2-(Methoxymethyl)furan

Base Information

• Chemical Name: 2-(Methoxymethyl)furan
• CAS No.: 13679-46-4
• Molecular Formula: C6H8O2
• Molecular Weight: 112.128
• Hs Code.: 2932190090
• European Community (EC) Number: 237-176-5
• NSC Number: 35554
• UNII: RRM754RXFN
• DSSTox Substance ID: DTXSID8065581
• Nikkaji Number: J110.439J
• Wikidata: Q27288260
• Metabolomics Workbench ID: 46447
• Mol file: 13679-46-4.mol

Synonyms:2-(Methoxymethyl)furan;Furfuryl methyl ether;13679-46-4;Furan, 2-(methoxymethyl)-;2-Furfuryl methyl ether;Methyl furfuryl ether;furfurylmethylether;Furan, (methoxymethyl)-;FEMA No. 3159;UNII-RRM754RXFN;RRM754RXFN;EINECS 237-176-5;NSC 35554;NSC-35554;97970-44-0;AI3-23506;Furfurylmethyl ether;2-Methoxymethyl furan;2-methoxymethyl-furan;2-(methoxymethyl)uran;2-(Methoxymethyl)-Furan;SCHEMBL872796;2-(Methoxymethyl)furan, 9CI;SCHEMBL9239311;DTXSID8065581;SCHEMBL13088437;FEMA 3159;CHEBI:173377;NSC35554;FURFURYL METHYL ETHER [FHFI];GEO-03174;MFCD02262180;AKOS006276035;GS-0677;Q27288260

Chemical Property of 2-(Methoxymethyl)furan

Chemical Property:

• Vapor Pressure: 11.1mmHg at 25°C
• Melting Point: 97 °C
• Refractive Index: 1.448
• Boiling Point: 132 °C at 760 mmHg
• Flash Point: 22.1 °C
• PSA: 22.37000
• Density: 1.006g/cm³
• LogP: 1.42600
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 112.052429494
• Heavy Atom Count: 8
• Complexity: 63.5

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCC1=CC=CO1
• Description: Synthesis: From furfuryl chloride and potassium methoxide in ether solution.

Technology Process of 2-(Methoxymethyl)furan

There total 24 articles about 2-(Methoxymethyl)furan which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) + methanol (67-56-1) → 2-(methoxymethyl)furan (13679-46-4)

Guidance literature:

With aluminum oxide; at 160 ℃; for 10h; Concentration; Temperature;

Reference yield: 92.0%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) + dimethyl sulfate (77-78-1) → 2-(methoxymethyl)furan (13679-46-4)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; for 1.5h;

DOI:10.1055/s-1986-31729

Reference yield: 80.0%

furfurylacetate (623-17-6) + methyl iodide (74-88-4) → 2-(methoxymethyl)furan (13679-46-4)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; In benzene; for 14h; Ambient temperature;

DOI:10.1007/BF02290610

upstream raw materials:

2-Chloromethylfuran

methanol

2-(Iodomethyl)tetrahydrofuran

(2-furyl)methyl alcohol

Downstream raw materials:

methyl 4-(5-(methoxymethyl)furan-2-yl)benzoate

2-(furan-2-yl)-1,3-benzothiazole

(E)-2-(4-fluorostyryl)-5-(methoxymethyl)furan

(E)-2-(3-chlorostyryl)-5-(methoxymethyl)furan

Refernces

• 1、 Baxter, Steven L.,Bradshaw, Jerald S.. "New Conversion of Esters to Ethers and Its Application to the Preparation of Furano-18-crown-6". . p. 831 - 832. Retrieved 1981.
• 2、 Greeves,Torode. "Synthesis of phenylthiomethyl substituted furans by Lewis acid catalysed substitution". . p. 1109 - 1112. Retrieved 1993.
• 3、 Wang, Yantao,Zhao, Deyang,Triantafyllidis, Konstantinos S.,Ouyang, Weiyi,Luque, Rafael,Len, Christophe. "Microwave-assisted catalytic upgrading of bio-based furfuryl alcohol to alkyl levulinate over commercial non-metal activated carbon". . . Retrieved 2020.
• 4、 Wang, Yun,Cui, Qianqian,Guan, Yejun,Wu, Peng. "Facile synthesis of furfuryl ethyl ether in high yield: Via the reductive etherification of furfural in ethanol over Pd/C under mild conditions". supporting information. p. 2110 - 2117. Retrieved 2018/05/24.