3,4-bis(4-methoxybenzoyl)hex-3-ene-2,5-dione | 913185-54-3

• 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: 3,4-bis(4-methoxybenzoyl)hex-3-ene-2,5-dione
• CAS: 913185-54-3
• 化学式: C₂₂H₂₀O₆
• 分子量: 380.397
• InChiKey: FKKDIQDXLQOXPR-FMQUCBEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.24
• 重原子数：
  28.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3,4-bis(4-methoxybenzoyl)hex-3-ene-2,5-dione 在 肼 作用下， 以84%的产率得到4,8-bis(4-methoxyphenyl)-1,5-dimethyl-2,3,6,7-tetraazanaphthalene
  参考文献：
  名称：

  Oxidation of aromatic compounds: XIV. Oxidation of arylethynyl ketones in the system CF3CO2H-CH2Cl2-PbO2

  摘要：

  Oxidation of arylethynyl ketones ArC=CCOCX3 (X = H, F) in the system CF3CO2H-CH2Cl2-PbO2 was studied on a preparative scale. The oxidation of 4-arylbut-3-yn-2-ones (X = H) involves transfer in total of four electrons, leading to (E)-3,4-bis(arylcarbonyl)hex-3-ene-2,5-diones. 4-Aryl-1,1,1-trifluorobut-3-yn-2-ones (X = F) are oxidized with transfer of only two electrons to produce 2-aryl-4-arylcarbonyl-5-trifluoromethyl-3-trifluoroacetylfurans. Possible mechanisms of radical-cation transformations of arylethynyl ketones into the final products are discussed.

  DOI：

  10.1134/s1070428006010118
• 作为产物：
  描述：

  4-(4-methoxyphenyl)but-3-yn-2-one 在 lead dioxide 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以72%的产率得到3,4-bis(4-methoxybenzoyl)hex-3-ene-2,5-dione
  参考文献：
  名称：

  Oxidation of aromatic compounds: XIV. Oxidation of arylethynyl ketones in the system CF3CO2H-CH2Cl2-PbO2

  摘要：

  Oxidation of arylethynyl ketones ArC=CCOCX3 (X = H, F) in the system CF3CO2H-CH2Cl2-PbO2 was studied on a preparative scale. The oxidation of 4-arylbut-3-yn-2-ones (X = H) involves transfer in total of four electrons, leading to (E)-3,4-bis(arylcarbonyl)hex-3-ene-2,5-diones. 4-Aryl-1,1,1-trifluorobut-3-yn-2-ones (X = F) are oxidized with transfer of only two electrons to produce 2-aryl-4-arylcarbonyl-5-trifluoromethyl-3-trifluoroacetylfurans. Possible mechanisms of radical-cation transformations of arylethynyl ketones into the final products are discussed.

  DOI：

  10.1134/s1070428006010118