Preferred name | strawberry furanone |
Trivial Name | Furaneol |
Short Description | furaneol (Firmenich) |
Formula | C6 H8 O3 |
CAS Number | 3658-77-3 |
FEMA Number | 3174 |
Flavis Number | 13.01 |
ECHA Number | 222-908-8 |
FDA UNII | 20PI8YZP7A |
Nikkaji Number | J13.291H |
Beilstein Number | 1281357 |
MDL | MFCD00010706 |
COE Number | 536 |
xLogP3-AA | 0.70 (est) |
NMR Predictor | External link |
JECFA Food Flavoring | 1446 4-hydroxy-2,5-dimethyl-3(2H)-furanone |
FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
FDA Mainterm | 3658-77-3 ; 4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE |
Synonyms |
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Google Scholar | Start search |
Google Books | Start search |
Google Patents | Start search |
Perfumer & Flavorists | Start search |
EU Patents | Start search |
PubMeb | Start search |
NCBI | Start search |
Leffingwell: | Chirality or Article |
4-hydroxy-2,5-dimethylfuran-3-one | |
NIST Chemistry WebBook: | Search Inchi |
Canada Domestic Sub. List: | 3658-77-3 |
Pubchem (cid): | 19309 |
Pubchem (sid): | 134985325 |
Flavornet: | 3658-77-3 |
(IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
Videos: | The Periodic Table of Videos |
tgsc: | Atomic Weights use for this web site |
(IUPAC): | Periodic Table of the Elements |
FDA Substances Added to Food (formerly EAFUS): | View |
CHEBI: | View |
CHEMBL: | View |
KEGG (GenomeNet): | C20717 |
HMDB (The Human Metabolome Database): | Search |
YMDB (Yeast Metabolome Database): | YMDB01694 |
Export Tariff Code: | 2932.19.0000 |
Typical G.C. | |
VCF-Online: | VCF Volatile Compounds in Food |
ChemSpider: | View |
Wikipedia: | View |
EFSA Update of results on the monitoring of furan levels in food: | Read Report |
EFSA Previous report: Results on the monitoring of furan levels in food: | Read Report |
EFSA Report of the CONTAM Panel on provisional findings on furan in food: | Read Report |
Material listed in food chemical codex | Yes |
Molecular weight | 128.1273651123 |
Melting Point | 78 to 81°C @ 760 mm Hg |
Acid Value | 3 max KOH/g |
Vapor Pressure | 0.032 mmHg @ 25 °C |
Flash Point TCC Value | 93.33 °C TCC |
logP (o/w) | -0.076 est |
Shelf life | 12 months (or longer if stored properly.) |
Storage notes | Store under nitrogen. |
Solubility | |
alcohol | Yes |
dipropylene glycol | Yes |
propylene glycol | Yes |
water, 1.85e+004 mg/L @ 25 °C (est) | Yes |
paraffin oil | No |
isopropyl myristate | No |
Odor Type: Caramellic | |
sweet, cotton candy, caramellic, strawberry, sugar brown sugar, burnt, brown, savory | |
Odor strength | high , recommend smelling in a 1.00 % solution or less |
Substantivity | 320 hour(s) at 20.00 % in dipropylene glycol |
Luebke, William tgsc, (1995) | At 1.00 % in propylene glycol. sweet cotton candy caramel strawberry sugar |
Mosciano, Gerard P&F 21, No. 5, 49, (1996) | At 0.10 %. Sweet, slightly burnt brown caramellic, cotton candy with a savory nuance |
Flavor Type: Caramellic | |
sweet, caramellic, sugar burnt sugar, sugar brown sugar, maple, sugar, tropical, cotton candy, cooked, meaty, fruity | |
Luebke, William tgsc, (1995) | Sweet caramellic burnt sugar brown sugar maple sugar tropical cotton candy |
Mosciano, Gerard P&F 21, No. 5, 49, (1996) | At 0.10 - 1.00 ppm. Sweet caramellic cooked meaty and fruity nuances |
General comment | Sweet, caramel-fruity (pineapple-like), fried meat aspects brown, caramellic, jammy, cotton candy, sugary |
(data available) |
Applications | |
Odor purposes | Beeswax absolute replacer, Blackberry, Blueberry, Boysenberry, Butterscotch, Cassia, Cherry, Coconut, Coconut tropical coconut, Coffee, Cotton candy, Currant, Date, Fig, Filbert, Fir balsam, Fruit, Gingerbread, Gooseberry, Graham cracker, Grape, Guava, Hay new mown hay, Hibiscus, Honey, Huckleberry, Loganberry, Malt, Mango, Mango flower, Maple, Melon, Passion blossom, Passion fruit, Pina colada, Pineapple, Popcorn, Pumpkin pie, Quince, Raspberry, Strawberry, Tobacco, Toffee, Valerian, Vanilla |
