91-44-1

Basic information

• Product Name: 7-Diethylamino-4-methylcoumarin
• Synonyms: 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;7-(diethylamino)-4-methyl-coumari;7d4mc;7-Diathylamino-4-methyl-cumarin;7-diethylamino-4-methyl-coumari
• CAS NO: 91-44-1
• Molecular Formula: C₁₄H₁₇NO₂
• Molecular Weight: 231.29
• EINECS: 202-068-9
• Mol File: 91-44-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 72-75 °C
• Boiling Point: 240 °C / 6.5mmHg
• Flash Point: 152°C
• Appearance: Light beige to light purple/Crystalline Powder
• Density: 1.122
• Vapor Pressure: 0-0.003Pa at 20-25℃
• Refractive Index: 1.5300 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 3.51±0.20(Predicted)
• Water Solubility: slightly soluble
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 193303
• CAS DataBase Reference: 7-Diethylamino-4-methylcoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Diethylamino-4-methylcoumarin(91-44-1)
• EPA Substance Registry System: 7-Diethylamino-4-methylcoumarin(91-44-1)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-20/21
• Safety Statements: 37/39-26
• WGK Germany: 2
• RTECS: GN6370000
• TSCA: Yes
• Hazardous Substances Data: 91-44-1(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 91-44-1 differently. You can refer to the following data:
1. Optical bleach in textile industry, in coatings for paper, labels, book covers, etc.; to lighten plastics, resins, varnishes, and lacquers; invisible marking agent.
2. 7-(Diethylamino)-4-methylcoumarin, is potentially useful as a laser dye.

General Description

Light tan grains. Gives bright blue-white fluorescence in very dilute solutions.

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 
• 107995-74-4 7-(diethylamino)-3-iodo-4-methyl-2H-chromen-2-one 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 17469-23-7 (E)-ethyl 3-(phenylamino)but-2-enoate 
• 536-74-3 phenylacetylene 
• 100-43-6 4-vinylpyridine 
• 80-62-6 methacrylic acid methyl ester 
• 100-42-5 styrene 
• 292638-85-8 acrylic acid methyl ester 
• 95-13-6 1-indene 
• 926-66-9 2-ethoxyprop-1-ene 
• 107-13-1 acrylonitrile 
• 96-54-8 N-Methylpyrrole 

Downstream Products

• 127321-51-1 3-hydroxymethyl-4-methyl-7-diethylaminocoumarin 

Relevant articles and documents

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.

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.

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.