2-(9-Ethylcarbazol-3-yl)-4-(2-hydroxyphenyl)-4-oxobutanenitrile | 1410794-13-6

• 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-(9-Ethylcarbazol-3-yl)-4-(2-hydroxyphenyl)-4-oxobutanenitrile
• 英文别名: 2-(9-ethylcarbazol-3-yl)-4-(2-hydroxyphenyl)-4-oxobutanenitrile
• CAS: 1410794-13-6
• 化学式: C₂₄H₂₀N₂O₂
• 分子量: 368.435
• InChiKey: AZYBPMUBSOGBLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(9-ethyl-9H-carbazol-6-yl)-1-(2-hydroxyphenyl)prop-2-en-1-one 、 氰化四丁基铵 以 乙腈 为溶剂， 以92%的产率得到2-(9-Ethylcarbazol-3-yl)-4-(2-hydroxyphenyl)-4-oxobutanenitrile
  参考文献：
  名称：

  Chalcone derivatives as fluorescence turn-on chemosensors for cyanide anions

  摘要：

  Three o-hydroxy chalcone derivatives 1-3 with carbazolyl (1), pyrene (2) and 4-nitrobenzene (3) as terminal group have been synthesized. Their crystal structures, photophysical properties in CH3CN and recognition properties for cyanide anions have also been examined. The research indicates that the stronger electroaffinity of the chalcone derivative's beta-unit is beneficial to Michael reaction and can improve the response rate of the compound to cyanide anions. These compounds are found to be able to recognize cyanide anions with fluorescence turn-on response. Especially, compound 3 with strong electron accepting group exhibits remarkable response to cyanide anions in CH3CN H2O (1:1, v/v) solution with a ca. 40-fold intensity enhancement. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.06.012

文献信息

• Chalcone derivatives as fluorescence turn-on chemosensors for cyanide anions
  作者：Yunhui Sun、Huihui Chen、Duxia Cao、Zhiqiang Liu、Hongyu Chen、Yunlong Deng、Qi Fang

  DOI：10.1016/j.jphotochem.2012.06.012

  日期：2012.9

  Three o-hydroxy chalcone derivatives 1-3 with carbazolyl (1), pyrene (2) and 4-nitrobenzene (3) as terminal group have been synthesized. Their crystal structures, photophysical properties in CH3CN and recognition properties for cyanide anions have also been examined. The research indicates that the stronger electroaffinity of the chalcone derivative's beta-unit is beneficial to Michael reaction and can improve the response rate of the compound to cyanide anions. These compounds are found to be able to recognize cyanide anions with fluorescence turn-on response. Especially, compound 3 with strong electron accepting group exhibits remarkable response to cyanide anions in CH3CN H2O (1:1, v/v) solution with a ca. 40-fold intensity enhancement. (c) 2012 Elsevier B.V. All rights reserved.