2-bromo-3-methoxy-6-methyl-para-benzoquinone | 30435-38-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-3-methoxy-6-methyl-para-benzoquinone
• 英文别名: 2-Brom-3-methoxy-6-nethyl-1,4-benzochinon；3-Bromo-2-methoxy-5-methylbenzo-1,4-quinone；3-bromo-2-methoxy-5-methylcyclohexa-2,5-diene-1,4-dione
• CAS: 30435-38-2
• 化学式: C₈H₇BrO₃
• 分子量: 231.046
• InChiKey: OFVXODICMZPYTP-UHFFFAOYSA-N

物化性质

• 沸点：
  294.4±40.0 °C(Predicted)
• 密度：
  1.62±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-bromo-3-methoxy-6-methyl-para-benzoquinone 在 氨 作用下， 以 甲醇 、 乙醚 为溶剂， 生成 2-Amino-3-bromo-5-methyl-[1,4]benzoquinone
  参考文献：
  名称：

  Watanabe,Y. et al., Chemical and pharmaceutical bulletin, 1970, vol. 18, p. 2208 - 2215

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二溴-3-甲氧基-6-甲基苯酚 在 吡啶-2,6-二甲酸 、 ammonium cerium(IV) nitrate 作用下， 以 水 、 乙腈 为溶剂， 以0.83 g的产率得到2-bromo-3-methoxy-6-methyl-para-benzoquinone
  参考文献：
  名称：

  Synthesis and Spectroscopic Characterization of [5-13C]- and [6-13C]Ubiquinone-10 for Studies of Bacterial Photosynthetic Reaction Centers

  摘要：

  This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-C-13]- and [3-C-13]ubiquinone-0 and of [5-C-13]- and [6-C-13]ubiquinone-10. A scheme based on the synthetic approach to [5-C-13]ubiquinone-10 has been worked out for the synthesis of ubiquinones C-13-labeled at any individual position and at every combination of positions in the quinone ring. The [5-C-13]- and [6-C-13]ubiquinone-10 isotopomers were incorporated into the Q(A)-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of Q(A) with a dynamic perturbation involving the 4-carbonyl functionality.

  DOI：

  10.1002/1099-0690(20021)2002:1<189::aid-ejoc189>3.0.co;2-8

文献信息

• Watanabe,Y. et al., Chemical and pharmaceutical bulletin, 1970, vol. 18, p. 2208 - 2215
  作者：Watanabe,Y. et al.

  DOI：——

  日期：——
• Synthesis and Spectroscopic Characterization of [5-13C]- and [6-13C]Ubiquinone-10 for Studies of Bacterial Photosynthetic Reaction Centers
  作者：Rutger B. Boers、Peter Gast、Arnold J. Hoff、Huub J. M. de Groot、Johan Lugtenburg

  DOI：10.1002/1099-0690(20021)2002:1<189::aid-ejoc189>3.0.co;2-8

  日期：2002.1

  This paper presents the synthesis and characterization by mass spectrometry and NMR spectroscopy of [2-C-13]- and [3-C-13]ubiquinone-0 and of [5-C-13]- and [6-C-13]ubiquinone-10. A scheme based on the synthetic approach to [5-C-13]ubiquinone-10 has been worked out for the synthesis of ubiquinones C-13-labeled at any individual position and at every combination of positions in the quinone ring. The [5-C-13]- and [6-C-13]ubiquinone-10 isotopomers were incorporated into the Q(A)-site of the photosynthetic reaction center of Rhodobacter sphaeroides R-26. Magic angle spinning NMR subsequently revealed an unperturbed 6-position, while the signal of the 5-position was absent. These results corroborate the recently reported detection of an asymmetric binding of Q(A) with a dynamic perturbation involving the 4-carbonyl functionality.

表征谱图