2527-96-0

Basic information

• Product Name: METHYL 5-METHYL-2-FUROATE
• Synonyms: METHYL 5-METHYL-2-FUROATE;ASISCHEM D13386;5-METHYLFURAN-2-CARBOXYLIC ACID METHYL ESTER;RARECHEM AL BF 0010;methyl 5-methylfuro-2-ate;Methyl 5-methyl-2-furoate,5-Methylfuran-2-carboxylic acid methyl ester;Methyl 5-Methylfuran-2-carboxylate;5-Methyl-2-furoic acid methyl ester
• CAS NO: 2527-96-0
• Molecular Formula: C₇H₈O₃
• Molecular Weight: 140.14
• Product Categories: API intermediates;Building Blocks;C4 to C7;Chemical Synthesis;Furans;Heterocyclic Building Blocks
• Mol File: 2527-96-0.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 85°C 12mm
• Flash Point: 255°C
• Appearance: /
• Density: 1.114
• Vapor Pressure: 0.256mmHg at 25°C
• Refractive Index: 1.493
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: METHYL 5-METHYL-2-FUROATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 5-METHYL-2-FUROATE(2527-96-0)
• EPA Substance Registry System: METHYL 5-METHYL-2-FUROATE(2527-96-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36-36/37
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 2527-96-0(Hazardous Substances Data)

Usage

Description

METHYL 5-METHYL-2-FUROATE is an organic compound belonging to the furan family, characterized by a five-membered ring structure with a single oxygen atom and a double bond. It has a methyl group at the 5-position and an ester functional group at the 2-position, which is derived from the reaction of a carboxylic acid and an alcohol. METHYL 5-METHYL-2-FUROATE is known for its versatile chemical properties and potential applications in various industries.

Uses

Used in Chemical Synthesis:
METHYL 5-METHYL-2-FUROATE is used as a synthetic intermediate for the production of various aromatic compounds with methoxylation of cyclic acetals of 1,4-dicarbonyl compounds. The compound serves as a key building block in the synthesis of complex organic molecules, which can be further transformed into other systems with aromatic character through intramolecular condensations in acid solutions.
Used in Pharmaceutical Industry:
METHYL 5-METHYL-2-FUROATE is used as a starting material for the development of novel pharmaceutical compounds. Its unique chemical structure allows for the creation of new drugs with potential therapeutic applications, such as anti-inflammatory, analgesic, or anti-cancer agents. The compound's reactivity and functional groups make it an attractive candidate for drug design and optimization.
Used in Flavor and Fragrance Industry:
METHYL 5-METHYL-2-FUROATE is used as a key component in the creation of unique and complex fragrances and flavors. Its distinct chemical properties enable the development of new scents and tastes that can be used in the production of perfumes, cosmetics, and the food and beverage industry.
Used in Material Science:
METHYL 5-METHYL-2-FUROATE can be utilized in the development of advanced materials with specific properties, such as improved strength, flexibility, or thermal stability. Its chemical structure can be manipulated to create new polymers or copolymers with tailored characteristics for various applications, including automotive, aerospace, and electronics industries.

