14400-67-0

Basic information

• Product Name: 2,5-Dimethyl-3(2H)-furanone
• Synonyms: 2,5-dimethyl-3(2h)-furanon;2H-Furan-3-one, 2,5-dimethyl;FEMA 4101;2,3-DIHYDRO-2,5-DIMETHYL-3-FURANONE;2,5-DIMETHYLFURAN-3(2H)-ONE;2,5-DIMETHYL-2,3-DIHYDROFURAN-3-ONE;2,5-Dimethyl-2H-furan-3-one;3(2H)-Furanone, 2,5-dimethyl-
• CAS NO: 14400-67-0
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• EINECS: 238-365-5
• Product Categories: Furans, Benzofurans & Dihydrobenzofurans;furnan Flavor;Furans, Benzofurans & Dihydrobenzofurans
• Mol File: 14400-67-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 259-261°C
• Flash Point: 259-261°C
• Appearance: yellow liquid
• Density: 1.06
• Vapor Pressure: 1.55mmHg at 25°C
• Refractive Index: 1.4770 to 1.4810
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-Dimethyl-3(2H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dimethyl-3(2H)-furanone(14400-67-0)
• EPA Substance Registry System: 2,5-Dimethyl-3(2H)-furanone(14400-67-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• RIDADR: UN3271
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 14400-67-0(Hazardous Substances Data)

Usage

Chemical Properties

Yellow clear liquid; fruity ester caramel.

Occurrence

Reported found in bread, coffee and mango.

Aroma threshold values

High strength odor, caramellic type; recommend smelling in a 1% solution or less

InChI:InChI=1/C6H8O2/c1-4-3-6(7)5(2)8-4/h3,5H,1-2H3/t5-/m1/s1

Upstream product

• 61892-85-1 3-hydroxyhexane-2,5-dione 
• 17492-61-4 1-(3-methyl-4,5-dihydro-isoxazol-5-yl)-ethanone 
• 105653-96-1 4,4-Dimethoxy-2,5-dimethyl-tetrahydro-furan-2-ol 
• 3031-66-1 3-hexyn-2,5-diol 
• 55086-61-8 5-acetyl-3-methylisoxazole 
• 14400-69-2 2-hydroxymethyl-2,5-dimethyl-furan-3-one 
• 71502-43-7 (3-methyl-5-isoxazolyl)-1-ethanol 
• 431-03-8 dimethylglyoxal 
• 15441-67-5 5-hydroxyhex-3-yn-2-one 
• 124-38-9 carbon dioxide 
• 57556-12-4 3-methoxy-2,5-dimethyl-furan 

Downstream Products

• 1559-45-1 2,2,5-trimethyl-3(2H)-furanone 
• 1443765-09-0 2,5-dimethyl-2-(4,5-dimethyl-2-nitrophenylazo)-3-oxo-2,3-dihydrofuran 
• 1443765-10-3 2-(4,5-dichloro-2-nitrophenylazo)-2,5-dimethyl-3-oxo-2,3-dihydrofuran 
• 1443765-11-4 2-(4-cyano-2-nitrophenylazo)-2,5-dimethyl-3-oxo-2,3-dihydrofuran 
• 851517-37-8 C₁₃H₁₃N₃O₄ 
• 851517-40-3 C₁₂H₁₀ClN₃O₄ 
• 851517-43-6 C₁₂H₁₀ClN₃O₄ 
• 83326-43-6 5-amino-2-hydroxy-4-hexen-3-one 
• 71502-43-7 (3-methyl-5-isoxazolyl)-1-ethanol 
• 95104-46-4 1-(5-methyl-3-isoxazolyl)ethanol 
• 77086-12-5 m-phenylene-bis(2-azo-2,5-dimethyl-3-furanone) 
• 52204-42-9 2,2'-(m-phenylene)-bis(3-methyl-3-pyrazolin-5-one) 
• 52204-40-7 2,2'-(p-phenylene)-bis(3-methyl-3-pyrazolin-5-one) 
• 67916-05-6 5-methyl-1-(2-nitrophenyl)pyrazol-3-one 

Relevant articles and documents

A NEW REACTION OF ACETYLENES, THE ADDITION OF METHANOL TO 5-HYDROXYHEX-3-YN-2-ONE. SYNTHESIS OF THE "ONION FURANONE", 2-HEXYL-5-METHYL-3-FURANONE.

The conversion of alkyl-substituted 4-hydroxybut-2-ynones to 2,5-dialkyl-3-furanones via 2,5-dialkyl-methoxyfurans is described.

An Unusual Substitution Reaction in a Benzotetrazine Derivative

1-Methyl-3H-pyrazolobenzotetrazin-3-one decomposes in alcohols, with loss of nitrogen and intramolecular hydrogen transfer, to form 5-alkoxymethyl-1,2-dihydro-1-phenyl-3H-pyrazol-3-ones.

New 5-(2-ethenylsubstituted)-3(2H)-furanones with in vitro antiproliferative activity

A convenient route to new 3(2H)-furanones is described through hydrogenolysis and subsequent acidic hydrolysis of isoxazoles. The antiproliferative activity of title compounds were evaluated against leukemia-, carcinoma-, neuroblastoma-, and sarcoma-derived human cell lines in comparison to the natural compound geiparvarin. The structure activity relationship indicated that the maximum in vitro antiproliferative activity correlates with the presence of a heterocyclic ring on the ethenyl moiety.