13679-46-4

Basic information

• Product Name: FURFURYL METHYL ETHER
• Synonyms: 2-(methoxymethyl)-fura;2-(Methoxymethyl)furan;Furan, 2-(methoxymethyl)-;FURFURYL METHYL ETHER
• CAS NO: 13679-46-4
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• EINECS: 237-176-5
• Mol File: 13679-46-4.mol
• Article Data: 27

Chemical Properties

• Melting Point: 97 °C
• Boiling Point: 132°C (estimate)
• Flash Point: 22.1 °C
• Appearance: /
• Density: 1.0163
• Vapor Pressure: 11.1mmHg at 25°C
• Refractive Index: 1.4570 (estimate)
• CAS DataBase Reference: FURFURYL METHYL ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: FURFURYL METHYL ETHER(13679-46-4)
• EPA Substance Registry System: FURFURYL METHYL ETHER(13679-46-4)

Safety Data

• Hazardous Substances Data: 13679-46-4(Hazardous Substances Data)

Usage

Description

Synthesis: From furfuryl chloride and potassium methoxide in ether solution.

Chemical Properties

Furfuryl methyl ether is a fve-membered, heterocyclic furan.

Occurrence

Reported found as a constituent in the aroma of roasted coffee

Preparation

From furfuryl chloride and potassium methoxide in ether solution.

InChI:InChI=1/C6H8O2/c1-7-5-6-3-2-4-8-6/h2-4H,5H2,1H3

Upstream product

• 76190-23-3 O-methyl furan-2-carbothiono ester 
• 617-88-9 2-Chloromethylfuran 
• 67-56-1 methanol 
• 96-36-6 methyl phosphite 
• 623-17-6 furfurylacetate 
• 74-88-4 methyl iodide 
• 98-00-0 (2-furyl)methyl alcohol 
• 98-01-1 furfural 
• 1917-65-3 5-(ethoxymethyl)furfural 
• 611-13-2 2-furoic acid methyl ester 
• 167106-10-7 furfuryl alcohol α-(tributylstannyl)methyl ether 
• 503-30-0 trimethylene oxide 
• 68728-05-2 2-Furancarbaldehyd-tosylhydrazon Natrium-Salz 
• 5919-15-3 (2-furyl)diazomethane 

Downstream Products

• 1422191-53-4 (E)-2-(methoxymethyl)-5-styrylfuran 
• 1422191-55-6 (E)-2-(3-chlorostyryl)-5-(methoxymethyl)furan 
• 1422191-56-7 (E)-2-(4-fluorostyryl)-5-(methoxymethyl)furan 
• 1569-98-8 2-(furan-2-yl)-1,3-benzothiazole 
• 6310-30-1 S-(4-chlorophenyl) furan-2-carbothioate 
• 1255536-57-2 methyl 4-(5-(methoxymethyl)furan-2-yl)benzoate 
• 109393-67-1 4-(2,4-dinitro-phenylhydrazono)-5-methoxy-valeraldehyde-(2,4-dinitro-phenylhydrazone) 
• 98560-91-9 2,4,5-Trimethoxy-2-methyl-tetrahydro-furan 
• 624-45-3 levulinic acid methyl ester 
• 686-21-5 4,5,5-trimethoxy-pentan-2-one 
• 3260-09-1 2-((phenylthio)methyl)furan 
• 586-84-5 2-(methoxymethyl)-5-nitrofuran 

Relevant articles and documents

Solid acid-catalyzed conversion of furfuryl alcohol to alkyl tetrahydrofurfuryl ether

The acidic zeolite HZSM-5 (Si/Al = 25) achieved 58.9% selectivity of methyl furfuryl ether (MFE) and 44.8% selectivity of ethyl furfuryl ether (EFE) from etherification of furfuryl alcohol with methanol and ethanol. MFE and EFE were quantitatively hydrogenated into methyl tetrahydrofurfuryl ether (MTE) and ethyl tetrahydrofurfuryl ether (ETE) using a Raney Ni catalyst.

Utilization of renewable resources: Investigation on role of active sites in zeolite catalyst for transformation of furfuryl alcohol into alkyl levulinate

A bio-derived furfuryl alcohol transformation into various high-value chemicals is a growing field of interest among researchers. This study reports an exclusive investigation of the porosity and active sites responsible for the efficient alcoholysis of furfuryl alcohol to alkyl levulinate by the aid of zeolite catalyst. Alkyl levulinate is a promising platform chemical potentially used as a fuel additive and also for the production of chemicals. A detailed study using well-characterized HZSM-5 catalyst on the influence of acidity and post synthesis modification like desilication, dealumination, metal ion exchange and phosphate modification revealed the most desired type of acid sites required to catalyze this reaction. Among the HZSM-5 catalysts tested, HZSM-5 (SAR 95) showed the best performance of ≥ 99 % furfuryl alcohol conversion and 85 % butyl levulinate selectivity under optimum conditions. The catalyst exhibited good recyclability additionally addressing all the challenges reported in the previous literature fulfilling the green chemistry principles.

Conformational Analysis of Furyl- and Thienylhydroxymethyl Radicals

Low-temperature photolysis of ArCH2OH derivatives (Ar = 2- and 3-furyl and -thienyl) in the presence of ButOOBut yields the corresponding ArCHOH radicals which can be observed by means of EPR spectroscopy.Each radical displays E and Z rotational conformers due to restricted Ar-Cα rotation.The study of ArCHOMe radicals, as well as of 2-furyl- and 2-thienylhydroxymethyl radicals having a methyl group in position 3 of the ring, allowed us to identify the most stable of the two conformers.The temperature dependence of the αOH hfs constant (assigned by deuterium substitution) has been interpreted on the basis of an averaging of ab initio αOH hfs constant over the rotation about the Cα-O bond which also allowed us to obtain an estimate of the corresponding rotation barrier.

METAL-IODIDE CATALYTIC SYSTEM FOR DIRECT ETHERIFICATION FROM ALDEHYDES AND/OR KETONES

A process for etherification of aldehydes and/or ketones in the presence of a catalyst and an iodine source.

Catalytic upgrading of furfuryl alcohol to bio-products: Catalysts screening and kinetic analysis

The conversion of furfuryl alcohol, a highly versatile biomass-derived platform molecule, into a large variety of bio-products, including ethers, lactones and levulinates, has been evaluated in alcohol media using different solid acid catalysts, such as commercial zeolites, sulfonic acid-functionalized materials, and sulfated zirconia. Reaction pathways and mechanisms have been correlated to the particular type of catalyst used, aiming to establish the influence of the main physico-chemical properties of the materials on the extent of furfuryl alcohol conversion, as well as on the predominant reaction pathway followed. Mechanistic and kinetics modelling studies for each type of catalyst have been developed and compared, providing an useful tool for the selection of the most suitable solid acid catalyst for the production of each of the reaction intermediates in the cascade from furfuryl alcohol to alkyl levulinate.