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Furaneol

Furaneol Structure
CAS No.
3658-77-3
Chemical Name:
Furaneol
Synonyms
4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE;2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANONE;HDMF;STRAWBERRY FURANONE;4-HYDROXY-2,5-DIMETHYLFURAN-3(2H)-ONE;Furaneo;Pineapple ketone;2,5-dimethyl-4-hydroxy-2H-furan-3-one;2,5-dimethyl-4-hydroxy-3(2H)-furanone (Furaneol);CARMELAN
CBNumber:
CB1205015
Molecular Formula:
C6H8O3
Molecular Weight:
128.13
MOL File:
3658-77-3.mol
Modify Date:
2024/7/24 17:31:20
Request For Quotation

Furaneol 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
Flash point >230 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka 9.62±0.40(Predicted)
form Solid
color White
Odor at 1.00 % in propylene glycol. sweet cotton candy caramel strawberry sugar
Odor Type caramellic
Water Solubility 176g/L at 20℃
JECFA Number 1446
BRN 1281357
Stability Light Sensitive, Temperature Sensitive
InChIKey INAXVXBDKKUCGI-UHFFFAOYSA-N
LogP 0.95 at 20℃
CAS DataBase Reference 3658-77-3(CAS DataBase Reference)
NIST Chemistry Reference 2,5-Dimethyl-4-hydroxy-3(2h)-furanone(3658-77-3)
EPA Substance Registry System 4-Hydroxy-2,5-dimethyl-3(2H)furanone (3658-77-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H314-H317
Precautionary statements  P260-P270-P280-P301+P312-P303+P361+P353-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36-24/25
WGK Germany  3
RTECS  LU3990000
F  10-23
HS Code  29321900
NFPA 704
1
1 0

Furaneol price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) W317454 4-Hydroxy-2,5-dimethyl-3(2H)-furanone natural, ≥98%, FG 3658-77-3 1SAMPLE-K ₹6419.23 2022-06-14 Buy
Sigma-Aldrich(India) W317454 4-Hydroxy-2,5-dimethyl-3(2H)-furanone natural, ≥98%, FG 3658-77-3 100G ₹24551.1 2022-06-14 Buy
Sigma-Aldrich(India) W317454 4-Hydroxy-2,5-dimethyl-3(2H)-furanone natural, ≥98%, FG 3658-77-3 1KG ₹127518.5 2022-06-14 Buy
Sigma-Aldrich(India) W317410 4-Hydroxy-2,5-dimethyl-3(2H)-furanone 15 wt. % (in propylene glycol), FG 3658-77-3 1KG ₹8591.4 2022-06-14 Buy
Sigma-Aldrich(India) W317410 4-Hydroxy-2,5-dimethyl-3(2H)-furanone 15 wt. % (in propylene glycol), FG 3658-77-3 1SAMPLE-K ₹9681 2022-06-14 Buy
Product number Packaging Price Buy
W317454 1SAMPLE-K ₹6419.23 Buy
W317454 100G ₹24551.1 Buy
W317454 1KG ₹127518.5 Buy
W317410 1KG ₹8591.4 Buy
W317410 1SAMPLE-K ₹9681 Buy

Furaneol Chemical Properties,Uses,Production

Description

Furaneol 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 Properties

Furaneol 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.

Occurrence

Reported 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.

Uses

2,5-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.

Definition

ChEBI: 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.

Preparation

Furaneol 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 .

General Description

4-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.

Trade name

Furaneol® (Firmenich).

References

Pickenhagen, 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 materials

Crotononitrile (pract) Ethyl lactate Propylene glycol 4-Hydroxy-5-methyl-3-furanone

