28921-35-9

Basic information

• Product Name: 2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER
• Synonyms: ETHYL 2-METHYL-3-FURANCARBOXYLATE;ETHYL 2-METHYL-3-FUROATE;2-METHYL-3-FUROIC ACID ETHYL ESTER;2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER;ETHYL 2-METHYL-3-FUROATE 98%;2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER 95+%;ethyl 2-Methylfuran-3-carboxylate;2-Methyl-3-furancarboxylic Acid Ethyl Ester Ethyl 2-Methyl-3-furoate 2-Methyl-3-furoic Acid Ethyl Ester
• CAS NO: 28921-35-9
• Molecular Formula: C₈H₁₀O₃
• Molecular Weight: 154.16
• Mol File: 28921-35-9.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 85-86 °C20 mm Hg(lit.)
• Flash Point: 160 °F
• Appearance: /
• Density: 1.01 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.603mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• CAS DataBase Reference: 2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER(28921-35-9)
• EPA Substance Registry System: 2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER(28921-35-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 28921-35-9(Hazardous Substances Data)

Usage

General Description

2-Methyl-3-furancarboxylic acid ethyl ester, also known as ethyl 2-methyl-3-furancarboxylate, is an organic compound with the chemical formula C8H10O3. It is commonly used as a flavoring agent and fragrance ingredient due to its sweet, fruity odor reminiscent of pineapple and strawberry. 2-METHYL-3-FURANCARBOXYLIC ACID ETHYL ESTER is often found in food and beverage products, as well as in perfumes and other scented consumer goods. It is produced synthetically and is considered safe for human consumption at low levels. Additionally, it is known for its potential antimicrobial and antioxidant properties, making it a versatile ingredient in various industries.

InChI:InChI=1/C8H10O3/c1-3-10-8(9)7-4-5-11-6(7)2/h4-5H,3H2,1-2H3

Upstream product

• 107-20-0 2-chloroethanal 
• 141-97-9 ethyl acetoacetate 
• 24442-57-7 1,2-dibromoethyl acetate 
• 108-05-4 vinyl acetate 
• 2009-97-4 ethyl 2-diazo-3-oxobutanoate 
• 109-92-2 ethyl vinyl ether 
• 120-72-9 indole 
• 141-46-8 Glycolaldehyde 
• 621-63-6 glycoaldehyde diethyl acetal 
• 111-46-6 diethylene glycol 
• 67556-08-5 ethylideneacetoacetic acid ethyl ester 
• 141764-76-3 2-Methyl-5-phenylsulfanyl-4,5-dihydro-furan-3-carboxylic acid ethyl ester 
• 40065-19-8 2-Acetyl-4-bromo-3-ethoxy-butyric acid ethyl ester 
• 107260-09-3 ethyl 5-ethoxy-2-methyl-4,5-dihydrofuran-3-carboxylate 

Downstream Products

• 5612-67-9 2-methyl-furan-3-carboxaldehyde 
• 925459-40-1 5-(4-acetylphenyl)-2-methylfuran-3-carboxylic acid ethyl ester 
• 1384870-55-6 3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-5-methylene-4-(triethylsilyloxy)cyclopent-2-enone 
• 1384870-79-4 3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)-4-(triethylsilyloxy)cyclopent-2-enone 
• 1384870-78-3 3-((tert-butyldiphenylsilyloxy)methyl)-4-hydroxy-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enone 
• 1384870-50-1 4-(tert-butyldimethylsilyloxy)-3-((tert-butyldiphenylsilyloxy)methyl)-4-(2-(2-methyl-1,3-dioxolan-2-yl)ethyl)cyclopent-2-enone 
• 1384870-48-7 2-(tert-butyldiphenylsilanyloxymethyl)-4-(triethylsilanyloxy)cyclopent-2-enone 
• 1384870-71-6 C₂₂H₂₆O₃Si 
• 1384870-72-7 C₃₈H₄₄O₃Si₂ 
• 81661-26-9 methyl 5-formyl-2-methyl-3-furancarboxylate 
• 38422-62-7 5-(tert-butyl)-2-methylfuran-3-carboxylic acid 
• 79204-35-6 2-methyl-3-furylmethyl-α,α-d2 benzoate 
• 79204-34-5 (2-Methyl-3-furyl)methyl benzoate 
• 76420-07-0 4-hydroxy-2-(hydroxymethyl)cyclopent-2-en-1-one 

Relevant articles and documents

[4+2] Annulation of 3-(2,2-diethoxyethyl)-1,3-dicarbonyl compounds with indoles catalyzed by Br?nsted acid ionic liquid for the synthesis of carbazoles

Various carbazoles were synthesized via [4+2] annulation of 3-(2,2-diethoxyethyl)-1,3-dicarbonyl compounds with indoles. A Br?nsted acid ionic liquid, [BPy]HSO4, was proven to be effective catalyst for this reaction. The ionic liquid catalyst can be recycled three times without significant loss of its catalytic activity.

Alkylation of methylene-active compounds with halo acetals and hydrolysis of the alkylation products

A preparative procedure has been proposed for the alkylation of CH acids with halo acetals and hydrolysis of the alkylation products to furan derivatives and lactones.

Relay Catalysis of Bismuth Trichloride and Byproduct Hydrogen Bromide Enables the Synthesis of Carbazole and Benzo[α]carbazoles from Indoles and α-Bromoacetaldehyde Acetals

Benzo[α]carbazoles were synthesized from 2-phenylindoles and α-bromoacetaldehyde using bismuth trichloride as a catalyst. The reaction was triggered by a bismuth trichloride-catalyzed Friedel-Crafts alkylation of these two precursors, which provided a tryptaldehyde intermediate that underwent intramolecular olefination to form the final product. Interestingly, the HBr byproduct generated in the upstream step of the reaction catalyzed the following downstream reaction steps, thus creating a byproduct-participated relay catalytic process. Motivated by this mechanism, we developed a three-component reaction of indole, α-bromoacetaldehyde acetal, and 1,3-dicarbonyl compounds. This study offers a straightforward method for synthesizing substituted carbazoles. (Figure presented.).

Design, synthesis and antifungal activity of novel fenfuram-diarylamine hybrids

Ten novel fenfuram-diarylamine hybrids were designed and synthesized. And their antifungal activities against four phytopathogenic fungi have been evaluated in vitro and most of the compounds demonstrated a significant antifungal activities against Rhizoctonia solani and Sclerotinia sclerotiorum. Compound 5e exhibited the most potent antifungal activity against R. solani with an EC50value of 0.037 mg/L, far superior to the commercially available fungicide boscalid (EC50= 1.71 mg/L) and lead fungicide fenfuram (EC50= 6.18 mg/L). Furthermore, scanning electron microscopy images showed that the mycelia on treated media grew abnormally with tenuous, wizened and overlapping colonies compared to the negative control. Molecular docking studies revealed that compound 5e featured a higher affinity for succinate dehydrogenase (SDH) than fenfuram. Furthermore, it was shown that the 3-chlorophenyl group in compound 5e formed a CH-π interaction with B/Trp-206 and a Cl-π interaction with D/Tyr-128, rendering compound 5e more active than fenfuram against SDH.