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Furaneol

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Furaneol manufacturers

  • Furaneol
  • Furaneol pictures
  • $10.00
  • 2026-10-13
  • CAS:3658-77-3
  • Min. Order: 1ASSAYS
  • Purity: 99%
  • Supply Ability: 1 ton
  • Furaneol
  • Furaneol pictures
  • 2026-10-13
  • CAS:3658-77-3
  • Min. Order: 1KG
  • Purity: 99%min
  • Supply Ability: 1000KGS
  • Furaneol
  • Furaneol pictures
  • $50.00
  • 2026-09-02
  • CAS:3658-77-3
  • Min. Order: 1KG
  • Purity: 99%

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Furaneol Basic information
Product Name:Furaneol
Synonyms:CARMELAN;FURANEOL;HYDROXY DIMETHYL FURANONE;4-HYDROXY-2,5-DIMETHYL-FURAN-3-ONE;2,5-dimethyl-4-hydroxy-(2H)-furan-3-one (furaneol);2,5-dimethyl-4-hydroxy-3(2h)-furanon;2,5-dimethyl-4-hydroxy-3(2H)-furanone (DMHF);2,5-dimethyl-4-hydroxy-3(2H)-furanone (Furaneol)
CAS:3658-77-3
MF:C6H8O3
MW:128.13
EINECS:222-908-8
Product Categories:API intermediates;Furan flavors;Alphabetical Listings;C-D;Flavors and Fragrances;Furan&Benzofuran;3658-77-3
Mol File:3658-77-3.mol
Furaneol Structure
Furaneol Chemical Properties
Melting point 73-77 °C(lit.)
Boiling point 188 °C
density 1.049 g/mL at 25 °C
vapor pressure 0.81Pa at 25℃
refractive index n20/D 1.439
FEMA 3174 | 4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE
Fp >230 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka9.62±0.40(Predicted)
form Solid
color White
Odorat 1.00 % in propylene glycol. sweet cotton candy caramel strawberry sugar
Odor Typecaramellic
biological sourcesynthetic
Water Solubility 176g/L at 20℃
JECFA Number1446
BRN 1281357
Stability:Light Sensitive, Temperature Sensitive
Major Applicationcleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
Cosmetics Ingredients FunctionsTONIC
FRAGRANCE
InChI1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3
InChIKeyINAXVXBDKKUCGI-UHFFFAOYSA-N
SMILESCC1OC(C)=C(O)C1=O
LogP0.95 at 20℃
CAS DataBase Reference3658-77-3(CAS DataBase Reference)
NIST Chemistry Reference2,5-Dimethyl-4-hydroxy-3(2h)-furanone(3658-77-3)
EPA Substance Registry System4-Hydroxy-2,5-dimethyl-3(2H)furanone (3658-77-3)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36-24/25
WGK Germany 3
RTECS LU3990000
F 10-23
TSCA TSCA listed
HS Code 29321900
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsAcute Tox. 4 Oral
Eye Dam. 1
Skin Corr. 1B
Skin Sens. 1
Hazardous Substances Data3658-77-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2,5-Dimethyl-4-hydroxy-3[2H]-furanone English
SigmaAldrich English
ACROS English
Furaneol Usage And Synthesis
DescriptionFuraneol is a very important aroma chemical and is a key flavoring compound found in many kinds of fruits. It can be chemically formed through different carbohydrates during the Mainlard reaction. It can also be synthesized by yeast, bacteria and plants and play some physiological effects. Study has shown that it can suppress the phosphorylation of cAMP response element binding protein, underlying its potential role as an effective inhibitor of hyperpigmentation. It also has the potential to become an effective antimicrobial agent for human beings.
Chemical PropertiesFuraneol is a constituent of pineapple and strawberry aroma and is also found in other foods. It forms colorless crystals (mp 77–79°C) with a relatively weak, nonspecific odor. Dilute solutions develop a pineapple, strawberrylike odor.
Chemical Propertieswhite to light yellow crystal powde
Chemical Properties4-Hydroxy-2,5-dimethyl-3(2H)-furanone has a fruity caramel or "burnt pineapple" aroma. May be synthesized from dimethyl- 3,4-dihyroxyfuran-2,5-dicarboxylate.
Chemical PropertiesFuraneol has a sweet, fruity, strawberry, hot sugar, fruity caramel or “burnt pineapple” aroma.
