ChemicalBook > CAS DataBase List > Furaneol

Furaneol

Product Name
Furaneol
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
Formula Weight
128.13
MOL File
3658-77-3.mol
More
Less

Furaneol Property

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)
More
Less

Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36-24/25
WGK Germany 
3
RTECS 
LU3990000
F 
10-23
HS Code 
29321900
Hazardous Substances Data
3658-77-3(Hazardous Substances Data)
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H314Causes severe skin burns and eye damage

H317May cause an allergic skin reaction

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W317454
Product name
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
Purity
natural, ≥98%, FG
Packaging
100g
Price
$223
Updated
2024/03/01
Sigma-Aldrich
Product number
W317454
Product name
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
Purity
natural, ≥98%, FG
Packaging
1kg
Price
$1200
Updated
2024/03/01
Sigma-Aldrich
Product number
W317403
Product name
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
Purity
≥98%, FCC, FG
Packaging
100g
Price
$130
Updated
2024/03/01
Sigma-Aldrich
Product number
W317403
Product name
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
Purity
≥98%, FCC, FG
Packaging
1kg
Price
$787
Updated
2024/03/01
Sigma-Aldrich
Product number
44869
Product name
4-Hydroxy-2,5-dimethyl-3(2H)-furanone
Purity
analytical standard
Packaging
100mg
Price
$175
Updated
2024/03/01
More
Less

Furaneol Chemical Properties,Usage,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

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

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.

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.

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 .

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.

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.

Flammability and Explosibility

Not classified

Trade name

Furaneol® (Firmenich).

Biochem/physiol Actions

Taste at 0.10 to 1.0 ppm

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

Crotononitrile (pract) Ethyl lactate Propylene glycol

Preparation Products

More
Less

Furaneol Suppliers

Americas 1 Australia 1 Canada 2 China 345 Europe 2 France 1 Germany 5 India 13 Ireland 1 Italy 1 Japan 3 Singapore 1 Slovakia 1 South Africa 1 South Korea 1 Spain 2 Switzerland 3 United Kingdom 18 United States 87 USA 1 Global 491
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
Advantage
58
Alfa Chemistry
Tel
Fax
1-516-927-0118
Email
Info@alfa-chemistry.com
Country
United States
ProdList
24072
Advantage
58
BOC Sciences
Tel
16314854226; +16314854226
Email
inquiry@bocsci.com
Country
United States
ProdList
19741
Advantage
58
Accela ChemBio Inc.
Tel
+1-858-6993322
Fax
(+1)-858-876-1948
Email
info@accelachem.com
Country
United States
ProdList
17982
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38631
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Frutarom (F&F Ingredients)
Tel
--
Fax
--
Email
info@frutarom.com
Country
United States
ProdList
280
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
Elan Chemical Inc.
Tel
--
Fax
--
Email
sales@elan-chemical.com
Country
United States
ProdList
114
Advantage
65
Fleurchem Inc.,
Tel
--
Fax
--
Country
United States
ProdList
119
Advantage
58
PearlChem Corporation
Tel
--
Fax
--
Email
info@pearlchemcorp.com
Country
United States
ProdList
131
Advantage
58
Citrus and Allied Essences Ltd.
Tel
--
Fax
--
Email
galloca@citrusandallied.com
Country
United States
ProdList
90
Advantage
58
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
Advanced Biotech - ABT
Tel
--
Fax
--
Country
United States
ProdList
260
Advantage
58
Auro Chemicals
Tel
--
Fax
--
Email
customerservice@aurochemicals.com
Country
United States
ProdList
246
Advantage
58
H.Interdonati inc.
Tel
--
Fax
--
Email
flavorplus@aol.com
Country
United States
ProdList
105
Advantage
58
Synerzine, Inc. (formerly Pyrazine Specialties, Inc. and CTC Organics)
Tel
--
Fax
--
Email
info@synerzine.com
Country
United States
ProdList
314
Advantage
58
Taytonn ASCC Pte Ltd
Tel
--
Fax
--
Email
info@taytonnascc.com
Country
United States
ProdList
742
Advantage
58
Riverside Aromatics Ltd.
Tel
--
Fax
--
Email
info@riversidearomatics.com
Country
United States
ProdList
275
Advantage
58
Augustus Oils Ltd
Tel
--
Fax
--
Email
essentials@augustus-oils.ltd.uk
Country
United States
ProdList
1404
Advantage
58
OChem Incorporation
Tel
--
Fax
--
Email
sales@ocheminc.com
Country
United States
ProdList
6501
Advantage
60
CTC Organics, Inc.
Tel
--
Fax
--
Country
United States
ProdList
95
Advantage
58
Charkit Chemical Corporation
Tel
--
Fax
--
Email
sales@charkit.com
Country
United States
ProdList
2993
Advantage
65
R C Treatt and Co Ltd
Tel
--
Fax
--
Email
enquiries@treatt.com
Country
United States
ProdList
1690
Advantage
58
Vigon International
Tel
--
Fax
--
Email
sales@vigon.com
Country
United States
ProdList
1776
Advantage
58
Pell Wall Perfumes
Tel
--
Fax
--
Email
//pellwall.com/contact-us/
Country
United States
ProdList
559
Advantage
58
Fleurchem, Inc.
Tel
--
Fax
--
Email
info@fleurchem.com
Country
United States
ProdList
790
Advantage
58
Firmenich Inc.
Tel
--
Fax
--
Email
Frederick.Keifer@firmenich.com
Country
United States
ProdList
1017
Advantage
58
Ernesto Ventós S.A.
Tel
--
Fax
--
Email
info@ventos.com
Country
United States
ProdList
2257
Advantage
58
Penta International Corporation
Tel
--
Fax
--
Email
lisaa@pentamfg.com
Country
United States
ProdList
5042
Advantage
58
Azelis UK Ltd.
Tel
--
Fax
--
Email
fi@azelis.co.uk
Country
United States
ProdList
822
Advantage
58
Alfrebro LLC/ Archer Daniels Midland Company
Tel
--
Fax
--
Email
sforbis@alfrebro.com
Country
United States
ProdList
768
Advantage
58
Jiangyin Healthway International Trade Co., Ltd
Tel
--
Fax
--
Email
info@healthwaychem.com
Country
United States
ProdList
1006
Advantage
58
PerfumersWorld Ltd.
Tel
--
Fax
--
Email
pwenquiries@perfumersworld.com
Country
United States
ProdList
723
Advantage
58
Berje Inc.
Tel
--
Fax
--
Email
tlauzurica@berjeinc.com
Country
United States
ProdList
958
Advantage
58
Moellhausen S.P.A.
Tel
--
Fax
--
Country
United States
ProdList
1676
Advantage
58
ECSA Chemicals
Tel
--
Fax
--
Email
marketing@ecsa.ch
Country
United States
ProdList
1735
Advantage
58
Hermitage Oils / Neroli S.R.L.
Tel
--
Fax
--
Email
info@hermitageoils.com
Country
United States
ProdList
639
Advantage
58
Global Essence Inc.
Tel
--
Fax
--
Email
info@globalessenceuk.com
Country
United States
ProdList
758
Advantage
58
Advanced Biotech. Inc.
Tel
--
Fax
--
Email
info@adv-bio.com
Country
United States
ProdList
1121
Advantage
58
Indukern, S.A. F&F Ingredients Division
Tel
--
Fax
--
Email
info@indukern.es
Country
United States
ProdList
1321
Advantage
58
OQEMA
Tel
--
Fax
--
Email
fandf@oqema.co.uk
Country
United States
ProdList
578
Advantage
58
Qingdao Free Trade Zone United International Co Ltd
Tel
--
Fax
--
Email
info@unitedint.com
Country
United States
ProdList
604
Advantage
58
M&U International LLC
Tel
--
Fax
--
Email
sales@mu-intel.com
Country
United States
ProdList
2011
Advantage
58
Prodasynth
Tel
--
Fax
--
Email
info@prodasynth.com
Country
United States
ProdList
423
Advantage
58
Pyrazine Specialties, Inc.
Tel
--
Fax
--
Country
United States
ProdList
1265
Advantage
30
Elan Inc.
Tel
--
Fax
--
Email
dpimentel@elan-chemical.com
Country
United States
ProdList
116
Advantage
58
More
Less

