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W362301

Sigma-Aldrich

5-Ethyl-4-hydroxy-2-methyl-3(2H)-furanone, mixture of isomers

96%, FG

Synonym(s):

Homofuraneol

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About This Item

Empirical Formula (Hill Notation):
C7H10O3
CAS Number:
27538-09-6
Molecular Weight:
142.15
FEMA Number:
3623
EC Number:
248-513-0
MDL number:
MFCD03411593
UNSPSC Code:
12164502
PubChem Substance ID:
24901815
Flavis number:
13.084
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002

assay

96%

refractive index

n20/D 1.512 (lit.)

bp

248-249 °C (lit.)

density

1.137 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

organoleptic

bread; burnt; caramel; maple; sweet

SMILES string

CCC1=C(O)C(C(C)O1)=O

InChI

1S/C7H10O3/c1-3-5-7(9)6(8)4(2)10-5/h4,9H,3H2,1-2H3

InChI key

QJYOEDXNPLUUAR-UHFFFAOYSA-N

Related Categories

General description

5-Ethyl-4-hydroxy-2-methyl-3(2H)-furanone is one of the key volatile components of shoyu (soy sauce). It also occurs in roasted coffee and blackberries.

Application

5-Ethyl-4-hydroxy-2-methyl-3(2H)-furanone (a mixture of isomers) can be used as a flavoring agent in food industries due to its excellent sensory properties.

Packaging

Packaged in glass bottles

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

183.2 °F

flash_point_c

84 °C

ppe

Eyeshields, Faceshields, Gloves, multi-purpose combination respirator cartridge (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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4-Hydroxy-2,5-dimethyl-3(2H)-furanone natural, ≥98%, FG

Sigma-Aldrich

W317454

4-Hydroxy-2,5-dimethyl-3(2H)-furanone

Aroma simulation on the basis of the odourant composition of roasted coffee headspace
Mayer F & Grosch W.
Flavour and Fragrance Journal, 16(3), 180-190 (2001)
A Hagedorn et al.
Biotechnology progress, 20(1), 361-367 (2004-02-07)
Fluorescence spectra of a 4-hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone (HEMF) fermentation culture broth were combined with measurable process variables for off-line and on-line process monitoring. Culture broth fluorescence in UV and visible ranges was acquired by a fiber optic LCD array spectrometer.
E Sugawara et al.
Bioscience, biotechnology, and biochemistry, 63(4), 749-752 (1999-06-11)
The formation of HEMF [2 (or 5)-ethyl-5 (or 2)-methyl-4-hydroxy-3 (2H)-furanone] by yeast was examined in an attempt to investigate its mechanism and involved factors. HEMF formation was promoted by yeast cultivation in a heat-sterilized medium which included glucose, ribose, and
K Ando et al.
Biological & pharmaceutical bulletin, 23(6), 689-694 (2000-06-23)
4-Hydroxy-2(or 5)-ethyl-5(or 2)-methyl-3(2H)-furanone (HEMF) is representative of the Maillard reaction-derived reductones found in many foodstuffs. Influence of HEMF on iron ion-induced oxidative modification of human erythrocyte membranes and low density lipoprotein (LDL) under aerobic conditions was investigated. When human erythrocytes
K Hiramoto et al.
Mutation research, 415(1-2), 79-83 (1998-08-26)
Fragrant hydroxyfuranone and dihydroxypyranone derivatives generated in the Maillard reaction of sugars and amino acids are detected in various processed foods and have been shown active to break DNA single-strand in the in vitro studies. In the present study, absorption
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