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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

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

183.2 °F - closed cup

flash_point_c

84 °C - closed cup

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)
X Li et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 36(4), 305-314 (1998-07-03)
Components with DNA breaking activity in soy sauce were investigated. It was found that there were water soluble high molecular weight DNA breaking components in soy sauce. Two DNA breaking components in the ethyl acetate extract of soy sauce were
T Sasaki et al.
Bioscience, biotechnology, and biochemistry, 62(10), 1865-1869 (1998-12-04)
We determined the anti-cataract effects and antioxidative activities of four 4-hydroxy-3(2H)-furanones. These four furanones showed similar antioxidative activities in the ferric ion reduction model. 4-Hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF) and 2(or 5)-ethyl-4-hydroxy-5(or 2)-methyl-3(2H)-furanone (EHMF) exhibited a higher suppression effect on lipid peroxidation in
Isolation and identification of 4-hydroxy-2 (or 5) -ethyl-5 (or 2) -methyl-3 (2H) -furanone as flavour component in Shoyu (soy sauce).
Nunomura N, et al.
Agricultural and Biological Chemistry, 40, 491?495-491?495 (1976)
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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