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  • 4166-20-5 Structure
  • Basic information

    1. Product Name: Furaneol acetate
    2. Synonyms: 4-ACETOXY-2,5-DIMETHYL-3(2H)-FURANONE;4-ACETOXY-2,5-DIMETHYLFURAN-3(2H)-ONE;ACETOXY DIMETHYL FURANONE;2,5-DIMETHYL-4-OXO-4,5-DIHYDROFUR-3-YL ACETATE;FRAISION ACETATE;FURANEOL ACETATE;FEMA 3797;caramel acetate
    3. CAS NO:4166-20-5
    4. Molecular Formula: C8H10O4
    5. Molecular Weight: 170.16
    6. EINECS: N/A
    7. Product Categories: Furan&Benzofuran;A-B;Alphabetical Listings;Flavors and Fragrances
    8. Mol File: 4166-20-5.mol
    9. Article Data: 2
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 243 °C(lit.)
    3. Flash Point: >230 °F
    4. Appearance: Colorless to light yellow liquid
    5. Density: 1.167 g/mL at 25 °C(lit.)
    6. Vapor Pressure: 2.605mmHg at 25°C
    7. Refractive Index: n20/D 1.477(lit.)
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: Furaneol acetate(CAS DataBase Reference)
    11. NIST Chemistry Reference: Furaneol acetate(4166-20-5)
    12. EPA Substance Registry System: Furaneol acetate(4166-20-5)
  • Safety Data

    1. Hazard Codes: Xn
    2. Statements: 22
    3. Safety Statements: 36-24/25
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 4166-20-5(Hazardous Substances Data)

4166-20-5 Usage

Description

Furaneol acetate, also known as 2,5-dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetate, is a furanone derivative with a caramel and savory organoleptic profile. It is used in commercial meat flavors and was first used in food in 1988.

Uses

Used in Flavor Industry:
Furaneol acetate is used as a flavor enhancer for its ability to enhance the profile of brown flavors, including caramel, butterscotch, molasses, brown sugar, chocolate mocha, coffee, and toffee. It adds sweet caramelic notes to browned butter, custard, dulce de leche, strawberry and other fruit jams, BBQ, fried eggs, roasted meat and nuts, and soy sauce flavors.
Used in Nanotechnology Industry:
Furaneol acetate is used as a growth regulator in the manufacturing method of silver nanowire. It reacts with silver salt in a polyol in the presence of a halide salt and a specific furanone derivative to produce silver nanowires with unique properties and applications.

Identification

▼▲ CAS.No.:? 4166-20-5? FL.No.:? 13.099 FEMA.No.:? 3797 NAS.No.:? n/a? CoE.No.:? n/a? EINECS.No.:? n/a? JECFA.No.:? 1456

Regulatory Status

CoE: n/a FDA: n/a FDA (other): n/a JECFA: ADI: Acceptable. No safety concern at current levels of intake when used as a flavoring agent (2004).

Natural occurrence

Reported present in strawberry (0.001–0.01).

Biochem/physiol Actions

Taste at 20-40ppm

Synthesis

Synthesized from furaneol and acetic acid

Check Digit Verification of cas no

The CAS Registry Mumber 4166-20-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,1,6 and 6 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 4166-20:
(6*4)+(5*1)+(4*6)+(3*6)+(2*2)+(1*0)=75
75 % 10 = 5
So 4166-20-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H6O3/c1-5(7)9-6-3-2-4-8-6/h2-4H,1H3

4166-20-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Furaneol acetate

1.2 Other means of identification

Product number -
Other names 4-Acetoxy-2,5-dimethyl-3(2H)-furanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4166-20-5 SDS

4166-20-5Synthetic route

furaneol
3658-77-3

furaneol

acetyl chloride
75-36-5

acetyl chloride

2,5-dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetate
4166-20-5

2,5-dimethyl-4-oxo-4,5-dihydrofuran-3-yl acetate

Conditions
ConditionsYield
With dmap In pyridine; dichloromethane at 0 - 20℃;
at 80℃; for 3h;

4166-20-5Downstream Products

4166-20-5Relevant articles and documents

Antioxidant Properties of Heterocyclic Intermediates of the Maillard Reaction and Structurally Related Compounds

Kanzler, Clemens,Haase, Paul T.,Schestkowa, Helena,Kroh, Lothar W.

, p. 7829 - 7837 (2016/10/31)

It is well established that a wide range of reductones is formed in the course of the Maillard reaction and that these substances contribute to the oxidative stability of food. The aim of this study was to analyze 12 important heterocyclic intermediates with and without reductone structure as well as structurally related substances under equal conditions to compare their antioxidant properties in detail. For this purpose, five methods were selected including photometrical methods such as the trolox equivalent antioxidant capacity assay and an electron paramagnetic resonance spectroscopic method. Reductones with furan-3-one structure and 2,3-dihydro-3,5-dihydroxy-6-methyl-4H-pyran-4-one were reducing in all assays, whereas isomaltol and maltol did not react in assays based on the reduction of metal ions because of their complexing abilities. The introduction of protecting groups to the free hydroxyl functions of selected reductones could nearly eliminate their reducing abilities. In addition, the oxidation products of the different reductive heterocycles were compared after treatment with iodine. Mainly short-chained organic acids such as lactic, glycolic, and glyceric acid are formed as result of the degradation, which indicates 1,3-dicarbonyl cleavage reactions of corresponding tricarbonyl compounds as intermediates of the oxidation.

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