ChemicalBook > CAS DataBase List > 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one

4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one

Product Name
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one
CAS No.
28664-35-9
Chemical Name
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one
Synonyms
SOTOLON;3-hydroxy-4,5-dimethylfuran-2(5H)-one;3-HYDROXY-4,5-DIMETHYL-2(5H)-FURANONE;SOTOLONE;SUGAR LACTONE;CARAMEL FURANONE;FENUGREEK LACTONE;3-hydroxy-4,5-dimethyl-2(5H)-furanone (sotolon);FEMA 3634;3-hydroxy-4,5-dimethyl-2(5h)-furanon
CBNumber
CB6466523
Molecular Formula
C6H8O3
Formula Weight
128.13
MOL File
28664-35-9.mol
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4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Property

Melting point:
26-29 °C(lit.)
Boiling point:
184 °C(lit.)
Density 
1.049 g/mL at 25 °C
refractive index 
n20/D 1.491(lit.)
FEMA 
3634 | 4,5-DIMETHYL-3-HYDROXY-2,5-DIHYDROFURAN-2-ONE
Flash point:
>230 °F
storage temp. 
Sealed in dry,2-8°C
pka
9.28±0.40(Predicted)
Odor
at 0.01 % in propylene glycol. extremely sweet strong caramel maple burnt sugar coffee
Odor Type
caramellic
JECFA Number
243
InChIKey
UNYNVICDCJHOPO-UHFFFAOYSA-N
LogP
-0.44
CAS DataBase Reference
28664-35-9(CAS DataBase Reference)
NIST Chemistry Reference
2(5H)-furanone, 3-hydroxy-4,5-dimethyl-(28664-35-9)
EPA Substance Registry System
2(5H)-Furanone, 3-hydroxy-4,5-dimethyl- (28664-35-9)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/22
Safety Statements 
36
WGK Germany 
3
HS Code 
29329990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W363499
Product name
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one
Purity
natural, ≥97%, FG
Packaging
SAMPLE-K
Price
$220
Updated
2024/03/01
Sigma-Aldrich
Product number
W363499
Product name
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one
Purity
natural, ≥97%, FG
Packaging
25G
Price
$292
Updated
2024/03/01
Sigma-Aldrich
Product number
W363499
Product name
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one
Purity
natural, ≥97%, FG
Packaging
100G
Price
$819
Updated
2024/03/01
Sigma-Aldrich
Product number
W363421
Product name
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one solution
Purity
3?wt. % in propylene glycol
Packaging
100g
Price
$106
Updated
2024/03/01
Sigma-Aldrich
Product number
W363421
Product name
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one solution
Purity
3?wt. % in propylene glycol
Packaging
1kg
Price
$513
Updated
2024/03/01
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4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Chemical Properties,Usage,Production

Chemical Properties

clear yellow liquid

Chemical Properties

3-Hydroxy-4,5-dimethyl-2(5H)-furanone was found in, for example, fenugreek, coffee, sake, and florsherry. Its aroma characteristic changes from caramel-like at low concentrations to curry-like at high concentrations. A method described for its preparation comprises condensation of ethyl propionate with diethyl oxalate and reaction of the intermediately formed diethyl oxalylpropionate with acetaldehyde. Acidic decarboxylation of the ethyl 4,5-dimethyl-2,3-dioxodihydrofuran-4-carboxylate gives the title compound.

Occurrence

Reported found in roasted Virginia tobacco, beef broth, beer, sherry, botryized wine, coffee, tea, fenugreek, sake and rice wine.

Uses

4,5-Dimethyl-3-hydroxy-2(5H)-furanone-13C3 is a labelled analogue of 4,5-Dimethyl-3-hydroxy-2(5H)-furanone (D473600). 4,5-Dimethyl-3-hydroxy-2(5H)-furanone is a fragrant compound that is a key indicator of maple syrup urine disease, a disorder affecting newborn children that is the result of its inability to properly metabolize Valine (V094205), Leucine (L330110) and Isoleucine (I820175). 4,5-Dimethyl-3-hydroxy-2(5H)-furanone is naturally found in fenugreek seeds, and is an odourant present in sherry wines.

Definition

ChEBI: Sotolone is a butenolide. It has a role as a metabolite.

Aroma threshold values

Aroma characteristics at 1.0%; sweet, strong brown, cyclotene and maple like, caramel, toffee, maltol-like and burnt, brown sugar fenugreek-like, cooked and syrupy.

