2-Benzyl-2-(9H-xanthen-9-yl)-malonic acid diethyl ester | 141221-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-Benzyl-2-(9H-xanthen-9-yl)-malonic acid diethyl ester
• 英文别名: diethyl 2-benzyl-2-(9H-xanthen-9-yl)propanedioate
• CAS: 141221-74-1
• 化学式: C₂₇H₂₆O₅
• 分子量: 430.5
• InChiKey: HQYVKADQXNQXIT-UHFFFAOYSA-N

物化性质

• 沸点：
  527.8±38.0 °C(Predicted)
• 密度：
  1.205±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.28
• 重原子数：
  32.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  氧杂蒽 、 苄基丙二酸二乙酯 在 manganese triacetate 作用下， 以 溶剂黄146 为溶剂， 反应 0.18h， 以20%的产率得到占吨酮
  参考文献：
  名称：

  Manganese(III)-mediated carbon-carbon bond formation in the reaction of xanthenes with active methylene compounds

  摘要：

  Oxidation of xanthenes with manganese(III) acetate in the presence of active methylene compounds such as 1,3-dicarbonyl compounds, malononitrile derivatives, acetone, and nitromethane selectively gives 9-substituted xanthene derivatives in good yields. A similar oxidation of thioxanthene also yields 2-(9-thioxanthenyl)-1,3-dicarbonyl compounds in 57-91% yields. The obtained 2-(9-xanthenyl)-1,3-dicarbonyl compounds are readily converted to 2-(9-xanthenylidene)-1,3-dicarbonyl derivatives using manganese(III) complexes or 2,3-dichloro-5, 6-dicyano-1,4-benzoquinone. The mechanisms for the formation of 9-substituted xanthenes are discussed on the basis of the reaction of intermediates, the electron-donating substituent effect on the xanthene ring system, effect of additives, and comparison with a reaction of radical-trapping reagents.

  DOI：

  10.1021/jo00039a010