638187-28-7

Basic information

• Product Name: 2H-1-Benzopyran-2-one,3,4-diethyl-(9CI)
• Synonyms: 2H-1-Benzopyran-2-one,3,4-diethyl-(9CI)
• CAS NO: 638187-28-7
• Molecular Formula: C13H14O2
• Molecular Weight: 202.24906
• Product Categories: ETHYL
• Mol File: 638187-28-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2H-1-Benzopyran-2-one,3,4-diethyl-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1-Benzopyran-2-one,3,4-diethyl-(9CI)(638187-28-7)
• EPA Substance Registry System: 2H-1-Benzopyran-2-one,3,4-diethyl-(9CI)(638187-28-7)

Safety Data

• Hazardous Substances Data: 638187-28-7(Hazardous Substances Data)

Upstream product

• 928-49-4 hex-3-yne 
• 533-58-4 2-Iodophenol 
• 201230-82-2 carbon monoxide 

Relevant articles and documents

Microwave-accelerated, palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with alkynes - Rapid and efficient synthesis of chromen-2-one derivatives

Rapid palladium-catalyzed carbonylative cyclization reactions of 2-iodophenol with various alkynes have been carried out by the use of commercially available molybdenum hexacarbonyl as a convenient and solid carbon monoxide source. The reactions were cond

Synthesis of coumarins catalyzed by heterobimetallic Co/Rh nanoparticles

Described here is the use of cobalt/rhodium (CO2Rh2) heterobimetallic nanoparticles in the catalytic synthesis of coumarins via cyclocarbonylation of alkynes with 2-iodophenol under 1 atm of carbon monoxide and reaction of phenol wit

Palladium-Catalyzed Carbonylative Annulation of Internal Alkynes: Synthesis of 3,4-Disubstituted Coumarins

The palladium-catalyzed annulation of internal alkynes by o-iodophenols in the presence of CO results in exclusive formation of coumarins. No isomeric chromones have been observed. The best reaction conditions utilize the 2-iodophenol, 5 equiv of alkyne, 1 atm of CO, 5 mol% Pd(OAc)2, 2 equiv of pyridine, and 1 equiv of n-Bu4NCl in DMF at 120°C. The use of a sterically unhindered pyridine base is essential to achieve high yields. A wide variety of 3,4-disubstituted coumarins containing alkyl, aryl, silyl, alkoxy, acyl, and ester groups have been prepared in moderate to good yields. Mixtures of regioisomers have been obtained when unsymmetrical alkynes are employed. 2-Iodophenols with electron-withdrawing and electron-donating substituents and 3-iodo-2-pyridone are effective in this annulation process. The reaction is believed to proceed via (1) oxidative addition of the 2-iodophenol to Pd(0), (2) insertion of the alkyne triple bond into the aryl-palladium bond, (3) CO insertion into the resulting vinylic carbon-palladium bond, and (4) nucleophilic attack of the phenolic oxygen on the carbonyl carbon of the acylpalladium complex with simultaneous regeneration of the Pd(0) catalyst. This annulation process is the first example of intermolecular insertion of an alkyne occurring in preference to CO insertion.