Flavoring purposes | Almond toasted almond, Bread, Cake, Cappuccino, Caramel, Cereal, Chocolate cacao, Chocolate cocoa, Cookie, Fruit punch, Fruit tropical fruit, Marshmallow, Molasses, Nut, Praline, Rum butter, Sugar brown sugar, Tropical, Valerian |
Other purposes | Blossom tropical blossom, Fantasy blends, Fruit jam, Strawberry jam |
Cosmetic purposes | Fragrance, Tonic |
Preferred SDS: View | |
European information : | |
Most important hazard(s): | |
Xn - Harmful. | |
R 22 - Harmful if swallowed. S 02 - Keep out of the reach of children. S 20/21 - When using do not eat, drink or smoke. S 36 - Wear suitable protective clothing. | |
Hazards identification | |
Classification of the substance or mixture | |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
Acute toxicity, Oral (Category 4), H302 | |
GHS Label elements, including precautionary statements | |
Pictogram | ![]() |
Signal word | Warning |
Hazard statement(s) | |
H302 - Harmful if swallowed | |
Precautionary statement(s) | |
P264 - Wash skin thouroughly after handling. P270 - Do not eat, drink or smoke when using this product. P301 + P312 - IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P330 - Rinse mouth. P501 - Dispose of contents/ container to an approved waste disposal plant. | |
Oral/Parenteral Toxicity: | |
oral-mouse LD50 1608 mg/kg Zhonghua Yufangyixue Zazhi. Chinese Journal of Preventive Medicine. Vol. 22, Pg. 85, 1988. | |
Dermal Toxicity: | |
Not determined | |
Inhalation Toxicity: | |
Not determined |
Category: | |||
flavor and fragrance agents | |||
RIFM Fragrance Material Safety Assessment: Search | |||
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice | |||
IFRA Critical Effect: | |||
Dermal sensitization and systemic toxicity | |||
View the IFRA Standard | |||
View IFRA Standards Library for complete information. | |||
Please review Amendment 49 IFRA documentation for complete information. | |||
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%): | |||
Category 1: Products applied to the lips | |||
0.045 % | |||
Category 2: Products applied to the axillae | |||
0.014 % | |||
Category 3: Products applied to the face/body using fingertips | |||
0.27 % | |||
Category 4: Products related to fine fragrance | |||
0.25 % | |||
Category 5: Products applied to the face and body using the hands (palms), primarily leave-on | |||
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on | |||
0.064 % | |||
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on | |||
0.064 % | |||
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on | |||
0.064 % | |||
Category 5D: Baby Creams, baby Oils and baby talc | |||
0.064 % | |||
Category 6: Products with oral and lip exposure | |||
0.15 % | |||
Category 7: Products applied to the hair with some hand contact | |||
Category 7A: Rinse-off products applied to the hair with some hand contact | |||
0.52 % | |||
Category 7B: Leave-on products applied to the hair with some hand contact | |||
0.52 % | |||
Category 8: Products with significant anogenital exposure | |||
0.021 % | |||
Category 9: Products with body and hand exposure, primarily rinse off | |||
0.49 % | |||
Category 10: Household care products with mostly hand contact | |||
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products) | |||
0.49 % | |||
Category 10B: Household aerosol/spray products | |||
1.80 % | |||
Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate | |||
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure | |||
0.021 % | |||
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure | |||
0.021 % | |||
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin | |||
No Restriction | |||
Notes: | |||
IFRA FLAVOR REQUIREMENTS: | |||
Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards. | |||
Maximised Survey-derived Daily Intakes (MSDI-EU): | 960.00 (μg/capita/day) | ||
Maximised Survey-derived Daily Intakes (MSDI-USA): | 5203.00 (μg/capita/day) | ||
