N,N,2-trimethyl-4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methoxy]quinolin-6-amine | 1401333-94-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N,2-trimethyl-4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methoxy]quinolin-6-amine
• CAS: 1401333-94-5
• 化学式: C₂₅H₃₁BN₂O₃
• 分子量: 418.344
• InChiKey: YAPWXOVULUPCLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.49
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N-二甲基-对苯二胺 在 caesium carbonate 、 溶剂黄146 作用下， 以 二苯醚 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 17.0h， 生成 N,N,2-trimethyl-4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methoxy]quinolin-6-amine
  参考文献：
  名称：

  Quinoline-based fluorescent probe for ratiometric detection of hydrogen peroxide in aqueous solution

  摘要：

  A novel quinoline-based fluorescent probe for detecting H2O2 is described. In aqueous solution, the probe exhibits fluorescence emission at 542 nm originating from the monocationic species. The reaction between the probe and H2O2 causes quenching of the emission at 542 nm and simultaneously yields a significant hypsochromic shift of the emission maximum to 480 nm due to the H2O2-triggered boronate cleavage process. Thus, a single-excitation, dual-emission ratiometric measurement with a large blue shift in emission (Delta lambda = 62 nm) and remarkable changes in the ratio (F-480 (nm)/F-542 (nm)) Of the emission intensity (R/R-0 up to 8.3-fold) can be established. Moreover, the probe can also afford high selectivity for detecting H2O2 over other biological reactive oxygen species. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.05.013