3-N,N-diethylamino-1-p-nitrophenyl-3-phenyl-2-propen-1-one | 131293-13-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-N,N-diethylamino-1-p-nitrophenyl-3-phenyl-2-propen-1-one
• 英文别名: 3-Diethylamino-1-(p-nitrophenyl)-3-phenylpropen-2-one-1；3-(Diethylamino)-1-(4-nitrophenyl)-3-phenylprop-2-en-1-one
• CAS: 131293-13-5
• 化学式: C₁₉H₂₀N₂O₃
• 分子量: 324.379
• InChiKey: ZEGWQQOFMWTNNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-N,N-diethylamino-1-p-nitrophenyl-3-phenyl-2-propen-1-one 在 sodium hydroxide 、 三氯氧磷 作用下， 生成 1-苯基-3-(4-硝基苯基)-2-丙炔-1-酮
  参考文献：
  名称：

  Isomerization of ?-acetylenic ketones

  摘要：

  A method is suggested for isomerization of alpha-acetylenic ketones with migration of the oxo group from position 1 to position 3 and of the triple bond from position 2 to position 1 of the ketoacetylenic fragment; it consists of addition of Et2NH at the triple bond of the ketone, conversion of the adduct to the imminium salt with POCl3, followed by alkaline hydrolysis. The isomerization is achieved in one preparative stage without isolation of intermediate compounds.

  DOI：

  10.1007/bf00958259
• 作为产物：
  描述：

  苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 三乙胺 、 copper(l) chloride 作用下， 以 甲苯 、 苯 为溶剂， 反应 8.0h， 生成 3-N,N-diethylamino-1-p-nitrophenyl-3-phenyl-2-propen-1-one
  参考文献：
  名称：

  Isomerization of ?-acetylenic ketones

  摘要：

  A method is suggested for isomerization of alpha-acetylenic ketones with migration of the oxo group from position 1 to position 3 and of the triple bond from position 2 to position 1 of the ketoacetylenic fragment; it consists of addition of Et2NH at the triple bond of the ketone, conversion of the adduct to the imminium salt with POCl3, followed by alkaline hydrolysis. The isomerization is achieved in one preparative stage without isolation of intermediate compounds.

  DOI：

  10.1007/bf00958259

文献信息

• A new route for the synthesis of 1,3-diketones
  作者：A. S. Zanina、S. I. Shergina、I. E. Sokolov、R. N. Myasnikova

  DOI：10.1007/bf00698504

  日期：1995.4

  A simple route for the synthesis of 1,3-diketones by the reaction of acetylenic ketones with amines followed by hydrolysis of the resulting aminovinylketons is suggested.
• Isomerization of ?-acetylenic ketones
  作者：M. S. Shvartsberg、L. G. Fedenok

  DOI：10.1007/bf00958259

  日期：1990.9

  A method is suggested for isomerization of alpha-acetylenic ketones with migration of the oxo group from position 1 to position 3 and of the triple bond from position 2 to position 1 of the ketoacetylenic fragment; it consists of addition of Et2NH at the triple bond of the ketone, conversion of the adduct to the imminium salt with POCl3, followed by alkaline hydrolysis. The isomerization is achieved in one preparative stage without isolation of intermediate compounds.