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Ethyl furaneol

Ethyl furaneol Basic information
Product Name:Ethyl furaneol
Synonyms:2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone (homofuraneol);3(2H)-Furanone, 2-ethyl-4-hydroxy-5-methyl-;4-hydroxy-2- or 5-ethyl-5- and 2-methyl-3(2H)-furanone;ethyl 4-hydroxy-5-methyl-3(2H)-furanone (homofuraneol);ethylhydroxymethylfuranone;ETHYL FURANEOL;FEMA 3623;4-HYDROXY-2-ETHYL-5-METHYL-3(2H)-FURANONE
CAS:27538-10-9
MF:C7H10O3
MW:142.15
EINECS:248-514-6
Product Categories:Furan&Benzofuran;Alphabetical Listings;E-F;Flavors and Fragrances
Mol File:27538-10-9.mol
Ethyl furaneol Structure
Ethyl furaneol Chemical Properties
Boiling point 248-249 °C(lit.)
density 1.137 g/mL at 25 °C(lit.)
vapor pressure 78-89hPa at 20-40℃
FEMA 3623 | 2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE
refractive index n20/D 1.512(lit.)
Fp 184 °F
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka9.62±0.40(Predicted)
form Liquid
color Light orange to Yellow to Green
Odorat 1.00 % in dipropylene glycol. sweet caramel candy butterscotch
Odor Typecaramellic
JECFA Number1449
LogP0.9 at 25℃ and pH7
CAS DataBase Reference27538-10-9(CAS DataBase Reference)
NIST Chemistry Reference2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone(27538-10-9)
EPA Substance Registry System3(2H)-Furanone, 2-ethyl-4-hydroxy-5-methyl- (27538-10-9)
Safety Information
Risk Statements 22
Safety Statements 23-36
WGK Germany 3
RTECS LU4250000
HS Code 2932190090
MSDS Information
ProviderLanguage
SigmaAldrich English
Ethyl furaneol Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
Chemical Properties2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanone has been identified in, for example, coffee and melon. The tautomer mixture is a clear slightly yellowish liquid, bp0.02 kPa 82–83°C, d204 1.137, n20D 1.511 with sweet, caramel, fruity, bread-like odor.
Chemical Properties2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanone has a sweet, fruity, caramel, butterscotch odor.
OccurrenceReported found in soy sauce, Swiss cheese and melon, coffee, shoyu, strawberry and pineapple.
DefinitionChEBI: 2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone is a member of the class of furans that is furan-3(2H)-one carrying additional ethyl, hydroxy and methyl substituents at positions 2, 4 and 5 respectively. A key aroma compound in soy sauce and fish sauce. It has a role as a Saccharomyces cerevisiae metabolite. It is a cyclic ketone, an enol and a member of furans.
PreparationOne commercially applied synthesis is the condensation of 2-pentene nitrile with ethyl lactate followed by oxidation of the intermediate 4-cyano-5-ethyl-2-methyldihydro-3(2H)-furanone with monoperoxysulfate.
Aroma threshold valuesDetection: 20 ppb
Taste threshold valuesTaste characteristics at 20 ppm: burnt, caramellic, sweet and fruity
Ethyl furaneol Preparation Products And Raw materials
Methylparaben Paraquat dichloride Methyl Furaneol Acetonitrile Ethanol METHYL ETHYLCELLULOSE Methyl 2-hydroxyethyl cellulose 2-Ethylfuran 3-Diethylaminophenol Ethylbenzene 2-Butanone Basic Violet 1 CHLOROETHANE Kresoxim-methyl Methanol Methyl acrylate CHLOROPHOSPHONAZO III
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