143392-24-9

Basic information

• Product Name: 2(5H)-Furanone, 4-(2-methylphenyl)-
• CAS NO: 143392-24-9
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• Mol File: 143392-24-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2(5H)-Furanone, 4-(2-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2(5H)-Furanone, 4-(2-methylphenyl)-(143392-24-9)
• EPA Substance Registry System: 2(5H)-Furanone, 4-(2-methylphenyl)-(143392-24-9)

Safety Data

• Hazardous Substances Data: 143392-24-9(Hazardous Substances Data)

Usage

Structure

2(5H)-furanone with a 4-(2-methylphenyl) group

Aromatic fragrance

sweet, woody, and fruity

Usage

as a synthetic flavor and fragrance agent to impart a sweet, caramel-like aroma to various products

Potential natural antioxidant

with anti-inflammatory and antimicrobial properties

Interest for applications

in the pharmaceutical and cosmetic industries

Use in synthesis

of pharmaceuticals and fine chemicals due to its unique chemical properties.

Upstream product

• 615-37-2 ortho-methylphenyl iodide 
• 145439-09-4 4-(tributylstannyl)-2,5-dihydrofuran-2-one 
• 541-57-1 4-hydroxy-2(5H)-furanone 
• 16419-60-6 2-Methylphenylboronic acid 
• 139446-54-1 3-(o-tolyl)-3-butenoic acid 
• 57061-30-0 4-Phenylsulfanylfuran-2(5H)-one 
• 189078-68-0 tert-butyl buta-2,3-dienoate 
• 201230-82-2 carbon monoxide 
• 766-47-2 1-ethynyl-2-methylbenzene 

Downstream Products

• 80866-25-7 3-(o-tolyl)furan 

Relevant articles and documents

Oxidative Cyclization of β,γ-Unsaturated Carboxylic Acids Using Hypervalent Iodine Reagents: An Efficient Synthesis of 4-Substituted Furan-2-ones

The oxidative cyclization of β-substituted β,γ-unsaturated carboxylic acids using a hypervalent iodine reagent to provide 4-substituted furan-2-one products, is reported. In this cyclization, the use of a highly electrophilic PhI(OTf) 2, which is in situ prepared from PhI(OAc) 2 and Me 3 SiOTf, is crucial. Depending on the substitution pattern at the α-position of the substrates, furan-2(5 H)-ones or furan-2(3 H)-ones are produced. Thus, the present method offers a useful tool for accessing various types of 4-substituted furan-2-ones that are important structural motifs in the field of organic chemistry and medicinal chemistry.

Rapid access to 4-substituted-pyrones and 2(5H)-furanones via a palladium-catalyzed C-OH bond activation

An efficient palladium-catalyzed cross-coupling reaction of 4-hydroxy-pyrone or 4-hydroxy-2(5H)-furanone with arylboronic acid is described, which affords the 4-substituted-pyrones and 2(5H)-furanones in good yields. This transformation proceeds through a C-OH bond activation under mild conditions.

An expedient palladium-mediated route to 3-arylfurans

A facile route to 3-arylfurans has been developed by employing the Heck reaction between 2,5-dihydro-2,5-dimethoxyfuran and aryl iodides as the key step.