4077-47-8

Basic information

• Product Name: 4-Methoxy-2,5-dimethyl-3(2H)-furanone
• Synonyms: Mesifurane;FURANEOL METHYL ETHER;FEMA 3664;FRAISION METHYL ETHER;4-METHOXY-2,5-DIMETHYL-3(2H)-FURANONE;2,5-dimethyl-4-methoxy-2,3-dihydro-3-furanone;2,5-DIMETHYL-4-METHOXY-3(2H)-FURANONE;2,5-dimethyl 4-methoxy furan-3-one
• CAS NO: 4077-47-8
• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.15
• EINECS: 223-797-9
• Product Categories: Alphabetical Listings;C-D;Flavors and Fragrances
• Mol File: 4077-47-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 63°C/0.3mmHg(lit.)
• Flash Point: 167 °F
• Appearance: Colorless to yellow liquid
• Density: 1.097 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.478(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Methoxy-2,5-dimethyl-3(2H)-furanone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methoxy-2,5-dimethyl-3(2H)-furanone(4077-47-8)
• EPA Substance Registry System: 4-Methoxy-2,5-dimethyl-3(2H)-furanone(4077-47-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 4077-47-8(Hazardous Substances Data)

Usage

Chemical Properties

2,5-Dimethyl-4-methoxy-3(2H)-furanone has a sweet, cooked caramellic, burnt sugar odor

Occurrence

Taste characteristics at 1.0–5.0 ppm:musty, vegetative,savorymeaty with a brown jamy fullnessin the aftertaste. Natural occurrence: Reported found in grape, mango, pineapple, wild raspberry, wild strawberry, (Fragaria vesca), cultivated strawberry, strawberry wine, strawberry jam, blackberries, kiwifruit and Cape gooseberry.

General Description

2,5-Dimethyl-4-methoxy-3(2H)-furanone is one of the key volatile aroma compounds that contribute to the characteristic aroma of strawberries.

Biochem/physiol Actions

Odor at 1.0% PG

InChI:InChI=1/C5H6O3/c1-7-4-2-3-8-5(4)6/h2-3,6H,1H3

Synthetic route

methanol (67-56-1) + furaneol (3658-77-3) → 2,5-dimethyl-4-methoxy-3(2H)-furanone (4077-47-8)

Conditions	Yield
With toluene-4-sulfonic acid for 6h; Heating;	80%

Upstream product

• 67-56-1 methanol 
• 3658-77-3 furaneol 

Relevant articles and documents

Direct formation of 4-alkoxy derivatives from 2,5-dimethyl-4-hydroxy-3(2H)-furanone and aliphatic alcohols

The reaction of 2,5-dimethyl-4-hydroxy-3(2H)-furanone (DHF) with aliphatic alcohols using a small amount of strong acid catalyst proceeded, in an analogous way to classical carboxylic acid ester formation, to give good yields of the 4-alkoxy derivatives. This raises the possibility that this type of ester-like formation might occur in foods that contain both DHF and alcohols. Odor threshold determinations of 4-alkoxy DHF derivatives from a number of common food alcohols including methanol, ethanol, butanol, 3-methylbutanol, and (Z)-3-hexenol showed them, however, to be relatively weak odorants.