3',6'-Bis(ethylamino)-2',7'-dimethyl-2-[2-(pyren-1-ylmethylideneamino)ethyl]spiro[isoindole-3,9'-xanthene]-1-one | 1313516-31-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 3',6'-Bis(ethylamino)-2',7'-dimethyl-2-[2-(pyren-1-ylmethylideneamino)ethyl]spiro[isoindole-3,9'-xanthene]-1-one
• 英文别名: 3',6'-bis(ethylamino)-2',7'-dimethyl-2-[2-(pyren-1-ylmethylideneamino)ethyl]spiro[isoindole-3,9'-xanthene]-1-one
• CAS: 1313516-31-2
• 化学式: C₄₅H₄₀N₄O₂
• 分子量: 668.838
• InChiKey: YPDTWPCKGLEXJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  51
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  66
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-芘甲醛 、 N-(rhodamine-6G)lactam-ethylenediamine 以 乙醇 为溶剂， 反应 6.0h， 以60%的产率得到3',6'-Bis(ethylamino)-2',7'-dimethyl-2-[2-(pyren-1-ylmethylideneamino)ethyl]spiro[isoindole-3,9'-xanthene]-1-one
  参考文献：
  名称：

  An integrated system of pyrene and rhodamine-6G for selective colorimetric and fluorometric sensing of mercury(II)

  摘要：

  A pyrene and rhodamine-6G functionalized simple chemosensor L is studied toward sensing of metal ions in solution extensively. L shows selective color change from colorless to pink in the presence of Hg2+ in acetonitrile and the UV-Vis study shows peak at 525 nm with a e value of 5.2 x 10(4) M-1 cm(-1) due to selective ring opening of rhodamine spirolactam moiety. The selective sensing of Hg2+ by L in the presence of other metal ions and reversible nature of "OFF-ON-OFF" functionality of L by Hg2+ and EDTA, respectively, are also established. The fluorescence study of L in the presence of Hg2+ shows emission at 550 nm when excited at 525 nm (ring opened rhodamine wavelength) or 340 nm (pyrene wavelength) in dry CH3CN. Thus L acts as a selective colorimetric and fluorometric probe (dual probe) for the Hg2+ in solution. Metal ion sensing ability of L is also carried out in water as well as in aqueous Hepes buffer. These studies suggest that the fluorescence output of L in presence of Hg2+ in aqueous environment is apparently due to the generation of acid upon addition of Hg2+ salt in water. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.01.071

文献信息

• An integrated system of pyrene and rhodamine-6G for selective colorimetric and fluorometric sensing of mercury(II)
  作者：B. Nisar Ahamed、Pradyut Ghosh

  DOI：10.1016/j.ica.2011.01.071

  日期：2011.6

  A pyrene and rhodamine-6G functionalized simple chemosensor L is studied toward sensing of metal ions in solution extensively. L shows selective color change from colorless to pink in the presence of Hg2+ in acetonitrile and the UV-Vis study shows peak at 525 nm with a e value of 5.2 x 10(4) M-1 cm(-1) due to selective ring opening of rhodamine spirolactam moiety. The selective sensing of Hg2+ by L in the presence of other metal ions and reversible nature of "OFF-ON-OFF" functionality of L by Hg2+ and EDTA, respectively, are also established. The fluorescence study of L in the presence of Hg2+ shows emission at 550 nm when excited at 525 nm (ring opened rhodamine wavelength) or 340 nm (pyrene wavelength) in dry CH3CN. Thus L acts as a selective colorimetric and fluorometric probe (dual probe) for the Hg2+ in solution. Metal ion sensing ability of L is also carried out in water as well as in aqueous Hepes buffer. These studies suggest that the fluorescence output of L in presence of Hg2+ in aqueous environment is apparently due to the generation of acid upon addition of Hg2+ salt in water. (C) 2011 Elsevier B. V. All rights reserved.