40703

4-Hydroxy-2,5-dimethyl-3(2H)-furanone

≥99.0% (GC)

• Synonym(s): 2,5-Dimethyl-4-hydroxy-3(2H)-furanone, Furaneol, Strawberry furanone
• Empirical Formula (Hill Notation): C₆H₈O₃
• CAS Number: 3658-77-3
• Molecular Weight: 128.13
• Beilstein: 1281357
• EC Number: 222-908-8
• MDL number: MFCD00010706
• UNSPSC Code: 12352100
• PubChem Substance ID: 57650013
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: ≥99.0% (GC)
• mp: 73-77 °C (lit.); 74-83 °C
• storage temp.: 2-8°C
• SMILES string: CC1OC(C)=C(O)C1=O
• InChI: 1S/C6H8O3/c1-3-5(7)6(8)4(2)9-3/h3,8H,1-2H3
• InChI key: INAXVXBDKKUCGI-UHFFFAOYSA-N

Description

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.

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H314,H317
• Precautionary Statements: P260 - P272 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1
• Storage Class Code: 8A - Combustible corrosive hazardous materials
• WGK: WGK 1
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves