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Ethyl furaneol

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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
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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℃
refractive index 
n20/D 1.512(lit.)
FEMA 
3623 | 2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE
Flash point:
184 °F
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Liquid
pka
9.62±0.40(Predicted)
color 
Light orange to Yellow to Green
Odor
at 1.00 % in dipropylene glycol. sweet caramel candy butterscotch
Odor Type
caramellic
JECFA Number
1449
LogP
0.9 at 25℃ and pH7
CAS DataBase Reference
27538-10-9(CAS DataBase Reference)
NIST Chemistry Reference
2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone(27538-10-9)
EPA Substance Registry System
3(2H)-Furanone, 2-ethyl-4-hydroxy-5-methyl- (27538-10-9)
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Safety Information

Risk Statements 
22
Safety Statements 
23-36
WGK Germany 
3
RTECS 
LU4250000
HS Code 
2932190090

MSDS

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Ethyl furaneol Usage And Synthesis

Chemical Properties

Colorless to light yellow liqui

Chemical Properties

2-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 Properties

2-Ethyl-4-hydroxy-5-methyl-3(2H)-furanone has a sweet, fruity, caramel, butterscotch odor.

Occurrence

Reported found in soy sauce, Swiss cheese and melon, coffee, shoyu, strawberry and pineapple.

Definition

ChEBI: 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.

Preparation

One 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 values

Detection: 20 ppb

Taste threshold values

Taste characteristics at 20 ppm: burnt, caramellic, sweet and fruity

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