Preparation Products

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

Furaneol Suppliers

Global( 488)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
Aamirav Ingredients And Specialties Pvt Ltd +91-2224980102 +91-9820077171 Maharashtra, India 138 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
CHEMSWORTH +91-261-2397244 New Delhi, India 6707 30 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Shrushti Enterprises 08048372303Ext 823 Maharashtra, India 18 58 Inquiry
Ultima Chemicals 09930374117 Mumbai, India 182 58 Inquiry
Aroma Sales Corporation 08068442234Ext 905 Delhi, India 131 58 Inquiry
Karnataka Aromas 08068970631Ext 815 Karnataka, India 104 58 Inquiry
Santo Righello Pvt. Ltd 91-9885571757 Hyderabad, India 919 58 Inquiry
Aamirav Ingredients & Specialties Pvt. Ltd. 91-22-24980102 Maharashtra, India 63 58 Inquiry
Supplier Advantage
Aamirav Ingredients And Specialties Pvt Ltd 58
A.J Chemicals 58
CHEMSWORTH 30
TCI Chemicals (India) Pvt. Ltd. 58
Shrushti Enterprises 58
Ultima Chemicals 58
Aroma Sales Corporation 58
Karnataka Aromas 58
Santo Righello Pvt. Ltd 58
Aamirav Ingredients & Specialties Pvt. Ltd. 58

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Furaneol Spectrum

Furaneol(3658-77-3)1HNMRFuraneol(3658-77-3)13CNMRFuraneol(3658-77-3)IR1Furaneol(3658-77-3)Raman

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FURANEOL HYDROXY DIMETHYL FURANONE 4-HYDROXY-2,5-DIMETHYL-FURAN-3-ONE 2,5-DIMETHYL-4-HYDROXY-2,3-DIHYDROFURAN-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) 3(2H)-Furanone, 2,5-dimethyl-4-hydroxy- 3(2H)-Furanone, 4-hydroxy-2,5-dimethyl- 4-Hydroxy-2,5-dimethyl 4-Hydroxy-2,5-dimethyl-3(2H)-furfuran ketone 2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANONE, 9 5% furaneol?,2,5-dimethyl-4-hydroxy-3[2H]-furanone 2,5-dimethyl-4-hydroxy-3(2h)-furanone solution 2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANO 2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANONE: (15% IN PROYLENE GLYCOL) 2,5-Dimethyl-4-hydroxy-3(2H)-furanone (15% in Propylene Glycol, ca. 1.2mol/L) 4-HYDROXY-2,5-DIMETHYL-3(2H) FURANONE NATURAL 20% IN P.G. 4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE 20% IN P.G. 4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE NATURAL 2,5-Dimethyl-4-hydroxy-3(2H)-furanone, Furaneol, Strawberry furanone 2,5-Dimethyl-4-hydroxyfuran-3(2H)-one 3-Hydroxy-2,5-dimethylfuran-4(5H)-one RI-2024 4-Hydroxy-2,5-dimethyl-3(2H)furanone[CAS No.:3658-77-3,FEMA.:3174] Furanone >=99.0% 4-hydroxy-2,5-diMethyl-2,3-dihydrofuran-3-one Furanone 4-Hydroxy-2,5-diMethyl-3(2H)furanone Furanone,Natural 4-Hydroxy-2,5-dimethyl-3(2H)-furan-3-one 4-hydroxy-2,5-dimethyl-3(2h)-furanon 4-hydroxy-2,5-dimethyl-3(2H)-furanone (HDMF) Furaneol 4-Hydroxy-2,5-dimethyl-3(2H)-furanone 4-Hydroxy-2,5-diMethyl-3(2H)-furanone >=99.0% (GC) Alletone COE 536 coe536 hydroxy-2,5-dimethyl-3(2H)-4-furanone (Furaneol) pineappleketone 4-Hydroxy-2,5-dimethyl-3(2H)-furanone solution 2,5-Dimethyl-4-hydroxy-(2H)-furan-3-on for synthesis 4-Hydroxy-2.5-Dimethyl-3(2h)-Furanone (Natural & Synthetic) 4-Hydroxy-2,5-dimethyl-3(2H)furanone CAS NO.3658-77-3 kf-wang(at)kf-chem.com Natural Furaneol Strawberry furanone / 4-hydroxy-2,5-dimethylfuran-3-one 4-Hydroxy-2 5-dimethyl-3(2H)furanone 2,5-Dimethyl-4-hydroxy-3(2H)-furanone (Technical Grade) 2,5-Dimethyl-4-hydroxy-3(2H)-furanone> Furaneol USP/EP/BP strawberry furanone solution Supply CAS: 3658-77-3 Strawberry one with Best Price TIANFU CHEM-- 4-Hydroxy-2,5-dimethyl-3(2H)furanone CARMELAN FEMA 3174 4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE 4-HYDROXY-2,5-DIMETHYLFURAN-3(2H)-ONE 2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANONE