4-(bis(2-(ethylthio)ethyl)amino)-N-n-butyl-1,8-naphthalimide | 1425396-95-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4-(bis(2-(ethylthio)ethyl)amino)-N-n-butyl-1,8-naphthalimide
• 英文别名: 6-[Bis(2-ethylsulfanylethyl)amino]-2-butylbenzo[de]isoquinoline-1,3-dione；6-[bis(2-ethylsulfanylethyl)amino]-2-butylbenzo[de]isoquinoline-1,3-dione
• CAS: 1425396-95-7
• 化学式: C₂₄H₃₂N₂O₂S₂
• 分子量: 444.662
• InChiKey: SBXAAJDFPNVWJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  91.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-bromo-N-butylnaphthalimide 在 氯化亚砜 、 sodium hydride 作用下， 以 四氢呋喃 、 乙二醇甲醚 、 甲苯 为溶剂， 反应 48.0h， 生成 4-(bis(2-(ethylthio)ethyl)amino)-N-n-butyl-1,8-naphthalimide
  参考文献：
  名称：

  A new 1,8-naphthalimide-based colorimetric and “turn-on” fluorescent Hg2+ sensor

  摘要：

  A new fluorescent molecule 4-(bis(2-(ethylthio)ethyl)amino)-N-n-butyl-1,8-naphthalimide (BTABN) was reported. Its UV-vis absorption and fluorescence spectra were almost not dependent on the pH, but remarkably and selectively affected by Hg2+. Upon the addition of Hg2+ in EtOH/H2O (1/2, v/v), the absorption wavelength maxima were blueshifted from 436 nm to 376 nm with a naked-eye observed color change, and the fluorescence was greatly enhanced with a 14 nm blueshift within 1 min. Na+, K+, Ca2+, Mg2+, Cu2+, Zn2+, Cr3+, Pb2+, Ni2+, Fe2+, Mn2+, Co2+, Cd2+ showed no obvious interferences with the detection. The binding stoichiometry indicates that a 1:1 complex is formed between Hg2+ and BTABN. The response of the UV-vis absorption and the fluorescence spectra to He can be attributed to the joint contribution of the PET and ICT process. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.11.113

文献信息

• A new 1,8-naphthalimide-based colorimetric and “turn-on” fluorescent Hg2+ sensor
  作者：Zhiyuan Zhang、Yuhua Chen、Dongmei Xu、Liang Yang、Aifeng Liu

  DOI：10.1016/j.saa.2012.11.113

  日期：2013.3

  A new fluorescent molecule 4-(bis(2-(ethylthio)ethyl)amino)-N-n-butyl-1,8-naphthalimide (BTABN) was reported. Its UV-vis absorption and fluorescence spectra were almost not dependent on the pH, but remarkably and selectively affected by Hg2+. Upon the addition of Hg2+ in EtOH/H2O (1/2, v/v), the absorption wavelength maxima were blueshifted from 436 nm to 376 nm with a naked-eye observed color change, and the fluorescence was greatly enhanced with a 14 nm blueshift within 1 min. Na+, K+, Ca2+, Mg2+, Cu2+, Zn2+, Cr3+, Pb2+, Ni2+, Fe2+, Mn2+, Co2+, Cd2+ showed no obvious interferences with the detection. The binding stoichiometry indicates that a 1:1 complex is formed between Hg2+ and BTABN. The response of the UV-vis absorption and the fluorescence spectra to He can be attributed to the joint contribution of the PET and ICT process. (C) 2012 Elsevier B.V. All rights reserved.