91-44-1

Usage

Uses

Used in Textile Industry:
7-Diethylamino-4-methylcoumarin is used as an optical bleach for enhancing the brightness and colorfastness of textiles. It helps in lightening the fabric, making it more visually appealing and durable.
Used in Paper Industry:
In the paper industry, 7-Diethylamino-4-methylcoumarin is used in coatings for paper, labels, book covers, and other paper products. It improves the appearance and durability of these products by providing a brighter and more consistent color.
Used in Plastics and Resins:
7-Diethylamino-4-methylcoumarin is used as a lightening agent in plastics, resins, varnishes, and lacquers. It helps in enhancing the color and appearance of these materials, making them more visually appealing and durable.
Used as an Invisible Marking Agent:
7-Diethylamino-4-methylcoumarin is used as an invisible marking agent in various applications, such as security inks and markers. Its fluorescent properties make it detectable under specific light conditions, providing a secure and discreet means of identification.
Used as a Laser Dye:
7-(Diethylamino)-4-methylcoumarin is potentially useful as a laser dye due to its fluorescent properties. It can be used in the development of laser systems for various applications, such as medical, industrial, and scientific research.

Reactivity Profile

7-Diethylamino-4-methylcoumarin is a lactone (behaves as an ester) and an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Flammability and Explosibility

Notclassified

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

Upstream product

• 141-97-9 ethyl acetoacetate 
• 91-68-9 3-diethylaminophenol 
• 110-00-9 furan 
• 107995-74-4 7-(diethylamino)-3-iodo-4-methyl-2H-chromen-2-one 
• 188290-36-0 thiophene 
• 288-05-1 selenophene 
• 110-86-1 pyridine 
• 288-32-4 1H-imidazole 
• 96-54-8 N-Methylpyrrole 
• 120-72-9 indole 
• 51-17-2 benzoimidazole 
• 926-66-9 2-ethoxyprop-1-ene 
• 17469-23-7 (E)-ethyl 3-(phenylamino)but-2-enoate 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 

Downstream Products

• 36840-73-0 7-diethylamino-4-methyl-3-(4-nitro-phenyl)-chromen-2-one 
• 29197-96-4 3-phenyl-4-methyl-7-diethylamino-2H-benzopyran-2-one 
• 29639-42-7 3-(4-chloro-phenyl)-7-diethylamino-4-methyl-chromen-2-one 
• 29197-97-5 7-(diethylamino)-3-(4-methoxyphenyl)-4-methyl-2H-chromen-2-one 
• 63977-62-8 diethyl-methyl-(4-methyl-2-oxo-2H-chromen-7-yl)-ammonium; iodide 
• 121262-31-5 1-endo-phenyl-8b-methyl-6-amino-1,2-dihydrocyclobutobenzopyran-3-one 
• 121262-32-6 1-endo-phenyl-8b-methyl-6-diethylamino-1,2-dihydrocyclobutobenzopyran-3-one 
• 115264-76-1 4-methyl-3-(1-phenylethyl)-7-diethylaminocoumarin 
• 115264-77-2 4-methyl-3-(2-nitro-1-phenylethyl)-7-diethylaminocoumarin 
• 26093-31-2 7-amino-4-methylcoumarin. 
• 71173-56-3 7-ethylaminocoumarin 
• 121983-25-3 1-endo-butoxy-8b-methyl-6-diethylamino-1,2,2a,8b-tetrahydro-3H-cyclobutachromen-3-one 
• 121983-25-3 1-exo-butoxy-8b-methyl-6-diethylamino-1,2,2a,8b-tetrahydro-3H-cyclobutachromen-3-one 
• 132163-75-8 (1R,2S,2aR,8bS)-6-Diethylamino-8b-methyl-1,2-diphenyl-1,2,2a,8b-tetrahydro-4-oxa-cyclobuta[a]naphthalen-3-one 

Relevant academic research and scientific papers

Preparation method of 4-methyl-7-diethylaminocoumarin and application of preparation method

The invention belongs to the technical field of coumarin dye synthesis, and particularly relates to a preparation method of 4-methyl-7-diethylaminocoumarin and application of the preparation method. 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.

