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

Description

4-Methoxy-2,5-dimethyl-3(2H)-furanone is a key volatile aroma compound that contributes to the characteristic aroma of strawberries. It is also known to have a sweet, cooked caramellic, and burnt sugar odor. 4-Methoxy-2,5-dimethyl-3(2H)-furanone is naturally found in various fruits such as grape, mango, pineapple, wild raspberry, wild strawberry, cultivated strawberry, strawberry wine, strawberry jam, blackberries, kiwifruit, and Cape gooseberry.
Usage:
Used in Flavor and Fragrance Industry:
4-Methoxy-2,5-dimethyl-3(2H)-furanone is used as a flavoring agent for its musty, vegetative, savory, and meaty taste characteristics with a brown jammy fullness in the aftertaste. It is particularly useful in creating the characteristic aroma of strawberries in food products and beverages.
Used in Perfumery:
4-Methoxy-2,5-dimethyl-3(2H)-furanone is used as a fragrance ingredient for its sweet, cooked caramellic, and burnt sugar odor. It can be incorporated into perfumes and other scented products to add depth and complexity to the overall scent profile.
Used in Cosmetics and Personal Care Products:
4-Methoxy-2,5-dimethyl-3(2H)-furanone can be used as a scent component in cosmetics and personal care products, such as lotions, creams, and shampoos, to provide a pleasant and natural aroma experience for the user.
Used in Aromatherapy:
4-Methoxy-2,5-dimethyl-3(2H)-furanone may be used in aromatherapy for its potential mood-enhancing and relaxing properties. 4-Methoxy-2,5-dimethyl-3(2H)-furanone's natural occurrence in various fruits and its pleasant aroma may contribute to a calming and soothing effect when inhaled or used in aromatherapy products.

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.