(2E,4E)-2-cyano-5-phenyl-2,4-pentadienamide | 24139-58-0

• 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: (2E,4E)-2-cyano-5-phenyl-2,4-pentadienamide
• 英文别名: 2-cyano-5-phenylpenta-2,4-dienamide
• CAS: 24139-58-0；138175-50-5；148238-28-2
• 化学式: C₁₂H₁₀N₂O
• 分子量: 198.224
• InChiKey: XAJGXVJASRQCKD-WPGSJKDTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.64
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66.88
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1,1-dicyano-4-phenylbuta-1,3-diene 在 copper(II) acetate monohydrate 作用下， 以 水 、 溶剂黄146 为溶剂， 以79%的产率得到(2E,4E)-2-cyano-5-phenyl-2,4-pentadienamide
  参考文献：
  名称：

  Homogeneous and Stereoselective Copper(II)-Catalyzed Monohydration of Methylenemalononitriles to 2-Cyanoacrylamides

  摘要：

  A facile and efficient route for the homogeneous and highly stereoselective monohydration of substituted methylenemalononitriles to (E)-2-cyanoacrylamides catalyzed by copper(II) acetate monohydrate in acetic acid containing 2% water is described, and a mechanism is proposed. The protocol has proved to be suitable for the monohydration of dicyanobenzenes and 2-substituted malononitriles.

  DOI：

  10.1021/jo401997v

文献信息

• Duong, Thach; Prager, Rolf H.; Were, Stephen T., Australian Journal of Chemistry, 1983, vol. 36, # 7, p. 1431 - 1440
  作者：Duong, Thach、Prager, Rolf H.、Were, Stephen T.

  DOI：——

  日期：——
• Synthesis of 2-cyanoacrylamides through Pd-catalyzed monohydration of methylenemalononitriles
  作者：Yingtian Liu、Xinxin Dang、Yu He、Hudong Bai、Xuehong Chen、Jun-Long Li、Junting Fan、Hezhong Jiang、Jiahong Li

  DOI：10.1080/00397911.2018.1542496

  日期：2019.3.4

  A straightforward and efficient method has been developed for the synthesis of 2-cyanoacrylamide from 2-methylenemalononitriles through monohydration. A series of methylenemalononitriles underwent the reaction under mild and simple reaction conditions with good to excellent yield.[GRAPHICS].