| Identification | More | [Name]
4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one | [CAS]
28664-35-9 | [Synonyms]
2,3-DIMETHYL-4-HYDROXY-2,5-DIHYDROFURAN-5-ONE
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
CARAMEL FURANONE
FEMA 3634
Fenugreck Lactone
FENUGREEK LACTONE
SOTOLON
SOTOLONE
SUGAR LACTONE
2(5H)-Furanone, 3-hydroxy-4,5-dimethyl-
3-Hydoxy-4,5-dimethyl-2(5H)-furanone
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
4,5-dimethyl-3-hydroxy-2(5H)-furanone (sotolon)
dimethylhydroxyfuranone
Furan-2(5H)-one, 3-hydroxy-4,5-dimethyl-
4,5-Dimethyl-3-hydroxy-2(5H)-furanone (ca. 14% in propylene glycol) | [EINECS(EC#)]
249-136-4 | [Molecular Formula]
C6H8O3 | [MDL Number]
MFCD00059957 | [Molecular Weight]
128.13 | [MOL File]
28664-35-9.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29329990 |
| Hazard Information | Back Directory | [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. | [Chemical Properties]
clear yellow liquid | [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 | [Biological Activity]
Odor at 1.0%''Taste at 5-25 ppm |
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