2-[[[5-(Dimethylamino)naphthalen-1-yl]sulfonylamino]carbamoylamino]ethyl 2-methylprop-2-enoate | 1284221-36-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[[[5-(Dimethylamino)naphthalen-1-yl]sulfonylamino]carbamoylamino]ethyl 2-methylprop-2-enoate
• 英文别名: 2-[[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]carbamoylamino]ethyl 2-methylprop-2-enoate
• CAS: 1284221-36-8
• 化学式: C₁₉H₂₄N₄O₅S
• 分子量: 420.489
• InChiKey: QJTZJZAAPMSNHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  甲基丙烯酸异氰基乙酯 、 丹磺酰肼 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 2-[[[5-(Dimethylamino)naphthalen-1-yl]sulfonylamino]carbamoylamino]ethyl 2-methylprop-2-enoate
  参考文献：
  名称：

  Polyacrylates containing dansyl semicarbazide units sensitive for some structures in solution and film

  摘要：

  Two dansylated copolymers have been synthesized by free radical polymerization of N-methacryloyloxyethylcarbamoy1-5-(dimethylaminonaphthalene-1-sulfonohydrazine) (DnsSA) and N-dodecylacrylamide or methyl methacrylate with 1,1'-azobis (cyclohexanecarbonitrile) as the initiator. The structure and the chemical composition of the formed copolymers (DnsSA-DA; DnsSA-MMA) were confirmed by spectral analysis (H-1 NMR, FTIR, UV/vis), thermal methods, GPC measurements. and AFM technique. Compared with DnsSA (lambda(em) = 525 nm/DMF; 515 nm/CHCl3), the emission spectra of DnsSA-DA in DMF exhibited a time- and concentration-dependent monomer and excimer fluorescence (430 nm; 520 nm), while in CHCl3 only the excimer form exists for both copolymers. The sensing ability of these copolymers in both the solvents has been investigated by fluorescence spectroscopy in tandem with quenching experiments using various metal ions (Cu2+, Fe2+, Ni2+) and nitroaromatics (picric acid, p-nitrotoluene, o-nitrophenol, dinitro-m-xylene, nitrobenzene), which suggested that such polymeric fluorophores could find applications for detection of some metal ions as well as nitro-derivatives in DMF solutions, the most efficient quencher being Cu2+. and picric acid in the case of DnsSA-DA. The fluorescence study showed that the fluorescence emission in film state can be also quenched by nitrobenzene vapors, and further, an excellent reversibility of this process was observed. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2010.05.008

文献信息

• Polyacrylates containing dansyl semicarbazide units sensitive for some structures in solution and film
  作者：Emil C. Buruiana、Andreea L. Chibac、Tinca Buruiana

  DOI：10.1016/j.jphotochem.2010.05.008

  日期：2010.6

  Two dansylated copolymers have been synthesized by free radical polymerization of N-methacryloyloxyethylcarbamoy1-5-(dimethylaminonaphthalene-1-sulfonohydrazine) (DnsSA) and N-dodecylacrylamide or methyl methacrylate with 1,1'-azobis (cyclohexanecarbonitrile) as the initiator. The structure and the chemical composition of the formed copolymers (DnsSA-DA; DnsSA-MMA) were confirmed by spectral analysis (H-1 NMR, FTIR, UV/vis), thermal methods, GPC measurements. and AFM technique. Compared with DnsSA (lambda(em) = 525 nm/DMF; 515 nm/CHCl3), the emission spectra of DnsSA-DA in DMF exhibited a time- and concentration-dependent monomer and excimer fluorescence (430 nm; 520 nm), while in CHCl3 only the excimer form exists for both copolymers. The sensing ability of these copolymers in both the solvents has been investigated by fluorescence spectroscopy in tandem with quenching experiments using various metal ions (Cu2+, Fe2+, Ni2+) and nitroaromatics (picric acid, p-nitrotoluene, o-nitrophenol, dinitro-m-xylene, nitrobenzene), which suggested that such polymeric fluorophores could find applications for detection of some metal ions as well as nitro-derivatives in DMF solutions, the most efficient quencher being Cu2+. and picric acid in the case of DnsSA-DA. The fluorescence study showed that the fluorescence emission in film state can be also quenched by nitrobenzene vapors, and further, an excellent reversibility of this process was observed. (C) 2010 Elsevier B.V. All rights reserved.