Product Details
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91-44-1 Name |
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Name |
7-Diethylamino-4-methylcoumarin |
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Synonym |
2H-1-Benzopyran-2-one, 7-(diethylamino)-4-methyl-;7-(diethyl;7-(diethylamino)-4-methyl-2h-1-benzopyran-2-on;7-(Diethylamino)-4-methyl-2H-chromen-2-one;blancophorffg;c47;Coumalux;coumarin,7-diethylamino-4-methyl- |
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91-44-1 Chemical & Physical Properties |
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Melting point |
72-75 °C |
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Boiling point |
391.7±37.0 °C at 760 mmHg |
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Density |
1.1±0.1 g/cm3 |
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Molecular Formula |
C14H17NO2 |
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Molecular Weight |
231.290 |
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Flash Point |
152.0±17.4 °C |
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PSA |
33.45000 |
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LogP |
4.15 |
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Exact Mass |
231.125931 |
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Vapour Pressure |
0.0±0.9 mmHg at 25°C |
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Index of Refraction |
1.574 |
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Stability |
Stable. Incompatible with strong oxidizing agents. |
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Water Solubility |
slightly soluble |
7-Diethylamino-4-methylcoumarin, also known as Coumarin 1, is a chemical compound that has been studied in various scholarly articles for its potential applications. One of its primary uses is as a fluorescent probe for the detection of metal ions, such as copper, zinc, and iron. It has been found to have high sensitivity and selectivity for these metal ions, making it a useful tool in analytical chemistry and biochemistry. Additionally, 7-Diethylamino-4-methylcoumarin has been investigated for its potential biological activities, such as antibacterial and antifungal properties. It has also been studied as a potential agent for the treatment of cancer, as it has been found to induce apoptosis in cancer cells. However, further research is needed to fully explore and understand the extent of its applications and potential benefits in these areas.
InChI:InChI=1/C14H17NO2/c1-4-15(5-2)11-6-7-12-10(3)8-14(16)17-13(12)9-11/h6-9H,4-5H2,1-3H3
According to the technical schemes, m-hydroxy-N, N-diethylaniline and ethyl acetoacetate are subjected to a reaction, the molar ratio of the m-hydroxy-N, N-diethylaniline to the ethyl acetoacetate is 1: (1.5-2.2), part of the ethyl acetoacetate serves as a solvent, ethyl alcohol and water generated in the reaction are evaporated out while the reaction is conducted, then heat preservation is conducted for a period of time in a high-temperature section, and therefore, the yield is increased; after the reaction is finished, glacial acetic acid and water are added, stirring is performed, and cooling is performed to 0 DEG C; spin-drying is performed, so that a crude product is obtained; and refining is performed with methanol, so that the finished product 4-methyl-7-diethylaminocoumarin is obtained. According to the 4-methyl-7-diethylaminocoumarin prepared by the method, the content of the 4-methyl-7-diethylaminocoumarin can reach 99.5%, the yield of the 4-methyl-7-diethylaminocoumarin is ashigh as 95%, the quality of the product is high; and the defects of low purity and low yield of a traditional preparation method can be overcome. The preparation method is simple. With the preparation method adopted, industrial production is easy to carry out.
Two coumarin-benzimidazole hybrids and two coumarin-phenanthroimidazole conjugates were conveniently synthesized and characterized. The UV–vis absorption, emission spectra, absolute quantum yields, and fluorescence lifetimes of these compounds in diluted dichloromethane solutions were measured.
A series of water-soluble encapsulated copper(I), silver(I) or gold(I) complexes based on NHC-capped permethylated cyclodextrins (ICyDMe) were developed and used as catalysts in pure water for hydration, lactonization, hydroarylation and cycloisomerization reactions. ICyDMe ligands gave cavity-based high regioselectivity in hydroarylations, and high enantioselectivities in gold-catalyzed cycloisomerizations reactions giving up to 98 % ee in water. These ICyDMe are therefore useful ligands for selective catalysis in pure water.
The aromatisation of 7-diethylamino-3,4-dihydrocoumarin provides an alternative fluorescent probing technique to selectively detect the concentration of superoxide anion in solution. In addition, we reported the advantage of evaluating O2- sensing probes
ethyl acetoacetate
3-diethylaminophenol
7-diethylamino-4-methylcoumarin
| Conditions | Yield |
|---|---|
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With acetic anhydride; ammonium chloride; zinc; at 127 - 135 ℃; Reagent/catalyst; Temperature; Inert atmosphere; Large scale;
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95% |
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With zinc(II) chloride; In ethanol; for 5h; Reflux;
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82% |
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With zinc(II) chloride; In neat (no solvent, solid phase); at 50 ℃; for 0.5h; Milling;
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79% |
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With zinc(II) chloride; In neat (no solvent); at 50 ℃; for 0.5h; Milling;
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78% |
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With ethanol; zinc(II) chloride;
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C14H17NO2
7-diethylamino-4-methylcoumarin
C14H17NO2
| Conditions | Yield |
|---|---|
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With C55H92AuClN2O28; In water; at 37 ℃; for 42h; Reagent/catalyst; regioselective reaction; Inert atmosphere; Schlenk technique;
|
85% 12% |
ethyl acetoacetate
3-diethylaminophenol
furan
7-(diethylamino)-3-iodo-4-methyl-2H-chromen-2-one
7-diethylamino-4-methyl-3-(4-nitro-phenyl)-chromen-2-one
3-phenyl-4-methyl-7-diethylamino-2H-benzopyran-2-one
3-(4-chloro-phenyl)-7-diethylamino-4-methyl-chromen-2-one
7-(diethylamino)-3-(4-methoxyphenyl)-4-methyl-2H-chromen-2-one
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