Structure Class: | II | ||
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). | |||
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library | |||
publication number: 4. Update in publication number(s): 12, 29 | |||
Click here to view publication 4 | |||
average usual ppm | average maximum ppm | ||
baked goods: | 4.00000 | 10.00000 | |
beverages(nonalcoholic): | 5.00000 | 80.00000 | |
beverages(alcoholic): | 43.00000 | 180.00000 | |
breakfast cereal: | - | - | |
cheese: | - | - | |
chewing gum: | 100.00000 | 1000.00000 | |
condiments / relishes: | - | - | |
confectionery froastings: | - | - | |
egg products: | - | - | |
fats / oils: | 0.10000 | 0.50000 | |
fish products: | - | - | |
frozen dairy: | 5.00000 | 10.00000 | |
fruit ices: | - | - | |
gelatins / puddings: | 10.00000 | 80.00000 | |
granulated sugar: | - | - | |
gravies: | - | - | |
hard candy: | 10.00000 | 10.00000 | |
imitation dairy: | - | - | |
instant coffee / tea: | - | - | |
jams / jellies: | 0.60000 | 0.60000 | |
meat products: | - | - | |
milk products: | - | - | |
nut products: | - | - | |
other grains: | - | - | |
poultry: | - | - | |
processed fruits: | - | - | |
processed vegetables: | - | - | |
reconstituted vegetables: | - | - | |
seasonings / flavors: | 1.00000 | 10.00000 | |
snack foods: | - | - | |
soft candy: | 20.00000 | 60.00000 | |
soups: | - | - | |
sugar substitutes: | - | - | |
sweet sauces: | 5.00000 | 40.00000 |
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
European Food Safety Authority (EFSA) reference(s): |
List of apha, beta-Unsaturated Aldehydes and Ketones representative of FGE.19 substances for Genotoxicity Testing [1] - Statement of the Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF) View page or View pdf |
Flavouring Group Evaluation 220: alpha,beta-Unsaturated ketones and precursors from chemical subgroup 4.4 of FGE.19: 3(2H)-Furanones View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 220, Revision 1 (FGE.220Rev1): alpha,beta-Unsaturated ketones and precursors from chemical subgroup 4.4 of FGE.19: 3(2H)-Furanones View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 99 (FGE.99): Consideration of furanone derivatives evaluated by the JECFA (63rd, 65th and 69th meetings) View page or View pdf |
Scientific Opinion on the safety and efficacy of furanones and tetrahydrofurfuryl derivatives: 4-hydroxy-2,5-dimethylfuran-3(2H)-one, 4,5-dihydro-2-methylfuran-3(2H)-one, 4-acetoxy-2,5-dimethylfuran-3(2H)-one and linalool oxide (chemical group 13) when used as flavourings for all animal species View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 220, Revision 2 (FGE.220Rev1): a,ß-Unsaturated ketones and precursors from chemical subgroup 4.4 of FGE.19: 3(2H)-Furanones View page or View pdf |
Scientific Opinion on the safety and efficacy of furanones and tetrahydrofurfuryl derivatives: 5-ethyl-3-hydroxy-4-methylfuran-2(5H)-one and 3-hydroxy-4,5-dimethylfuran-2(5H)-one (chemical group 13) when used as flavourings for all animal species View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 220 Revision 3 (FGE.220Rev3): Consideration of genotoxic potential for a,ß-unsaturated 3(2H)-Furanones from subgroup 4.4 of FGE.19 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 99 Revision 1 (FGE.99Rev1): Consideration of furanone derivatives evaluated by the JECFA (63rd, 65th and 69th meetings) View page or View pdf |
EPI System: View |
Chemical Carcinogenesis Research Information System:Search |
AIDS Citations:Search |
Cancer Citations:Search |
Toxicology Citations:Search |
EPA Substance Registry Services (TSCA):3658-77-3 |
EPA ACToR:Toxicology Data |
EPA Substance Registry Services (SRS):Registry |
Laboratory Chemical Safety Summary :19309 |
National Institute of Allergy and Infectious Diseases:Data |
WGK Germany:3 |
4-hydroxy-2,5-dimethylfuran-3-one |
Chemidplus:0003658773 |
RTECS:LU3990000 for cas# 3658-77-3 |