2407-43-4

Basic information

• Product Name: 5-ethylfuran-2(5H)-one
• Synonyms: 5-ethylfuran-2(5H)-one;ethylfuranone,5-ethyl-(5H)-furan-2-one;2(5H)-Furanone, 5-ethyl-;2-Hexen-4-olide;4-Hydroxy-2-hexenoic acid lactone;5-Ethyl-2(5H)-furanone;5-Ethyl-2,5-dihydrofuran-2-one;5-Hexen-4-olide
• CAS NO: 2407-43-4
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.12652
• EINECS: 219-304-1
• Mol File: 2407-43-4.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 170.05°C (rough estimate)
• Flash Point: 84.7°C
• Appearance: /
• Density: 1.0795 (rough estimate)
• Vapor Pressure: 0.0872mmHg at 25°C
• Refractive Index: 1.4532 (estimate)
• CAS DataBase Reference: 5-ethylfuran-2(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ethylfuran-2(5H)-one(2407-43-4)
• EPA Substance Registry System: 5-ethylfuran-2(5H)-one(2407-43-4)

Safety Data

• Hazardous Substances Data: 2407-43-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 416, 1986 DOI: 10.1055/s-1986-31659Tetrahedron Letters, 25, p. 2891, 1984 DOI: 10.1016/S0040-4039(01)81318-6

InChI:InChI=1/C6H8O2/c1-2-5-3-4-6(7)8-5/h3-5H,2H2,1H3

Upstream product

• 819795-99-8 3,4-dibromo-hexanoic acid 
• 2313-01-1 5-ethyl-2(3H)-furanone 
• 85806-21-9 2-ethyl-2,5-dimethoxy-2,5-dihydro-furan 
• 1577-18-0 (E)-3-hexenoic acid 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 1577-22-6 5-hexenoic acid 
• 1117-74-4 4-oxohexanoic acid 
• 84477-19-0 3-Phenylthio-4-hexanolide 
• 83726-18-5 (Z)-hex-2-ene-1,4-diol 
• 100591-65-9 3-Benzenesulfinyl-5-ethyl-dihydro-furan-2-one 
• 109610-70-0 4-Benzenesulfonyl-5-ethyl-dihydro-furan-2-one 
• 74-85-1 ethene 
• 201230-82-2 carbon monoxide 
• 74-86-2 acetylene 

Downstream Products

• 695-06-7 hexan-4-olide 
• 2407-43-4 (5S)-5-ethylfuran-2(5H)-one 
• 76291-90-2 (-)-(R)-5-ethyl-2(5H)-furanone 
• 33644-10-9 epi-ethisolide 
• 76524-14-6 (3aR,4R,6aR)-2-Amino-4-ethyl-6-oxo-3a,4,6,6a-tetrahydro-furo[3,4-b]furan-3-carboxylic acid 4-methoxy-benzyl ester 
• 76508-26-4 (+/-)-3-bromo-5-ethylfuran-2(5H)-one 
• 14979-39-6 methyl-4 heptanol-3 erythro 
• 51532-30-0 (S)-(+)-4-methylheptan-3-one 
• 1353637-78-1 (4S,5R)-4-dimethyl(phenyl)silyl-5-ethyl-4,5-dihydrofuran-2(3H)-one 
• 1436857-01-0 (4R,5S)-4-(dimethyl(phenyl)silyl)-5-ethyldihydrofuran-2(3H)-one 
• 202401-51-2 2-((2S,3R,4R)-2-Ethyl-4-iodo-5-oxo-tetrahydro-furan-3-yl)-2-phenylselanyl-propionic acid tert-butyl ester 
• 566898-20-2 (1S,3S,3aS,4R,4aS,8aR,9aS)-3-ethyl-dodecahydro-1-methoxy-4-[(phenylthio)methyl]naphtho[2,3-c]furan 
• 566898-21-3 (1S,3S,3aS,4R,4aS,8aR,9aS)-3-ethyl-dodecahydro-1-methoxy-4-[(phenylsulfonyl)methyl]naphtho[2,3-c]furan 
• 566898-44-0 (2R,6S)-2-[2-Benzenesulfonyl-1-benzoyloxy-2-((1S,3S,3aS,4R,4aS,8aR,9aS)-3-ethyl-1-methoxy-dodecahydro-naphtho[2,3-c]furan-4-yl)-ethyl]-6-methyl-piperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

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Study on the bromolactonisation of alkenoic acids with (diacetoxyiodo) benzene

A study on the bromolactonisation of alkenoic acids is reported. When various pent-4-enoic acids reacted with (diacetoxyiodo)benzene (DIB) and lithium bromide in CH3OH at room temperature, most of the five-membered bromolactones were obtained in good to excellent yields in short times. Some had two diastereoisomers. When but-3-enoic acid and trans-hex-3-enoic acid were treated under the same conditions, only unsaturated lactones were found after workup. When hex-5-enoic acid was subjected to the same conditions, however, the desired six-membered bromolactone was not successfully separated.

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.

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.