7-Diethylamino-3-amino-4-methylcoumarin | 129601-38-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-Diethylamino-3-amino-4-methylcoumarin
• 英文别名: 3-amino-7-(diethylamino)-4-methylcoumarin；3-Amino-7-(diethylamino)-4-methyl-2H-1-benzopyran-2-one；3-amino-7-(diethylamino)-4-methylchromen-2-one
• CAS: 129601-38-3
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: DUONHFXEXWXYRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  55.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-Diethylamino-3-amino-4-methylcoumarin 在 calcium carbonate 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 反应 12.5h， 生成 1-(4-methylphenyl)-3-(7-(diethylamino)-4-methylcoumarinyl)thiourea
  参考文献：
  名称：

  Fluorescence Properties of Coumarin Laser Dyes in Aqueous Polymer Media. Chromophore Isolation in Poly(methacrylic acid) Hypercoils

  摘要：

  The photophysical properties of a series of coumarin laser dyes in an aqueous polyelectrolyte medium have been determined. The binding of the dyes to poly(methacrylic acid) (PMAA) in water has been demonstrated through the observation of a dramatic blue shift of fluorescence bands and increases in emission quantum yield, lifetime, and polarization. The systematic changes in fluorescence properties reveal that the hydrophobic dyes reside in relatively nonpolar (dry) and highly viscous microdomains for aqueous PMAA solutions at lower pH in which a compact conformation of the uncharged polyelectrolyte is important. The transition from a hypercoiled conformation (pH 4-8) can be followed readily by reference to coumarin fluorescence wavelength, quantum yield, or polarization data. Fluorescence parameters also serve as reporters of the low microscopic polarity and high viscosity of PMAA binding domains. Photophysical measurements are also reported for a coumarin moiety that has been covalently attached to the PMAA backbone. For the covalently bound dye, more subtle alterations of fluorescence properties are found over the entire range of pH examined, reflecting the close association with both compact and elongated (charged) forms of PMAA. Flash photolysis data have been obtained for polymer-bound coumarin 1, for which a low yield of dye triplet can be ascertained.

  DOI：

  10.1021/j100100a035
• 作为产物：
  描述：

  7-二乙氨基-4-甲基香豆素 在 10% palladium on active carbon 氢气 、 硝酸 、 乙酸酐 、 sodium chloride 作用下， 以 乙酸乙酯 为溶剂， -6.0~-3.0 ℃ 、344.73 kPa 条件下， 反应 17.0h， 生成 7-Diethylamino-3-amino-4-methylcoumarin
  参考文献：
  名称：

  Fluorescence Properties of Coumarin Laser Dyes in Aqueous Polymer Media. Chromophore Isolation in Poly(methacrylic acid) Hypercoils

  摘要：

  The photophysical properties of a series of coumarin laser dyes in an aqueous polyelectrolyte medium have been determined. The binding of the dyes to poly(methacrylic acid) (PMAA) in water has been demonstrated through the observation of a dramatic blue shift of fluorescence bands and increases in emission quantum yield, lifetime, and polarization. The systematic changes in fluorescence properties reveal that the hydrophobic dyes reside in relatively nonpolar (dry) and highly viscous microdomains for aqueous PMAA solutions at lower pH in which a compact conformation of the uncharged polyelectrolyte is important. The transition from a hypercoiled conformation (pH 4-8) can be followed readily by reference to coumarin fluorescence wavelength, quantum yield, or polarization data. Fluorescence parameters also serve as reporters of the low microscopic polarity and high viscosity of PMAA binding domains. Photophysical measurements are also reported for a coumarin moiety that has been covalently attached to the PMAA backbone. For the covalently bound dye, more subtle alterations of fluorescence properties are found over the entire range of pH examined, reflecting the close association with both compact and elongated (charged) forms of PMAA. Flash photolysis data have been obtained for polymer-bound coumarin 1, for which a low yield of dye triplet can be ascertained.

  DOI：

  10.1021/j100100a035

文献信息

• Synthesis and spectral-luminescence properties of azomethines in the coumarin series
  作者：I. I. Tkach、T. A. Mikhailova、V. A. Reznichenko、L. P. Savvina、E. A. Luk'yanets

  DOI：10.1007/bf00472541

  日期：1990.3
• Fluorescence Properties of Coumarin Laser Dyes in Aqueous Polymer Media. Chromophore Isolation in Poly(methacrylic acid) Hypercoils
  作者：Guilford Jones、Mohammad A. Rahman

  DOI：10.1021/j100100a035

  日期：1994.12

  The photophysical properties of a series of coumarin laser dyes in an aqueous polyelectrolyte medium have been determined. The binding of the dyes to poly(methacrylic acid) (PMAA) in water has been demonstrated through the observation of a dramatic blue shift of fluorescence bands and increases in emission quantum yield, lifetime, and polarization. The systematic changes in fluorescence properties reveal that the hydrophobic dyes reside in relatively nonpolar (dry) and highly viscous microdomains for aqueous PMAA solutions at lower pH in which a compact conformation of the uncharged polyelectrolyte is important. The transition from a hypercoiled conformation (pH 4-8) can be followed readily by reference to coumarin fluorescence wavelength, quantum yield, or polarization data. Fluorescence parameters also serve as reporters of the low microscopic polarity and high viscosity of PMAA binding domains. Photophysical measurements are also reported for a coumarin moiety that has been covalently attached to the PMAA backbone. For the covalently bound dye, more subtle alterations of fluorescence properties are found over the entire range of pH examined, reflecting the close association with both compact and elongated (charged) forms of PMAA. Flash photolysis data have been obtained for polymer-bound coumarin 1, for which a low yield of dye triplet can be ascertained.