2,4-dichloro-3-(4-methoxyphenyl)-1,5-diphenylpent-2-ene-1,5-dione | 139183-06-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-dichloro-3-(4-methoxyphenyl)-1,5-diphenylpent-2-ene-1,5-dione
• 英文别名: 2,4-Dichloro-3-(4-methoxyphenyl)-1,5-diphenyl-pent-2-ene-1,5-dione
• CAS: 139183-06-5
• 化学式: C₂₄H₁₈Cl₂O₃
• 分子量: 425.311
• InChiKey: OBDZKYUGYKEOSW-UHFFFAOYSA-N

物化性质

• 熔点：
  133-134 °C
• 沸点：
  604.7±55.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  2,4-dichloro-3-(4-methoxyphenyl)-1,5-diphenylpent-2-ene-1,5-dione 在 高氯酸 、 乙酸酐 、 溶剂黄146 作用下， 以70%的产率得到3,5-dichloro-4(4-methoxyphenyl)-2,6-diphenylpyrylium perchlorate
  参考文献：
  名称：

  Electronic absorption spectra of pyrylium and benzodihydrochromenylium salts

  摘要：

  The electronic absorption spectra of benzodihydrochromenylium, tetrahydrochromenylium, and dichloropyrylium salts were studied for the first time. It was noticed that intramolecular charge transfer takes place mainly between the substituent at position 4 of the pyrylium ring and the pi-system of the cation as a whole, while the bathochromic shift depends substantially on the geometry of the molecule. It was shown that the chlorine atoms have an effect on the form of the spectra when they are introduced into the ring of the pyrylium cation and into the aryl substituents.

  DOI：

  10.1007/s10593-008-0134-1
• 作为产物：
  描述：

  1,5-diphenyl-3-(4-methoxyphenyl)-pent-2-ene-1,5-dione 在 sodium acetate 、 氯 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 以78%的产率得到2,4-dichloro-3-(4-methoxyphenyl)-1,5-diphenylpent-2-ene-1,5-dione
  参考文献：
  名称：

  Chemistry of 1,5-diketones: I. Halogenation of aryl-substituted pent-2-ene-1,5-diones, pentane-1,5-diones, and their fused analogs

  摘要：

  Halogenation of 3-(4-methoxyphenyl)-1,5-diphenylpent-2-ene-1,5-dione, 3-(4-methoxyphenyl)-1,5diphenylpentane-1,5-dione, and 2-[1-(4-methoxyphenyl)-3-oxo-3-phenylpropyl)-1,2,3,4-tetrahydronaphthalen-1-one with bromine, chlorine, and dichloro(phenyl)-lambda(3)-iodane leads to formation of the corresponding mono- bromo-, dichloro-, or trichloro-substituted 1,5-diketones, depending on the conditions. Halogenation of the aliphatic chain and methoxyphenyl substituent can be accompanied by heterocyclization to give pyrylium salts.

  DOI：

  10.1134/s1070428007090059