107057-96-5

Basic information

• Product Name: 5-hydroxy-3,4,7-trimethyl-2H-chromen-2-one
• CAS NO: 107057-96-5
• Molecular Formula: C₁₂H₁₂O₃
• Molecular Weight: 204.2219
• Mol File: 107057-96-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 374.8°C at 760 mmHg
• Flash Point: 165.2°C
• Density: 1.217g/cm³
• Vapor Pressure: 3.77E-06mmHg at 25°C
• Refractive Index: 1.58
• CAS DataBase Reference: 5-hydroxy-3,4,7-trimethyl-2H-chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-hydroxy-3,4,7-trimethyl-2H-chromen-2-one(107057-96-5)
• EPA Substance Registry System: 5-hydroxy-3,4,7-trimethyl-2H-chromen-2-one(107057-96-5)

Safety Data

• Hazardous Substances Data: 107057-96-5(Hazardous Substances Data)

Usage

Found in

Oranges and lemons

Properties

Antioxidant, anti-inflammatory

Potential Benefits

Reducing cholesterol levels, improving cardiovascular health, anticancer effects (breast and colon cancer), aiding in prevention and treatment of diabetes

Upstream product

• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 504-15-4 orcinol 
• 1634-34-0 2',6'-dihydroxy-4'-methylacetophenone 
• 137-40-6 sodium proprionate 
• 123-62-6 propionic acid anhydride 
• 116589-54-9 5-methoxy-3,4,7-trimethyl coumarin 

Downstream Products

• 117376-54-2 5-(2-oxo-cyclohexyloxy)-3,4,7-trimethylcoumarin 

Relevant articles and documents

Ultrasound-assisted one-pot synthesis of substituted coumarins catalyzed by poly(4-vinylpyridinium) hydrogen sulfate as an efficient and reusable solid acid catalyst

Poly(4-vinylpyridinium) hydrogen sulfate solid acid was found to be efficient catalyst for synthesis of substituted coumarins via Pechmann reaction using ultrasound irradiation at room temperature and neat condition in high yields with short reaction times. This methodology offers momentous improvements over various options for the synthesis of coumarins with regard to yield of products, simplicity in operation and green aspects by avoiding toxic catalysts and solvents. Further, the catalyst can be reused and recovered for several times.

A solvent-free synthesis of coumarins using a Wells-Dawson heteropolyacid as catalyst

Seventeen examples are resolved, most of them in good to excellent yields, using the cheap WD catalyst. Substituted coumarins are synthesized from phenols and β-ketoesters by the Pechmann reaction, using a Wells-Dawson heteropolyacid (H6P2W18O62? 24H2O) as catalyst by a solvent-free procedure. This one requires low reaction times, 130°C temperature and as little as 1 mol % of Wells-Dawson acid, obtaining good to excellent yields of coumarins. The catalyst showed to be reusable with no differences in the yields. The results are compared with those of the reactions performed in toluene solution. The presented synthetic procedure is a convenient, clean and fast alternative for synthesizing 4-substituted coumarins (17 examples).

Chloromethylation of Some Alkylcoumarins

Chloromethylation of coumarins proceeds smoothly when there is a methyl group at 4-position to give 3-chloromethyl derivatives. 4,6,7-Trimethyl-, 4,5,7-trimethyl-, 5-hydroxy-4,7-dimethyl-, 6,7-dimethyl-, 5,7-dimethyl- and 7-hydroxy-5-methyl-coumarins and 4'-methylnaphtho-α-pyrone have been subjected to chloromethylation using paraformaldehyde and dry hydrochloric acid gas.The chloromethyl derivatives obtained have been used further for the synthesis of other derivatives.