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| | 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Basic information |
| Product Name: | 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one | | Synonyms: | 4,5-DIMETHYL-3-HYDROXY-2,5-DIHYDROFURAN-2-ONE;Fenugreck Lactone;4,5-Dimethyl-3-hydroxy-2(5H)-furanone (ca. 14% in propylene glycol);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 | | CAS: | 28664-35-9 | | MF: | C6H8O3 | | MW: | 128.13 | | EINECS: | 249-136-4 | | Product Categories: | food additives;food additive | | Mol File: | 28664-35-9.mol |  |
| | 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Chemical Properties |
| Hazard Codes | Xn | | Risk Statements | 20/22 | | Safety Statements | 36 | | WGK Germany | 3 | | HS Code | 29329990 |
| | 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Usage And Synthesis |
| 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 |
| | 4,5-Dimethyl-3-hydroxy-2,5-dihydrofuran-2-one Preparation Products And Raw materials |
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