53138-45-7

Basic information

• Product Name: 5-phenylfuran-2(5H)-one
• Synonyms: 5-phenylfuran-2(5H)-one;5-Phenyl-2,5-dihydrofuran-2-one
• CAS NO: 53138-45-7
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.16932
• EINECS: 258-387-9
• Mol File: 53138-45-7.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 338.3°Cat760mmHg
• Flash Point: 140.3°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 9.93E-05mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 5-phenylfuran-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenylfuran-2(5H)-one(53138-45-7)
• EPA Substance Registry System: 5-phenylfuran-2(5H)-one(53138-45-7)

Safety Data

• Hazardous Substances Data: 53138-45-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8O2/c11-10-7-6-9(12-10)8-4-2-1-3-5-8/h1-7,9H

Upstream product

• 99389-54-5 4-hydroxy-4-phenylbut-2-enoic acid 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 14032-66-7 5-hydroxy-2-(5H)-furanone 
• 591-51-5 phenyllithium 
• 1008-76-0 4,5-dihydro-5-phenyl-2(3H)-furanone 
• 2628-87-7 2-phenylglutaric acid 
• 62952-24-3 4-hydroxy-4-phenyl-but-2-ynoic acid 
• 87221-47-4 γ-Phenyl-α-phenylseleno-γ-butyrolactone 
• 112751-88-9 4-Benzenesulfonyl-5-phenyl-dihydro-furan-2-one 
• 145655-36-3 1-phenylallyl acrylate 
• 124244-39-9 2-phenyl-2,5-dihydrofuran 
• 2243-53-0 trans-styrylacetic acid 
• 96-09-3 styrene oxide 
• 79-22-1 methyl chloroformate 

Downstream Products

• 26704-17-6 trans-3-methyl-4-phenylbutan-4-olide 
• 80734-34-5 cis-2,3-epoxy-4-phenylbutanoic acid γ-lactone 
• 2051-95-8 succinylbenzene 
• 15121-75-2 3-methyl-5-phenylfuran-2-(5H)-one 
• 69573-51-9 3-Methyl-4-phenylbutansaeure-methylester 
• 25333-24-8 3-benzoylpropionic acid methyl ester 
• 80663-20-3 cis-2,3-epoxy-4-oxo-4-phenylbutyramide 
• 80663-18-9 cis-2,3-epoxy-4-hydroxy-4-phenylbutyramide 
• 80663-19-0 N,N-dimethyl-cis-2,3-epoxy-4-hydroxy-4-phenylbutyramide 
• 80663-21-4 N,N-dimethyl-cis-2,3-epoxy-4-oxo-4-phenylbutyramide 
• 1361200-05-6 diphenyl 5-phenylfuran-2-yl phosphate 
• 1361200-11-4 dimethyl 1-(diphenoxyphosphoryloxy)-4-phenyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate 
• 1436857-07-6 (4R,5S)-4-(dimethyl(phenyl)silyl)-5-phenyldihydrofuran-2(3H)-one 

Relevant articles and documents

A facile synthesis of γ-butenolides via cyclization of 3-alkenoic acids with dimethyl sulfoxide and oxalyl bromide

The combination of dimethyl sulfoxide and oxalyl bromide was used to accomplish the cyclization of 3-alkenoic acids with the aid of a base to afford γ-butenolides, in which bromodimethylsulfonium salt generated in situ was proposed to serve as a Br+ source.

A Novel Method for the Chlorolactonization of Alkenoic Acids Using Diphenyl Sulfoxide/Oxalyl Chloride

A facile chlorolactonization of alkenoic acids by treatment with diphenyl sulfoxide/oxalyl chloride has been developed. The reaction can generate various chlorolactones in moderate to good yields, wherein the chlorodiphenylsufonium salt derived from diphenyl sulfoxide/oxalyl chloride serves as the source of Cl +.

Mechanistic and Synthetic Investigations on the Dual Selenium-π-Acid/Photoredox Catalysis in the Context of the Aerobic Dehydrogenative Lactonization of Alkenoic Acids

The aerobic dehydrogenative lactonization of alkenoic acids facilitated by a cooperative nonmetallic catalyst pair is reported. The title procedure relies on the adjusted interplay of a photoredox and a selenium-π-acid catalyst, which allows for the regiocontrolled construction of five- and six-membered lactone rings in yields of up to 96%. Notable features of this method are pronounced efficiency and practicality, good functional group tolerance, and high sustainability, since ambient air and visible light are adequate for the clean conversion of alkenoic acids into their respective lactones. The title method has been used as a case study to elucidate the general mechanistic aspects of the dual selenium-π-acid/photoredox catalysis. On the basis of NMR spectroscopic, mass spectrometric, and computational investigations, a more detailed picture of the catalytic cycle is drawn and the potential role of trimeric selenonium cations as catalytically relevant species is discussed.