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W317454

Sigma-Aldrich

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

natural, ≥98%, FG

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Synonym(s):
2,5-Dimethyl-4-hydroxy-3(2H)-furanone, Furaneol, Strawberry furanone
Empirical Formula (Hill Notation):
C6H8O3
CAS Number:
3658-77-3
Molecular Weight:
128.13
FEMA Number:
3174
Beilstein:
1281357
EC Number:
222-908-8
Council of Europe no.:
536
MDL number:
MFCD00010706
UNSPSC Code:
12164502
PubChem Substance ID:
24901516
Flavis number:
13.010
NACRES:
NA.21

biological source

non-animal source

Quality Level

400

grade

FG
Fragrance grade
Halal
Kosher
natural

Agency

follows IFRA guidelines
meets purity specifications of JECFA

reg. compliance

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

Assay

≥98%

mp

73-77 °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

caramel; strawberry; sweet

storage temp.

2-8°C

SMILES string

CC1OC(C)=C(O)C1=O

InChI

1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3

InChI key

INAXVXBDKKUCGI-UHFFFAOYSA-N

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General description

4-Hydroxy-2,5-dimethyl-3-(2H)-furanone is a flavor compound that occurs naturally in fruits such as pineapple, strawberry, and mango. It is also known to occur in pumpkin seed oil, coffee, blackberry, raspberry, arctic bramble (Rubus arcticus L.), licorice (Glycyrrhiza species), guava, and wheaten bread.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314,H317

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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RIFM fragrance ingredient safety assessment, 4-hydroxy-2, 5-dimethyl-3 (2H)-furanone, CAS Registry Number 3658-77-3
Api AM, et al.
Food And Chemical Toxicology, 144(1), 111620-111620 (2020)
Estimation of 2, 5?dimethyl?4?hydroxy?3 (2H)?furanone (FURANEOLA?) in cultivated and wild strawberries, pineapples and mangoes
Pickenhagen W, et al.
Journal of the Science of Food and Agriculture, 32(11), 1132-1134 (1981)
A rational synthesis of 4-hydroxy-2, 5-dimethyl-3 (2H)-furanone, a flavor component of pineapple
Henry DW & Silverstein RM.
The Journal of Organic Chemistry, 31(7), 2391-2394 (1966)
Woo Sang Sung et al.
Life sciences, 80(6), 586-591 (2006-11-14)
2,5-Dimethyl-4-hydroxy-3(2H)-furanone (DMHF), an aroma compound found in a number of fruits and foods, has shown various biological properties in animal models, but its antimicrobial effect remains poorly understood. The current study investigated the antimicrobial effect of DMHF using human pathogenic
Nicole Christina Stadler et al.
Journal of agricultural and food chemistry, 57(9), 3949-3954 (2009-04-03)
A number of 3(2H)-furanones are synthesized by fruits and have been found in cooked foodstuffs, where they impart flavor and odor because of their low perception thresholds. They show genotoxic properties in model studies but are also ranked among the
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