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

Uses

Furans with suitable substituent in the 2- positions may be transformed into other systems with aromatic character with methoxylation of cyclic acetals of 1,4- dicarbonyl compounds, followed by intramolecular condensations in the acid solutions.

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

Upstream product

• 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 
• 67-56-1 methanol 
• 56-23-5 tetrachloromethane 
• 1193-79-9 2-acetyl-5-methylfuran 
• 77-78-1 dimethyl sulfate 
• 553-90-2 Dimethyl oxalate 
• 98-01-1 furfural 
• 620-02-0 5-Methylfurfural 
• 2527-99-3 methyl 5-bromo-2-furoate 
• 186581-53-3 diazomethane 

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 
• 2528-02-1 methyl 3-bromo-2-methylfuran-5-carboxylate 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 3238-40-2 furan-2,5-dicarboxylic acid 
• 4282-32-0 furan-2,5-dicarboxylic acid dimethyl ester 
• 1047628-89-6 4-(4-bromo-1-methyl-1H-pyrazol-5-yl)-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-methyl-2-furancarboxamide 
• 1047630-63-6 4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-methyl-2-furancarboxamide 
• 1047628-96-5 4-(1,4-dimethyl-1H-pyrazol-5-yl)-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-methyl-2-furancarboxamide 
• 1047628-86-3 N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-methyl-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxamide 
• 1047627-41-7 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(4-bromo-1-methyl-1H-pyrazol-5-yl)-5-methyl-2-furancarboxamide 
• 1047627-42-8 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-5-methyl-2-furancarboxamide 
• 1047627-43-9 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(1,4-dimethyl-1H-pyrazol-5-yl)-5-methyl-2-furancarboxamide 

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).