7-methoxy-2-phenyl-4H-1-benzopyran-4,5,8-trione | 89971-03-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-methoxy-2-phenyl-4H-1-benzopyran-4,5,8-trione
• 英文别名: 7-methoxy-2-phenyl-chromene-4,5,8-trione；7-Methoxy-2-phenyl-chromen-4,5,8-trion；4H-1-Benzopyran-4,5,8-trione, 7-methoxy-2-phenyl-；7-methoxy-2-phenylchromene-4,5,8-trione
• CAS: 89971-03-9
• 化学式: C₁₆H₁₀O₅
• 分子量: 282.252
• InChiKey: XRAVUPDXOVLYSF-UHFFFAOYSA-N

物化性质

• 沸点：
  533.7±50.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,7,8-三甲氧基黄酮 在 硝酸 作用下， 生成 7-methoxy-2-phenyl-4H-1-benzopyran-4,5,8-trione
  参考文献：
  名称：

  Rao et al., Proceedings - Indian Academy of Sciences, Section A, 1947, # 25, p. 427,430

  摘要：

  DOI：

文献信息

• Use of acyl substituents to favour 2,3-epoxidation of 5,7-dioxygenated flavones with dimethyldioxirane
  作者：Benjamin J. Compton、Lesley Larsen、Rex T. Weavers

  DOI：10.1016/j.tet.2010.11.076

  日期：2011.1

  The reaction of 5,7-dimethoxyflavone with dimethyldioxirane (DMDO) gives the 2,3-epoxide rapidly at first. However, low levels of ring A hydroxylated by-products are also formed. With increasing proportions of DMDO, demethylation at C-5 becomes apparent and consumption of substrate is not matched by further significant build-up of the epoxide. Deactivation of ring A by the use of acyl groups removes this complication. 5,7-Diacylflavones give excellent yields of epoxides and monoacyl derivatives also react in good yield. Ionization potential mans derived from density functional theory calculations (B3LYP/6-31G*), provide good visual indicators of the relative reactivity of the key nucleophilic loci. The epoxides may be isolated as such, or transformed into flavonols by treatment with p-toluenesulfonic acid. (C) 2010 Elsevier Ltd. All rights reserved.
• Rao et al., Proceedings - Indian Academy of Sciences, Section A, 1947, # 25, p. 427,430
  作者：Rao et al.

  DOI：——

  日期：——