2-Thiophen-3-ylethyl 2-oxochromene-3-carboxylate | 1422255-36-4

• 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: 2-Thiophen-3-ylethyl 2-oxochromene-3-carboxylate
• CAS: 1422255-36-4
• 化学式: C₁₆H₁₂O₄S
• 分子量: 300.335
• InChiKey: BDMYGMSEIYKMBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  80.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  噻吩-3-乙醇 、 香豆素-3-羧酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.5h， 以52%的产率得到2-Thiophen-3-ylethyl 2-oxochromene-3-carboxylate
  参考文献：
  名称：

  Synthesis, electrochemistry and fluorescence behavior of thiophene derivatives decorated with coumarin, pyrene and naphthalene moieties

  摘要：

  A novel series of functionalized thiophenes incorporating coumarin, pyrene and naphthalene pendants were synthesized by Steglich esterification in the presence of DCC/DMAP (dicyclohexylcarbodiimide/N,N-dimethylaminopyridine) and the synthesized monomers were electrochemically deposited onto glassy carbon and carbon fiber micro electrodes as active electrode materials. The synthesized thiophene derivatives were characterized by H-1 NMR, C-13 NMR, FTIR, cyclic voltammetry, electrochemical impedance spectroscopy and electronic absorption as well as fluorescence spectroscopy. An electrochemical impedance study was performed on the surface modified electrodes. Variation of capacitance values was explained according to the different fluorophore groups attached to the thiophene as well as the different substrates. The fluorescence properties of the three compounds in dimethylsulfoxide were measured, with varying effects of the thiophene moiety on the fluorescence emission. The morphology of the monomers was monitored using SEM. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2012.11.082