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Furaneol

Furaneol
Furaneol structure
CAS No.
3658-77-3
Chemical Name:
Furaneol
Synonyms
HDMF;coe536;RI-2024;Furaneo;COE 536;CARMELAN;FURANEOL;Alletone;FEMA 3174;4-Hydroxy-2
CBNumber:
CB1205015
Molecular Formula:
C6H8O3
Formula Weight:
128.13
MOL File:
3658-77-3.mol

Furaneol Properties

Melting point:
73-77 °C(lit.)
Boiling point:
188 °C
Density 
1.049 g/mL at 25 °C
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
pka
9.62±0.40(Predicted)
form 
neat
JECFA Number
1446
BRN 
1281357
InChIKey
INAXVXBDKKUCGI-UHFFFAOYSA-N
CAS DataBase Reference
3658-77-3(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS)
4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE
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) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330-P264-P270-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36-24/25
WGK Germany  3
RTECS  LU3990000
10-23
HS Code  29321900

Furaneol price More Price(41)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich W317454 4-Hydroxy-2,5-dimethyl-3(2H)-furanone natural,≥98%,FG 3658-77-3 1 SAMPLE-K $60 2021-12-16 Buy
Sigma-Aldrich W317410 4-Hydroxy-2,5-dimethyl-3(2H)-furanone 15wt.%(inpropyleneglycol),FG 3658-77-3 1 SAMPLE-K $50 2021-12-16 Buy
Sigma-Aldrich W317403 4-Hydroxy-2,5-dimethyl-3(2H)-furanone ≥98%,FCC,FG 3658-77-3 1 SAMPLE-K $50 2021-12-16 Buy
Sigma-Aldrich W317410 4-Hydroxy-2,5-dimethyl-3(2H)-furanone 15 wt. % (in propylene glycol), FG 3658-77-3 1 kg $77.4 2021-12-16 Buy
Sigma-Aldrich 40703 4-Hydroxy-2,5-dimethyl-3(2H)-furanone ≥99.0% (GC) 3658-77-3 25g $105 2021-12-16 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.

Chemical Properties

white to light yellow crystal powde

Chemical Properties

4-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 Properties

Furaneol has a sweet, fruity, strawberry, hot sugar, fruity caramel or “burnt pineapple” aroma.

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 .

Aroma threshold values

Detection: 0.03 to 60 ppb; aroma characteristics at 0.1%: sweet, slightly burnt brown caramellic, cotton candy with a savory nuance

Taste threshold values

Taste 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 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).

Chemical Synthesis

From dimethyl-3,4-dihydroxyfuran-2,5-dicarboxylate

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

Preparation Products


Furaneol Suppliers

Global( 336)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
career henan chemical co
+86-0371-55982848
sales@coreychem.com China 29954 58
Henan Xiangtong Chemical Co., Ltd.
86-371-61312303
86-371-86017988 cathy@hnxtchem.com CHINA 293 58
Xingtai Haoxun Import and Export Trade Co., Ltd.
+8617733977883 WhatsApp:+8617733976525
86-0319-5021664 lisa@xthaoxun.com CHINA 270 58
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 9128 55
Hefei TNJ Chemical Industry Co.,Ltd.
+86-0551-65418679
86-0551-65418697 info@tnjchem.com China 3000 55
Shanxi Naipu Import and Export Co.,Ltd
+8613734021967
kaia@neputrading.com CHINA 1011 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2940 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930503282
sales3@crovellbio.com China 5942 58

View Lastest Price from Furaneol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-19 Strawberry furanone / 4-hydroxy-2,5-dimethylfuran-3-one
3658-77-3
US $10.00 / KG 1KG 99% 15tons Xingtai Haoxun Import and Export Trade Co., Ltd.
2022-01-18 Furaneol
3658-77-3
US $20.00 / KG 1KG 99.9% 1000 kg/month Shanxi Lianxu New Material Co., LTD
2022-01-14 4-Hydroxy-2,5-dimethyl-3(2H)furanone
3658-77-3
US $20.00 / Kg/Drum 25Kg/Drum 99.99% 1 ton per week Wuhan Mulei New Material Technology Co. Ltd

Furaneol Spectrum


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