N-(2,6-diisopropylphenyl)-4,6-di-tert-butyl-o-aminobenzosemiquinone radical | 1609258-22-1

• 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: N-(2,6-diisopropylphenyl)-4,6-di-tert-butyl-o-aminobenzosemiquinone radical
• 英文别名: ISQH
• CAS: 1609258-22-1
• 化学式: C₂₆H₄₀NO
• 分子量: 382.61
• InChiKey: AFAIQJRYMFGZJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  13
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  trimethylantimony(V) (N-(2,6-diisopropylphenyl)-4,6-di-tert-butyl-o-amidophenolate) 在 ferrocenium(III) tetrafluoroborate 作用下， 以 四氢呋喃 为溶剂， 生成 N-(2,6-diisopropylphenyl)-4,6-di-tert-butyl-o-aminobenzosemiquinone radical 、 trimethylantimony(V) (N-(2,6-diisopropylphenyl)-4,6-di-tert-butyl-o-iminobenzosemiquinone) cation radical
  参考文献：
  名称：

  Trialkylantimony(V) o-amidophenolates: Electrochemical transformations and antiradical activity

  摘要：

  The electrochemical transformations and antiradical activity of trialkylantimony(V) o-amidophenolate derivatives, (AP)SbR3 (AP = 4,6-di-tert-butyl-N-(2,6-diisopropylphenyl)-o-amidophenolate); R = CH3 (I), C2H5 (II), and C6H11 (III), are studied. The electrochemical oxidation of compounds I-III proceeds successively to form mono- and dicationic forms of the complexes. The presence of the donor hydrocarbon groups at the antimony(V) atom shifts the oxidation potentials to the cathodic range and decreases the stability of the monocationic complexes formed in electrochemical oxidation. The second anodic process is irreversible and accompanied by o-iminoquinone decoordination. The antiradical activity of compounds I-III is studied in the reaction with the diphenylpicrylhydrazyl radical and oleic acid autooxidation. The values obtained for indices EC50 and IC50 indicate the antiradical activity of the studied compounds. Complexes I-III were found to be the efficient inhibitors of oleic acid oxidation and act as efficient destructors of hydroperoxides.

  DOI：

  10.1134/s107032841405011x