InChI:InChI=1/C7H8O3/c1-5-3-4-6(10-5)7(8)9-2/h3-4H,1-2H3

Upstream product

• 67-56-1 methanol 
• 1917-15-3 5-methylfuran-2-carboxylic acid 
• 2144-37-8 methyl 5-(chloromethyl)-2-furoate 
• 534-22-5 2-methylfuran 
• 292638-85-8 acrylic acid methyl ester 
• 689-89-4 (2E,4E)-methylhexa-2,4-dienoate 
• 30361-31-0 (2E,4Z)-hexadienoic acid methyl ester 
• 82698-67-7 2-(4-Methoxycarbonyl-phenyl)-3-methyl-3,6-dihydro-2H-[1,2]oxazine-6-carboxylic acid methyl ester 
• 611-13-2 2-furoic acid methyl ester 
• 186581-53-3 diazomethane 
• 2527-99-3 methyl 5-bromo-2-furoate 
• 56-23-5 tetrachloromethane 
• 1193-79-9 2-acetyl-5-methylfuran 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 98490-89-2 methyl 4-(chloromethyl)-5-methylfuran-2-carboxylate 
• 3857-25-8 2-hydroxymethyl-5-methylfuran 
• 1917-15-3 5-methylfuran-2-carboxylic acid 
• 2144-37-8 methyl 5-(chloromethyl)-2-furoate 
• 1346159-44-1 N-[(1R,2S)-2-(hydroxycarbamoyl)cyclohexyl]-5-[(2-methyl-1H-benzimidazol-1-yl)methyl]furan-2-carboxamide 
• 3238-40-2 furan-2,5-dicarboxylic acid 
• 4282-32-0 furan-2,5-dicarboxylic acid dimethyl ester 
• 70117-25-8 methyl 5-(bromomethyl)-furan-2-carboxylate 
• 1393098-49-1 C₁₉H₁₉NO₆ 
• 20842-19-7 5-methyl-furan-2-carboxylic acid hydrazide 
• 1191923-11-1 N-[4-(5-{[(1S)-1-cyclohexyl-2-(methylamino)-2-oxoethyl]carbamoyl}furan-2-yl)phenyl]-5-methylfuran-2-carboxamide 
• 2528-02-1 methyl 3-bromo-2-methylfuran-5-carboxylate 
• 95845-23-1 ethyl-dimethyl-[2-(5-methyl-furan-2-carbonyloxy)-ethyl]-ammonium; iodide 
• 89639-83-8 4,5-dimethyl-furan-2-carboxylic acid 

Relevant articles and documents

Synthesis of methyl furan-2-carboxylate and dimethyl furan-2,5- dicarboxylate by copper-catalyzed reactions of furans with CCl4 and MeOH

Methyl furan-2-carboxylate and dimethyl furan-2,5-dicarboxylate were obtained in high yields by copper-catalyzed reactions of furan, furfural, 2-acetylfuran, and furan-2-carboxylic acid with CCl4 and MeOH.

A tunable precious metal-free system for selective oxidative esterification of biobased 5-(hydroxymethyl)furfural

Oxidative esterification of biomass-derived 5-(hydroxymethyl) furfural (HMF) and furfural and their derivatives has been performed using a simple MnO2/NaCN system. The developed method allows the selective one-pot transformation of HMF to dimethyl furan-2,5-dicarboxylate (FDME) in 83% isolated yield without the formation of a free acid. Simplification of FDME production provides the missing link for manufacturing sustainable value-added materials from biomass. Addition of water to the oxidative system allows fine-tuning of reaction selectivity to obtain the previously difficult-to-access pure methyl 5-(hydroxylmethyl)furan-2-carboxylate in one step directly from the unprotected HMF without chromatographic separation.

Catalyst-controlled regiodivergent C-H borylation of multifunctionalized heteroarenes by using iridium complexes

The regiodivergent C-H borylation of 2,5-disubstituted heteroarenes with bis(pinacolato)diboron was achieved by using iridium catalysts formed in situ from [Ir(OMe)(cod)]2/dtbpy (cod=1,5-cyclooctadiene, dtbpy: 4,4′-di-tert-butyl-2,2′-bipyridine) or [Ir(OMe)(cod)]2/2 AsPh3. When [Ir(OMe)(cod)]2/dtbpy was used as the catalyst, borylation at the 4-position proceeded selectively to afford 4-borylated products in high yields (dtbpy system A). The regioselectivity changed when the [Ir(OMe)(cod)]2/2 AsPh3 catalyst was used; 3-borylated products were obtained in high yields with high regioselectivity (AsPh3 system B). The regioselectivity of borylation was easily controlled by changing the ligands. This reaction was used in the syntheses of two different bioactive compound analogues by using the same starting material. Minor adjustments, major differences: The regiodivergent C-H borylation of 2,5-disubstituted heteroarenes with bis(pinacolato)diboron was achieved by using iridium catalysts formed in situ from [Ir(OMe)(cod)]2/dtbpy (cod=1,5-cyclooctadiene, dtbpy: 4,4'-di-tert-butyl-2,2'-bipyridine) or [Ir(OMe)(cod)]2/2 AsPh3 (see scheme).