6-tert-Butyl-4-(5-tert-butyl-2-ethyl-3,4-dihydroxy-phenyl)-3-ethyl-[1,2]benzoquinone | 196501-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-tert-Butyl-4-(5-tert-butyl-2-ethyl-3,4-dihydroxy-phenyl)-3-ethyl-[1,2]benzoquinone
• 英文别名: 6-tert-butyl-4-(5-tert-butyl-2-ethyl-3,4-dihydroxyphenyl)-3-ethylcyclohexa-3,5-diene-1,2-dione
• CAS: 196501-99-2
• 化学式: C₂₄H₃₂O₄
• 分子量: 384.516
• InChiKey: YJOUGBORDIXNBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  74.6
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  6-tert-Butyl-4-(5-tert-butyl-2-ethyl-3,4-dihydroxy-phenyl)-3-ethyl-[1,2]benzoquinone 在 potassium hexacyanoferrate(III) 作用下， 以 乙醚 为溶剂， 以45%的产率得到5,5'-Di-tert-butyl-2,2'-diethyl-bicyclohexyl-1,5,1',5'-tetraene-3,4,3',4'-tetraone
  参考文献：
  名称：

  New sterically hindered di-o-quinones of the biphenyl series

  摘要：

  New di-o-quinones of the biphenyl series, namely, 2,2'-dialkyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinones, were synthesized. Their structures were established by IR and NMR spectroscopy. The molecular structure of 2,2'-dimethyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinone was established by X-ray structural analysis. The structure is characterized by orthogonal (the torsion angle is 82.9 degrees) mutual arrangement of o-benzoquinone fragments. ESR studies demonstrated that chemical reduction of diquinone proceeds in four one-electron stages to form paramagnetic mono- and trianions as intermediates. Quinopyrocatechols, which are intermediates in the synthesis of di-o-quinones, were isolated and characterized.

  DOI：

  10.1007/bf02495211
• 作为产物：
  描述：

  3-ethyl-6-tert-butyl-o-benzoquinone 在 KU-2-8 cation-exchange resin 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以50%的产率得到6-tert-Butyl-4-(5-tert-butyl-2-ethyl-3,4-dihydroxy-phenyl)-3-ethyl-[1,2]benzoquinone
  参考文献：
  名称：

  New sterically hindered di-o-quinones of the biphenyl series

  摘要：

  New di-o-quinones of the biphenyl series, namely, 2,2'-dialkyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinones, were synthesized. Their structures were established by IR and NMR spectroscopy. The molecular structure of 2,2'-dimethyl-5,5'-di-tert-butylbiphenyl-3,4,3',4'-diquinone was established by X-ray structural analysis. The structure is characterized by orthogonal (the torsion angle is 82.9 degrees) mutual arrangement of o-benzoquinone fragments. ESR studies demonstrated that chemical reduction of diquinone proceeds in four one-electron stages to form paramagnetic mono- and trianions as intermediates. Quinopyrocatechols, which are intermediates in the synthesis of di-o-quinones, were isolated and characterized.

  DOI：

  10.1007/bf02495211