7-(Trifluoroacetylamino)-4-(trifluoromethyl)-2H-1-benzopyran-2-one | 1336913-80-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(Trifluoroacetylamino)-4-(trifluoromethyl)-2H-1-benzopyran-2-one
• 英文别名: 2,2,2-trifluoro-N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]acetamide
• CAS: 1336913-80-4
• 化学式: C₁₂H₅F₆NO₃
• 分子量: 325.167
• InChiKey: CLGQNKCNNZBGQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  7-(Trifluoroacetylamino)-4-(trifluoromethyl)-2H-1-benzopyran-2-one 、 氰化四丁基铵 以 氘代乙腈 为溶剂， 生成
  参考文献：
  名称：

  A rapid responsive and highly selective probe for cyanide in the aqueous environment

  摘要：

  A colorimetric and fluorescent cyanide probe based on 7-(trifluoroacetamino)coumarin has been prepared. This structurally simple probe displays rapid response and high selectivity for cyanide over other common anions in the aqueous solution. The sensing of cyanide was performed via the nucleophilic attack of cyanide anion to carbonyl of the probe with a 1:1 binding stoichiometry, which could be confirmed by Job's plot, H-1 NMR, and MS studies. DFT/TDDFT calculations support that the fluorescence enhancement of the probe is mainly due to the ICT process improvement. The detection limit of the fluorescent assay for cyanide is as low as 0.3 mu M in a rapid response of less than 30 s. Thus, the present probe should be applicable as a practical system for the monitoring of cyanide concentrations in aqueous samples. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.023
• 作为产物：
  描述：

  香豆素 151 、 三氟乙酸酐 以 四氢呋喃 为溶剂， 反应 1.0h， 以80%的产率得到7-(Trifluoroacetylamino)-4-(trifluoromethyl)-2H-1-benzopyran-2-one
  参考文献：
  名称：

  A rapid responsive and highly selective probe for cyanide in the aqueous environment

  摘要：

  A colorimetric and fluorescent cyanide probe based on 7-(trifluoroacetamino)coumarin has been prepared. This structurally simple probe displays rapid response and high selectivity for cyanide over other common anions in the aqueous solution. The sensing of cyanide was performed via the nucleophilic attack of cyanide anion to carbonyl of the probe with a 1:1 binding stoichiometry, which could be confirmed by Job's plot, H-1 NMR, and MS studies. DFT/TDDFT calculations support that the fluorescence enhancement of the probe is mainly due to the ICT process improvement. The detection limit of the fluorescent assay for cyanide is as low as 0.3 mu M in a rapid response of less than 30 s. Thus, the present probe should be applicable as a practical system for the monitoring of cyanide concentrations in aqueous samples. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.023

文献信息

• A rapid responsive and highly selective probe for cyanide in the aqueous environment
  作者：Hongda Li、Bao Li、Long-Yi Jin、Yuhe Kan、Bingzhu Yin

  DOI：10.1016/j.tet.2011.07.023

  日期：2011.9

  A colorimetric and fluorescent cyanide probe based on 7-(trifluoroacetamino)coumarin has been prepared. This structurally simple probe displays rapid response and high selectivity for cyanide over other common anions in the aqueous solution. The sensing of cyanide was performed via the nucleophilic attack of cyanide anion to carbonyl of the probe with a 1:1 binding stoichiometry, which could be confirmed by Job's plot, H-1 NMR, and MS studies. DFT/TDDFT calculations support that the fluorescence enhancement of the probe is mainly due to the ICT process improvement. The detection limit of the fluorescent assay for cyanide is as low as 0.3 mu M in a rapid response of less than 30 s. Thus, the present probe should be applicable as a practical system for the monitoring of cyanide concentrations in aqueous samples. Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.