View Lastest Price from Furaneol manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Strawberry Flavor Furanone 3658-77-3
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-15
Baoji Guokang Bio-Technology Co., Ltd.
Product
Furaneol 3658-77-3
Price
US $76.00/KG
Min. Order
25KG
Purity
98%
Supply Ability
1-10mt
Release date
2021-06-02
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Furaneol 3658-77-3
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
99%min
Supply Ability
1000KGS
Release date
2021-08-13

3658-77-3, FuraneolRelated Search:

Ethyl 3-methyl-3-phenylglycidate Furazolidone Dimethyl sulfide Dimethyl phthalate Dimethyl sulfoxide N,N-Dimethylformamide 4'-Hydroxyacetophenone 2,5-Furandicarboxylic acid Acetone oxime ETHANE Dimethyl fumarate Dimethyl ether 3-Methylfuran CHLOROPHOSPHONAZO III DIMETHYLGLYOXIME DISODIUM SALT 2-Methylfuran Lithium bis(trifluoromethanesulphonyl)imide 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one

  • CARMELAN
  • FEMA 3174
  • FURANEOL
  • HYDROXY DIMETHYL FURANONE
  • 4-HYDROXY-2,5-DIMETHYL-3(2H)-FURANONE
  • 4-HYDROXY-2,5-DIMETHYLFURAN-3(2H)-ONE
  • 4-HYDROXY-2,5-DIMETHYL-FURAN-3-ONE
  • 2,5-DIMETHYL-4-HYDROXY-2,3-DIHYDROFURAN-3-ONE
  • 2,5-DIMETHYL-4-HYDROXY-3(2H)-FURANONE
  • STRAWBERRY FURANONE
  • 2,5-dimethyl-4-hydroxy-(2H)-furan-3-one (furaneol)
  • 2,5-dimethyl-4-hydroxy-2H-furan-3-one
  • 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)
  • 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
  • 4-hydroxy-2,5-dimethylfuran-2(3H)-one
  • 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-FURANONE
  • 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)-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
  • Furaneo
  • 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)
  • Pineapple ketone
  • pineappleketone
  • 4-Hydroxy-2,5-dimethyl-3(2H)-furanone solution
  • 2,5-Dimethyl-4-hydroxy-(2H)-furan-3-on for synthesis
  • 4-Hydroxy-2