merocyanine

• 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: merocyanine
• 英文别名: 2-Butyl-5-[2-(3-ethyl-1,3-benzothiazol-2-ylidene)ethylidene]benzo[de]isoquinoline-1,3,6-trione；2-butyl-5-[2-(3-ethyl-1,3-benzothiazol-2-ylidene)ethylidene]benzo[de]isoquinoline-1,3,6-trione
• 化学式: C₂₇H₂₄N₂O₃S
• 分子量: 456.565
• InChiKey: PTOLLSZOUMQIPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  83
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-methoxy-N-butyl-1,8-naphthalimide 在 吡啶 、 氢碘酸 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 merocyanine
  参考文献：
  名称：

  Signaling of water content in organic solvents by solvatochromism of a hydroxynaphthalimide-based merocyanine dye

  摘要：

  Determining the water content in organic solvents has attracted much research interest in view of its importance in various chemical processes. We investigated the signaling behavior of a benzothiazolium appended 4-hydroxynaphthalimide derivative 1 for the water content in water-miscible organic solvents such as tetrahydrofuran, acetone, dimethyl sulfoxide, acetonitrile, ethanol, and methanol using UV-vis and fluorescence spectroscopy. Probe 1 showed pronounced negative solvatochromism in common organic solvents and revealed excellent correlation between the 1/lambda(max) value and Reichardt's E-T(30) parameter. The response to the changes in water content in the surveyed organic solvents could be analyzed using a ratiometric approach. The dependence of the absorption maximum (lambda(max)) on the changes in water content was also useful as a calibration plot. The fluorescence signaling behavior was less pronounced than that of the UV-vis signaling, but was still usable. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.07.010

文献信息

• Signaling of water content in organic solvents by solvatochromism of a hydroxynaphthalimide-based merocyanine dye
  作者：Hyunji Park、Suk-Kyu Chang

  DOI：10.1016/j.dyepig.2015.07.010

  日期：2015.11

  Determining the water content in organic solvents has attracted much research interest in view of its importance in various chemical processes. We investigated the signaling behavior of a benzothiazolium appended 4-hydroxynaphthalimide derivative 1 for the water content in water-miscible organic solvents such as tetrahydrofuran, acetone, dimethyl sulfoxide, acetonitrile, ethanol, and methanol using UV-vis and fluorescence spectroscopy. Probe 1 showed pronounced negative solvatochromism in common organic solvents and revealed excellent correlation between the 1/lambda(max) value and Reichardt's E-T(30) parameter. The response to the changes in water content in the surveyed organic solvents could be analyzed using a ratiometric approach. The dependence of the absorption maximum (lambda(max)) on the changes in water content was also useful as a calibration plot. The fluorescence signaling behavior was less pronounced than that of the UV-vis signaling, but was still usable. (C) 2015 Elsevier Ltd. All rights reserved.