2-((E)-3-(3,4-dichlorophenyl)-1-(4-methoxylphenyl)allylidene)malononitrile | 1189109-83-8

• 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: 2-((E)-3-(3,4-dichlorophenyl)-1-(4-methoxylphenyl)allylidene)malononitrile
• 英文别名: 2-[(E)-3-(3,4-dichlorophenyl)-1-(4-methoxyphenyl)prop-2-enylidene]propanedinitrile
• CAS: 1189109-83-8
• 化学式: C₁₉H₁₂Cl₂N₂O
• 分子量: 355.223
• InChiKey: WHLSIGBVRUTILC-KRXBUXKQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  56.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(1-(4-methoxyphenyl)ethylidene)malononitrile 、 3,4-二氯苯甲醛 在 丙二腈 作用下， 反应 7.0h， 以92%的产率得到2-((E)-3-(3,4-dichlorophenyl)-1-(4-methoxylphenyl)allylidene)malononitrile
  参考文献：
  名称：

  Malononitrile-Catalyzed and Highly Selective Method for the Synthesis of 2-((E)-1,3-Diarylallylidene)malononitriles in Ionic Liquid

  摘要：

  The green and highly selective reactions of aromatic aldehydes, malononitrile, and 2-(1-arylethylidene)malononitriles in ionic liquid of [bmim+]Br- at 50 degrees C unexpectedly gave 2-((E)-1,3-diarylallylidene)malononitriles. The modification of the reaction used 10mol% malononitrile as catalyst at 90 degrees C in [bmim+][[image omitted]]. A possible reaction mechanism for the formation of the product was proposed based on further experimental results. 2-((E)-1,3-Diarylallylidene)malononitriles were not detected at all in the designed reaction of aromatic aldehyde and 2-(1-arylethylidene)malononitriles at the same reaction conditions.

  DOI：

  10.1080/00397910902730903

文献信息

• Malononitrile-Catalyzed and Highly Selective Method for the Synthesis of 2-((<i>E</i>)-1,3-Diarylallylidene)malononitriles in Ionic Liquid
  作者：Xiang-Shan Wang、Mei-Mei Zhang、Qing Li、Chang-Sheng Yao

  DOI：10.1080/00397910902730903

  日期：2009.7.29

  The green and highly selective reactions of aromatic aldehydes, malononitrile, and 2-(1-arylethylidene)malononitriles in ionic liquid of [bmim+]Br- at 50 degrees C unexpectedly gave 2-((E)-1,3-diarylallylidene)malononitriles. The modification of the reaction used 10mol% malononitrile as catalyst at 90 degrees C in [bmim+][[image omitted]]. A possible reaction mechanism for the formation of the product was proposed based on further experimental results. 2-((E)-1,3-Diarylallylidene)malononitriles were not detected at all in the designed reaction of aromatic aldehyde and 2-(1-arylethylidene)malononitriles at the same reaction conditions.