3',6'-Dihydroxy-2-[(2-hydroxynaphthalen-1-yl)methylideneamino]spiro[isoindole-3,9'-xanthene]-1-one | 1254832-25-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3',6'-Dihydroxy-2-[(2-hydroxynaphthalen-1-yl)methylideneamino]spiro[isoindole-3,9'-xanthene]-1-one
• 英文别名: 3',6'-dihydroxy-2-[(2-hydroxynaphthalen-1-yl)methylideneamino]spiro[isoindole-3,9'-xanthene]-1-one
• CAS: 1254832-25-1
• 化学式: C₃₁H₂₀N₂O₅
• 分子量: 500.51
• InChiKey: OVDOJFWIHQPXLE-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C
• 沸点：
  771.5±70.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.84
• 重原子数：
  38.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  102.59
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3',6'-Dihydroxy-2-[(2-hydroxynaphthalen-1-yl)methylideneamino]spiro[isoindole-3,9'-xanthene]-1-one 、 zinc(II) chloride 以 甲醇 、 水 为溶剂， 生成 C₃₁H₂₀N₂O₅*Zn⁽²⁺⁾*2Cl^(1-)
  参考文献：
  名称：

  FRET based selective and ratiometric ‘naked-eye’ detection of CN− in aqueous solution on fluorescein–Zn–naphthalene ensemble platform

  摘要：

  We have developed a FRET-based ratiometric fluorescent probe for the detection of CN- using a fluorescein-Zn-naphthalene ensemble (NFH center dot Zn2+). The sensing mechanism was ascribed by displacement approach. The chemosensor exhibits high selectivity and sensibility for CN-. The speculation was supported by fluorescence emission spectra, UV-vis spectrum, H-1 NMR titration experiments, and mass spectra. The interconversion of probe NFH and NFH center dot Zn2+ via the complexation/decomplexation by the modulation of Zn2+/CN- mimics INHIBIT gate. In addition, it also shows an excellent performance in 'dip stick' method. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.018
• 作为产物：
  描述：

  2-萘酚 在 sodium hydroxide 、 肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 27.0h， 生成 3',6'-Dihydroxy-2-[(2-hydroxynaphthalen-1-yl)methylideneamino]spiro[isoindole-3,9'-xanthene]-1-one
  参考文献：
  名称：

  FRET based selective and ratiometric ‘naked-eye’ detection of CN− in aqueous solution on fluorescein–Zn–naphthalene ensemble platform

  摘要：

  We have developed a FRET-based ratiometric fluorescent probe for the detection of CN- using a fluorescein-Zn-naphthalene ensemble (NFH center dot Zn2+). The sensing mechanism was ascribed by displacement approach. The chemosensor exhibits high selectivity and sensibility for CN-. The speculation was supported by fluorescence emission spectra, UV-vis spectrum, H-1 NMR titration experiments, and mass spectra. The interconversion of probe NFH and NFH center dot Zn2+ via the complexation/decomplexation by the modulation of Zn2+/CN- mimics INHIBIT gate. In addition, it also shows an excellent performance in 'dip stick' method. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.018

文献信息

• Fluorescein-based fluorescent and colorimetric chemosensors for copper in aqueous media
  作者：Fasil A. Abebe、Ekkehard Sinn

  DOI：10.1016/j.tetlet.2011.07.127

  日期：2011.10

  Two new fluorescein-based chemosensors for Cu(2+) were designed with highly selective "off-on" behavior, one of them working in both absorption and emission, the other only in absorption. Binding to Cu(2+) binding is reversible, as indicated by the bleaching of the color when the metal is extracted. The compounds form the basis for rapid, selective and sensitive Cu(2+) chemosensors in aqueous media. (C) 2011 Elsevier Ltd. All rights reserved.