OccurrenceReported found in guava, grapes, pineapple, raspberry, strawberry fruit and jam, rye bread, Swiss cheese, boiled beef, beer, cocoa, coffee, tea, filberts, almonds, oatmeal, Arctic bramble, yellow passion fruit, mango, shoyu, fermented soy sauce, litchi, malt and Cape gooseberry.
Uses2,5-Dimethyl-4-hydroxy-3(2H)-furanone is a component of meat essence composition. 2,5-Dimethyl-4-hydroxy-3(2H)-furanone is used in the flavor and perfume industry due to its sweet strawberry aroma.
DefinitionChEBI: A member of the class of furans that is 2,5-dimethylfuran carrying additional oxo and hydroxy groups at positions 3 and 4 respectively. It has been found particularly in strawberries and other such fruits.
PreparationFuraneol can be prepared by cyclization of hexane-2,5-diol-3,4-dione in the presence of an acidic catalyst.The dione is the ozonization product of 2,5- hexynediol, which is obtained by ethynylation of acetaldehyde.
In another process, a dialkyl -methyldiglycolate (formed from an alkyl lactate and an alkyl monochloroacetate) is reacted with dialkyl oxalate in the presence of a sodium alkoxide and dimethylformamide. The reaction product is cyclized, alkylated, hydrolyzed, and decarboxylated.In another process, a dialkyl -methyldiglycolate (formed from an alkyl lactate and an alkyl monochloroacetate) is reacted with dialkyl oxalate in the presence of a sodium alkoxide and dimethylformamide. The reaction product is cyclized, alkylated, hydrolyzed, and decarboxylated .
Aroma threshold valuesDetection: 0.03 to 60 ppb; aroma characteristics at 0.1%: sweet, slightly burnt brown caramellic, cotton candy with a savory nuance
Taste threshold valuesTaste characteristics at 0.10 to 1.0 ppm: sweet caramellic cooked meaty and fruity nuances
Synthesis Reference(s)The Journal of Organic Chemistry, 57, p. 5023, 1992 DOI: 10.1021/jo00044a047
Synthesis, p. 377, 1987
General Description4-Hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF, DMHF) is a caramel-like smelling compound, identified in Maillard reaction systems based on pentoses by GC-MS and GCMS/MS. Solubility data of DMHF in six different solvents over the temperature range from 283.15K to 313.15K under atmospheric pressure of 0.10 MPa has been examined by dynamic method. Separation of the enantiomers of DMHF by capillary electrophoretic method has been reported. Commercially it is synthesized from L-rhamnose. DMHF has been identified as acidic odorant in Thai premium fish sauce samples by aroma extract dilution analysis (AEDA). It is identified as key aroma compound in the distiller′s grains (DG) from wheat. It is reported as the main flavor compound in strawberries and its biosynthesis has been reported. HDMF has been found in various fruits such as pineapples strawberries and grapes, as well as in beef broth , roasted coffee, bread crust, roasted beef, roasted sesame seeds and stewed beef.
Flammability and ExplosibilityNot classified
Trade nameFuraneol® (Firmenich).
Biochem/physiol ActionsTaste at 0.10 to 1.0 ppm
SynthesisFrom dimethyl-3,4-dihydroxyfuran-2,5-dicarboxylate
ReferencesPickenhagen, Wilhelm, et al. "Estimation of 2,5-dimethyl-4-hydroxy-3(2H)-furanone (FURANEOLA®) in cultivated and wild strawberries, pineapples and mangoes." Journal of the Science of Food & Agriculture 32.11(2010):1132-1134.
Farine, Jean Pierre, et al. "4-Hydroxy-5-methyl-3(2H)-furanone and 4-Hydroxy-2,5-dimethyl-3(2H)-furanone, Two Components of the Male Sex Pheromone of Eurycotis floridana (Walker) (Insecta, Blattidae, Polyzosteriinae)." Bioscience Biotechnology & Biochemistry 57.12(2014):2026-2030.
Schwab, W. "Natural 4-hydroxy-2,5-dimethyl-3(2H)-furanone (Furaneol®). " Molecules 18.6(2013):6936-51.
Furaneol Preparation Products And Raw materials
Raw materialsPropylene glycol-->Ethyl lactate-->Crotononitrile (pract)-->4-Hydroxy-5-methyl-3-furanone
Preparation Products4-Methoxy-2,5-dimethyl-3(2H)-furanone
Tag:Furaneol(3658-77-3) Related Product Information
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