8-nitroquinoline-2-carboxaldehyde 4-phenylthiosemicarbazone | 1418028-36-0

• 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: 8-nitroquinoline-2-carboxaldehyde 4-phenylthiosemicarbazone
• CAS: 1418028-36-0
• 化学式: C₁₇H₁₃N₅O₂S
• 分子量: 351.389
• InChiKey: LASBYJFKBBHUAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92.45
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  8-nitroquinoline-2-carboxaldehyde 4-phenylthiosemicarbazone 、 四丁基氟化铵 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Quinoline-Based “On-Off” Fluorescent Sensor for Acetate: Effect of Link Mode between Binding Sites and Fluorophore on Fluorescence Changes

  摘要：

  A novel colorimetric and fluorescence anion sensor based on 8-nitroquinolyl-2-aldehyde phenyl-thiosemicarbazone (1) was designed and synthesized according to the approach that the binding sites were covalently linked to the signaling units. In DMSO, sensor 1 exhibited a naked-eye color change from colorless to yellow upon complexation with acetate. The association constant of 1 for acetate ion was determined to be 1.20 x 10(3) M-1 by nonlinear fitting analyses of the titration curves. The strong interactions of compound 1 with acetate ion could be rationalized on basis of not only the guest basicity but also shape complementarity between 1 and acetate. In addition, the fluorescence emission of 1 was effectively quenched upon addition of acetate ions owing to the fact that the photoinduced electron transfer (PET) was enhanced.

  DOI：

  10.1080/00387010.2011.607209
• 作为产物：
  描述：

  8-硝基-2-喹啉甲醛 、 4-苯基-3-硫代氨基脲 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以85%的产率得到8-nitroquinoline-2-carboxaldehyde 4-phenylthiosemicarbazone
  参考文献：
  名称：

  Quinoline-Based “On-Off” Fluorescent Sensor for Acetate: Effect of Link Mode between Binding Sites and Fluorophore on Fluorescence Changes

  摘要：

  A novel colorimetric and fluorescence anion sensor based on 8-nitroquinolyl-2-aldehyde phenyl-thiosemicarbazone (1) was designed and synthesized according to the approach that the binding sites were covalently linked to the signaling units. In DMSO, sensor 1 exhibited a naked-eye color change from colorless to yellow upon complexation with acetate. The association constant of 1 for acetate ion was determined to be 1.20 x 10(3) M-1 by nonlinear fitting analyses of the titration curves. The strong interactions of compound 1 with acetate ion could be rationalized on basis of not only the guest basicity but also shape complementarity between 1 and acetate. In addition, the fluorescence emission of 1 was effectively quenched upon addition of acetate ions owing to the fact that the photoinduced electron transfer (PET) was enhanced.

  DOI：

  10.1080/00387010.2011.607209