4-itrophenyl N-(4-methyl-2-oxo-2H-chromen-7-yl)carbamate | 1374840-80-8

• 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: 4-itrophenyl N-(4-methyl-2-oxo-2H-chromen-7-yl)carbamate
• CAS: 1374840-80-8
• 化学式: C₁₇H₁₂N₂O₆
• 分子量: 340.292
• InChiKey: LFPFKMWPDCATJZ-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131 °C(Solvent: Chloroform)
• 沸点：
  528.6±50.0 °C(Predicted)
• 密度：
  1.467±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  111.68
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-methyl-3-azapentane-1,5-diamine * 3HCl 、 4-itrophenyl N-(4-methyl-2-oxo-2H-chromen-7-yl)carbamate 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以78%的产率得到1,11-bis(4-methylcoumarin-7-yl)-6-methyl-1,3,6,9,11-pentaazaundeca-2,10-dione
  参考文献：
  名称：

  New coumarin-urea based receptor for anions: a selective off–on fluorescence response to fluoride

  摘要：

  A novel fluorosensor for anions, 1,11-bis(4-methylcoumarin-7-yl)-6-methyl-1,3,6,9,11-pentaazaundeca-2,10-dione (L), which contains two coumarin-urea units spaced by a flexible diethylenetriamine fragment, was easily prepared in 65% yield by a one-pot two-step procedure. The binding ability of L toward several anions (G) was evaluated by H-1 NMR, UV-vis, and fluorescence titration. It was found that L forms stable [LG] and [LG(2)] species in both DMSO and CH3CN solvents. Furthermore, the fluorescence emission of L in the visible range (400 nm) is affected by the presence of anions; it is quenched by acetate, chloride, and pyrophosphate while it is enhanced by fluoride. Thus, this novel fluorosensor provides a selective off-on response to the presence of fluoride in solution. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.067
• 作为产物：
  描述：

  7-氨基-4-甲基香豆素 、 对硝基苯基氯甲酸酯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以88%的产率得到4-itrophenyl N-(4-methyl-2-oxo-2H-chromen-7-yl)carbamate
  参考文献：
  名称：

  New coumarin-urea based receptor for anions: a selective off–on fluorescence response to fluoride

  摘要：

  A novel fluorosensor for anions, 1,11-bis(4-methylcoumarin-7-yl)-6-methyl-1,3,6,9,11-pentaazaundeca-2,10-dione (L), which contains two coumarin-urea units spaced by a flexible diethylenetriamine fragment, was easily prepared in 65% yield by a one-pot two-step procedure. The binding ability of L toward several anions (G) was evaluated by H-1 NMR, UV-vis, and fluorescence titration. It was found that L forms stable [LG] and [LG(2)] species in both DMSO and CH3CN solvents. Furthermore, the fluorescence emission of L in the visible range (400 nm) is affected by the presence of anions; it is quenched by acetate, chloride, and pyrophosphate while it is enhanced by fluoride. Thus, this novel fluorosensor provides a selective off-on response to the presence of fluoride in solution. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.067