Taste threshold values

Taste characteristics at 5–25 ppm; sweet, caramel, maple, walnut, brown sugar, nutty, cotton candy, fenugreek and celery-like, rum, roasted meaty with a honey nuance

4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Preparation Products And Raw materials

Raw materials

Preparation Products

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4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Suppliers

Americas 1 Belgium 1 China 186 Europe 1 Germany 4 India 7 Japan 3 South Korea 1 Switzerland 1 United Kingdom 6 United States 31 Global 242
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View Lastest Price from 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one 28664-35-9
Price
US $75.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-27
Hebei Weibang Biotechnology Co., Ltd
Product
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one 28664-35-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-11-04
JINING XINHE CHEMICAL CO., LTD
Product
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one 28664-35-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10ton
Release date
2024-07-18

28664-35-9, 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-oneRelated Search:

CHLOROPHOSPHONAZO III Acetone oxime Dimethyl phthalate ETHANE Dimethyl sulfide Furazolidone Spironolactone Common Fenugreek Seed P.E. 2-Methylfuran Dimethyl sulfoxide Dimethyl fumarate Dimethyl ether N,N-Dimethylformamide DIMETHYLGLYOXIME DISODIUM SALT (-)-Corey lactone diol TRIOXSALEN 4'-Hydroxyacetophenone D-(+)-Glucono-1,5-lactone

  • 4,5-dimethyl-3-hydroxy-2,5-dihydrofuran-2-one AKA sugar lactone
  • CARAMEL FURANONE (3% IN TRIACETIN)
  • 3-HYDROXY-4,5-DIMETHYL-2(5H)-FURANONE
  • 4,5-DIMETHYL-3-HYDROXY-2,5-DIHYDROFURAN-2-ONE
  • 4,5-DIMETHYL-3-HYDROXY-2(5H)-FURANONE
  • FEMA 3634
  • Fenugreck Lactone
  • FENUGREEK LACTONE
  • CARAMEL FURANONE
  • 4,5-Dimethyl-3-hydroxy-2(5H)-furanone (ca. 14% in propylene glycol)
  • 3-hydroxy-4,5-dimethylfuran-2(5H)-one
  • SUGAR LACTONE PURE
  • 4 5-DIMETHYL-3-HYDROXY-2 5-DIHYDROFURAN&
  • 3-Hydroxy-4,5-Dimethyl-2(5H)-Furanone 28664-35-9
  • sotolon,3-hydroxy-4,5-dimethyl-2(5H)-furanone
  • 4,5-dimethyl-3-hydroxy-2,5-dihydrofuran-2-one solution
  • caramel furanone solution
  • 4,5-DIMETHYL-3-HYDROXY-2(5H)-FURANONE (CA. 10% IN PROPYLENE GLYCOL)
  • 4,5-DIMETHYL-3-HYDROXY-2(5H)-FURANONE, CA. 3% IN PROPYLENE GLYCOL
  • 4,5-DIMETHYL-3-HYDROXY-2(5H)-FURANONE 97%
  • 4,5-Dimethyl-3-hydroxy-2(5H)-furanone (ca. 14% in Propylene Glycol, ca. 1.2mol/L)
  • CARAMEL FURANONE 0.1% IN P.G., NATURAL
  • CARAMEL FURANONE IN 3% P.G.
  • CARAMEL FURANONE, PURE
  • 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one, Caramel furanone, Sotolon, Sugar lactone
  • Caramel furanone, Sotolon, Sugar lactone
  • 2,4-Dihydroxy-3,4-dimethyl-2-butenoic acid 1,4-lactone
  • 4,5-Dimethyl-3-hydroxyfuran-2(5H)-one
  • RI-2177
  • 4,5-Dimethyl-3-hydroxy-2(5H)-furanone,98%
  • 5-dihydrofuran-2-one
  • 5-Dimethyl-3-hydroxy-2
  • 4-hydroxy-2,3-dimethyl-2H-furan-5-one
  • 4,5-Dimethyl-3-hydroxy-2(5H)-furanone, 97.5%
  • 2(5H)-Furanone, 3-hydroxy-4,5-dimethyl-
  • 3-Hydoxy-4,5-dimethyl-2(5H)-furanone
  • ,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one
  • 2,3-DIMETHYL-4-HYDROXY-2,5-DIHYDROFURAN-5-ONE
  • 4,5-dimethyl-3-hydroxy-2(5H)- furanone (sotolon)
  • dimethylhydroxyfuranone
  • Furan-2(5H)-one, 3-hydroxy-4,5-dimethyl-
  • 3-hydroxy-4,5-dimethyl-2(5h)-furanon
  • 3-hydroxy-4,5-dimethyl-2(5H)-furanone (sotolon)
  • 3-hydroxy-4,5-dimethyl-5H-furan-2-one
  • SOTOLON
  • SOTOLONE
  • SUGAR LACTONE
  • Fenugreeklactone 3%
  • 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one/Sotolon
  • 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one USP/EP/BP
  • 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one（Sugar lactone）
  • 28664-35-9
  • food additives
  • food additive