2-(1-(3,4-dichlorophenyl)-3-oxo-3-phenylpropyl)malononitrile | 443360-09-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 2-(1-(3,4-dichlorophenyl)-3-oxo-3-phenylpropyl)malononitrile
• 英文别名: 2-[1-(3,4-Dichlorophenyl)-3-oxo-3-phenylpropyl]malononitrile；2-[1-(3,4-dichlorophenyl)-3-oxo-3-phenylpropyl]propanedinitrile
• CAS: 443360-09-6
• 化学式: C₁₈H₁₂Cl₂N₂O
• 分子量: 343.212
• InChiKey: TXYNTTJRBDTUMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(3,4-dichlorophenyl)-1-phenyl-2-propen-1-one 、 丙二腈 以 neat (no solvent) 为溶剂， 反应 0.92h， 以93%的产率得到2-(1-(3,4-dichlorophenyl)-3-oxo-3-phenylpropyl)malononitrile
  参考文献：
  名称：

  Synergistic effect of ultrasound and deep eutectic solvent choline chloride–urea as versatile catalyst for rapid synthesis of β-functionalized ketonic derivatives

  摘要：

  A green protocol for efficient synthesis of beta-functionalized ketonic derivatives is achieved with the combination of ultrasound and the deep eutectic solvent (DES) choline chloride-urea [ChCl:urea (1:2)]. Under optimized conditions, nucleophilic attack of active methylene on alpha,beta-unsaturated ketones gives the conjugate addition product in the short span of 40-50 min an excellent yield of 89-95%. The experimental procedure is very simple, easy to set up, solvent free and completely eliminates the use of any toxic metal catalyst. The use of ChCl:urea as a biodegradable, recyclable and reusable catalyst (up to five cycles) further increases the scope of the developed methodology. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molliq.2014.02.016