7-(DIETHYLAMINO)COUMARIN-3-CARBOXYLIC ACID ETHYL ESTER
7-(Diethylamino)coumarin-3-carboxylic acid ethyl ester (CAS 28705-46-6) is a classic high-performance fluorescent coumarin dye engineered for laser technology, bioimaging applications, and optoelectronic materials research. This molecule integrates a 7-diethylaminocoumarin core—a privileged fluorophore scaffold renowned for high quantum yield, photostability, and tunable emission—with an ethyl ester substituent at the C3 position. The strong electron-donating diethylamino group at C7 coupled with the electron-withdrawing ester at C3 creates an efficient intramolecular charge transfer (ICT) system, resulting in bright blue-green fluorescence with excellent solvatochromic properties. The ethyl ester moiety provides enhanced lipophilicity compared to the free acid analog, facilitating membrane permeability for cellular imaging applications, while also serving as a synthetic handle for further derivatization via hydrolysis or transesterification. This intermediate is particularly valuable for constructing tunable laser dyes, fluorescent probes for protein/DNA labeling, FRET pair donors, and organic semiconductor materials where precise wavelength control and robust fluorescence performance are critical. Manufactured under controlled conditions, it supports research programs requiring reliable fluorescent standards with well-characterized photophysical properties.
Property
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Product Name
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7-(Diethylamino)coumarin-3-carboxylic acid ethyl ester
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CAS Number
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28705-46-6
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Chinese Name
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7-二乙氨基香豆素 -3-羧酸乙酯
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Synonyms
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Coumarin 3; Coumarin 3 ethyl ester; Ethyl 7-(diethylamino)-2-oxo-2H-chromene-3-carboxylate; C₁₆H₁₉NO₄ fluorescent dye; Laser dye intermediate; CDEAC
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Chinese Synonyms
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乙基 7-二乙氨基 -2-氧代 -2H-色烯 -3-羧酸酯; 二乙氨基香豆素 -3-羧酸乙酯; 香豆素激光染料; 荧光标记中间体
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Molecular Formula
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C₁₆H₁₉NO₄
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Molecular Weight
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289.33 g/mol
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Purity
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≥ 98% (HPLC area normalization)
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Product Category
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Fine Chemicals / Fluorescent Dyes / Coumarin Derivatives
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Appearance
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Yellow to Orange Crystalline Powder
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Melting Point
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~150-155°C (literature reference recommended)
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Excitation/Emission
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λex ~400-430 nm, λem ~480-510 nm (solvent-dependent, estimated)
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Quantum Yield
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~0.7-0.9 in ethanol (estimated, literature reference recommended)
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Storage Conditions
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Store in a cool, dry, well-ventilated area away from light and moisture. Keep container tightly closed in amber glass under inert atmosphere (nitrogen). Protect from strong oxidizing agents to avoid fluorescence quenching.
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Shelf Life
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24 months under recommended storage conditions (monitor for photodegradation)
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Packaging
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100mg/vial, 500mg/vial, 1g/bottle, 5g/bottle, or customized according to customer requirements
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Applications
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Tunable laser dye synthesis, fluorescent probe development, biological staining (protein/DNA/cellular), FRET pair donor design, OLED material precursor, solvatochromic sensor research, optoelectronic device fabrication
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Reactivity
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Suitable for ester hydrolysis to free acid, transesterification, electrophilic aromatic substitution at C6/C8, incorporation into polymer matrices, and solvent-dependent fluorescence tuning
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Special Note
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✅ Classic ICT Fluorophore—strong donor-acceptor system enables bright blue-green emission. Ethyl ester enhances lipophilicity vs. free acid. Light-sensitive—store in amber containers to prevent photobleaching. Part of our fluorescent dye building block series.
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