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Furaneol

Furaneol
Furaneol structure
CAS No.
3658-77-3
Chemical Name:
Furaneol
Synonyms
coe536;RI-2024;COE 536;CARMELAN;FURANEOL;Alletone;FEMA 3174;4-Hydroxy-2;pineappleketone;Furanone >=99.0%
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
form 
neat
JECFA Number
1446
BRN 
1281357
InChIKey
INAXVXBDKKUCGI-UHFFFAOYSA-N
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
3(2H)-Furanone, 4-hydroxy-2,5-dimethyl-(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(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 40703 4-Hydroxy-2,5-dimethyl-3(2H)-furanone ≥99.0% (GC) 3658-77-3 25g $97.9 2018-11-13 Buy
Sigma-Aldrich 44869 4-Hydroxy-2,5-dimethyl-3(2H)-furanone analytical standard 3658-77-3 100mg $124 2018-11-13 Buy
TCI Chemical D1569 2,5-Dimethyl-4-hydroxy-3(2H)-furanone >98.0%(HPLC) 3658-77-3 5g $38 2018-11-22 Buy
TCI Chemical D1569 2,5-Dimethyl-4-hydroxy-3(2H)-furanone >98.0%(HPLC) 3658-77-3 25g $102 2018-11-22 Buy
Sigma-Aldrich W317403 4-Hydroxy-2,5-dimethyl-3(2H)-furanone ≥98%, FCC, FG 3658-77-3 100g-k $120 2018-11-13 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

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( 205)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30002 58
Hebei Guanlang Biotechnology Co., Ltd.
+8619930501651
breeduan@crovellbio.com CHINA 2314 58
Henan Xiangtong Chemical Co., Ltd.
86-371-61312303
86-371-86017988 xtchem2019@gmail.com CHINA 266 58
Shenzhen Sendi Biotechnology Co.Ltd.
0755-23311925 18102838259
0755-23311925 Abel@chembj.com CHINA 3194 55
Mainchem Co., Ltd.
+86-0592-6210733
+86-0592-6210733 sales@mainchem.com CHINA 32447 55
Hebei Chisure Biotechnology Co., Ltd.
+8613292890173
0311 66567340 luna@speedgainpharma.com CHINA 1017 58
Nanjing Dolon Biotechnology Co.,Ltd.
18905173768
sales@dolonchem.com CHINA 2972 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23980 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 sales@jushengtech.com CHINA 28236 58
Haihang Industry Co.,Ltd
86-531-88032799
+86 531 8582 1093 export@haihangchem.com CHINA 8921 58

View Lastest Price from Furaneol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2019-05-15 4-Hydroxy-2,5-Dimethyl-3(2H)-Furanone
3658-77-3
US $1.00 / KG 1g 99% 500 Hebei Aicrowe Biotech Co., Ltd
2019-05-15 4-Hydroxy-2,5-dimethyl-3(2H)furanone CAS NO.3658-77-3 kf-wang(at)kf-chem.com
3658-77-3
US $25.00 / Kg/Drum 10g 99.8% 2000 Hebei Aicrowe Biotech Co., Ltd
2019-04-25 Strawberry furanone / 4-hydroxy-2,5-dimethylfuran-3-one
3658-77-3
US $10.00 / kg 1kg 99% 10 MT Hebei Guanlang Biotechnology Co., Ltd.

Furaneol Spectrum


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