdot, of the triplet spin multiplicity was formed, whereas neutral radical pair;phenoxyl radical and Phe a-H·, of the singlet spin multiplicity in methanol.

  利用CIDNP技术研究了光诱导从氢醌到叶绿素a的电子转移过程。根据溶剂的不同，电子转移以不同的方式进行。在苯中，形成了三重态自旋多重的离子自由基对：氢醌阳离子自由基和叶绿素a阴离子自由基；而在甲醇中，形成了单重态自旋多重的中性自由基对：苯氧自由基和叶绿素a-H·。
• Paramagnetic Resonance of Methyl‐ and Chloro‐Substituted<i>p</i>‐Benzosemiquinones
  作者：Balu Venkataraman、Bernice G. Segal、George K. Fraenkel

  DOI：10.1063/1.1730073

  日期：1959.4

  Detailed measurements, made under conditions of high resolution, of the paramagnetic resonance spectra of the negative radical ions of all the methyl- and chloro-substituted p-benzosemiquinones are reported. All the spectra exhibited hyperfine structure which is accounted for in terms of interactions between the unpaired electron and all the protons in the radicals; no chlorine hyperfine splittings were observed. In some of the chlorine compounds anomalous lines, not attributable to the chloro-substituted p-benzosemiquinone ion, appeared; these presumably arise from radicals produced by side reactions. Microwave power saturation was encountered in all the spectra examined. Line widths of all the spectra were observed to depend markedly on the microwave power and on the concentration of the hydroquinone from which the semiquinone was prepared. Separations of the hyperfine components were measured to a high degree of accuracy and splitting constants for individual protons were calculated from the measurements using the method of least squares. Proton splitting constants ranged from a minimum of 1.714 gauss for the methyl group protons in 2,3-dimethyl semiquinone ion to a maximum of 2.595 gauss for the ring protons in that same compound. The variation of the splitting constants with chlorine and methyl group substitutions are shown to obey a nearly additive relation.