2,6-Dimethylbenzosemichinon-Radikal | 16982-33-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,6-Dimethylbenzosemichinon-Radikal
• 英文别名: 2,6-Dimethyl-p-benzosemichinon；2,6-Dimethyl-benzosemichinon-(1,4)；4-Hydroxy-2,6-dimethyl-phenoxyl
• CAS: 16982-33-5
• 化学式: C₈H₉O₂
• 分子量: 137.158
• InChiKey: IYUQAQPHAIUUKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,6-二甲基-2,5-环己二烯-1,4-二酮 以 四氯化碳 、 氘代氯仿 为溶剂， 生成 2,6-Dimethylbenzosemichinon-Radikal
  参考文献：
  名称：

  Triplet mechanism of CIDNP in the photolysis of benzoquinones as studied by dynamic nuclear polarization

  摘要：

  CIDNP and CIDNP-detected ESR spectra are observed in the photolysis of benzoquinone and its methyl derivatives. In low concentrations of solutions, the sign of the CIDNP of the ring and methyl protons of benzoquinones is in accord with the prediction from the Kaptein rule; however, at high concentrations, the sign is reversed. From the sign of the dynamic nuclear polarization that is observed as a component of the CIDNP-detected ESR spectrum, the mechanism of the cross-relaxation in free radicals is determined. From the correlation between the sign of the dynamic nuclear polarization and the sign of the CIDNP, the anomalous sign of the CIDNP observed at high concentrations is ascribed to generation of an electron spin polarization by the anisotropy in the intersystem crossing (triplet mechanism) and subsequent transfer of this polarization to the nuclei by the cross-relaxation in free radicals. Thus, the triplet mechanism of CIDNP is well substantiated.

  DOI：

  10.1021/j100109a005

文献信息

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

  DOI：——

  日期：——
• 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.
• Meng, Q.; Yamakage, Y.; Maeda, K., Zeitschrift fur Physikalische Chemie, 1993, vol. 180, # 1/2, p. 95 - 110
  作者：Meng, Q.、Yamakage, Y.、Maeda, K.、Azumi, T.

  DOI：——

  日期：——