Synthesis and fluorescent properties of coumarin-benzimidazole and coumarin–phenanthroimidazole hybrids

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.

Permethylated NHC-Capped α- and β-Cyclodextrins (ICyDMe) Regioselective and Enantioselective Gold-Catalysis in Pure Water

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.

Taking advantage of the aromatisation of 7-diethylamino-4-methyl-3,4-dihydrocoumarin in the fluorescence sensing of superoxide anion

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

Process for preparing particles which have a hydrophilic core coated with a hydrophobic polymeric layer

This method of preparing particles having a hydrophilic core coated with a hydrophilic core coated with a hydrophobic polymeric layer includes the steps of: preparing an aqueous phase comprising at least one hydrophilic optical brightener or colorant; preparing an organic phase including at least one hydrophobic polymer; forming a water-in-oil inverse emulsion by adding the aqueous phase into the organic phase; forming the particles by thermal quenching of the emulsion; and isolating the particles thus obtained.

Concise synthesis and fluorescent properties of coumarin-30 and its isomer 7-(diethylamino)-4-(1-methyl-1H-benzimidazol-2-yl)coumarin

Coumarin-30 and its regioisomer 7-(diethylamino)-4-(1-methyl-1H-benzimidazol-2-yl)coumarin were synthesised utilising condensation of the corresponding formylcoumarin with N-methylphenylene-1,2-diamine as the key step. Furthermore, absorption and fluorescence emission spectra of the two coumarins were recorded.

Facile synthesis and fluorescent properties of coumarin-7 and its isomer 4-(2-benzimidazolyl)-7-(diethylamino)coumarin

Coumarin-7 and its isomer 4-(2-benzimidazolyl)-7-(diethylamino)coumarin were synthesised using condensation of the corresponding formylcoumarin with o-phenylenediamine as the key step. Moreover, absorption and fluorescence emission spectra of these two coumarins were recorded.

Fluorogenic sensing of H2S in blood and living cells via reduction of aromatic dialkylamino N-oxide

A fluorescent chemodosimeter, N-oxide of 7-diethylamino-4-methylcoumarin, was developed for H2S detection based on a new water soluble aromatic dialkylamine N-oxide group and their selectivity and sensitivity for fluorescent detection of H2S were evaluated in aqueous solution and blood media. Fluorescence sensing of H2S was also achieved in MCF-7 cells. the Partner Organisations 2014.

PHOTOCHEMICAL REACTIONS OF 7-AMINOCOUMARINS. 10. REACTION OF 3-IODO-4-METHYL-7-DIETHYLAMINOCOUMARIN WITH HETEROAROMATIC COMPOUNDS

Photolysis of 3-iodo-4-methyl-7-diethylaminocoumarin in the presence of N-methylpyrrole, furan, thiophene, selenophene, pyridine, indole, imidazole, and benzimidazole results in the formation of a series of 3-hetaryl-7-aminocoumarins. the spectral luminescence characteristics of these newly synthesized compounds have been investigated.

PHOTOCHEMICAL REACTIONS OF 7-AMINOCOUMARINS. 7. REACTION OF 3-IODO-4-METHYL-7-DIETHYLCOUMARIN WITH OLEFINS

A number of new 7-aminocoumarins having an unsaturated substituent in the 3 position were obtained as a result of photolysis of 3-iodo-4-methyl-7-diethylaminocoumarin with olefins, viz., styrene, acrylonitrile, methyl acrylate, methyl methacrylate, 4-vinylpyridine, 2-ethoxypropene, indene, ethyl β-anilinocrotonate, and 2,5-norbornadiene, as well as with phenylacetylene.Regiospecifity and stereospecifity of the investigated photoreactions were established.The spectral-luminescence characteristics of the synthesized compounds are presented.