Difurfuryl ether

Base Information

• Chemical Name: Difurfuryl ether
• CAS No.: 4437-22-3
• Deprecated CAS: 1801783-78-7
• Molecular Formula: C10H10 O3
• Molecular Weight: 178.188
• Hs Code.: 2932190090
• European Community (EC) Number: 630-432-0
• NSC Number: 97234
• UNII: 55L57OC81G
• DSSTox Substance ID: DTXSID8063464
• Nikkaji Number: J102.641K
• Wikidata: Q27261318
• Metabolomics Workbench ID: 45956
• Mol file: 4437-22-3.mol

Synonyms:Difurfuryl ether;2,2'-(Oxybis(methylene))difuran;4437-22-3;Furfuryl ether;2,2'-Difurfuryl ether;2-(furan-2-ylmethoxymethyl)furan;Furan, 2,2'-(oxydimethylene)di-;Furan, 2,2'-[oxybis(methylene)]bis-;2,2'-(Oxydimethylene)difuran;FEMA No. 3337;Di-alpha-furfuryl ether;Furan, 2,2'-(oxybis(methylene))bis-;2,2'-(Oxybis(methylene))bisfuran;2,2'-[Oxybis(methylene)]bisfuran;NSC 97234;BRN 0156726;UNII-55L57OC81G;55L57OC81G;2-[(furan-2-ylmethoxy)methyl]furan;NSC-97234;Furan, 2,2'-(oxydimethylene)di- (6CI,8CI);2,2'-(Oxybis(methylene))bis-Furan;2,2'-[Oxybis(methylene)]bis-Furan;Di-a-furfuryl ether;Difurfuryl ether (7CI);Bis(2-furylmethyl) ether;SCHEMBL891457;Furan,2'-(oxydimethylene)di-;DIFURFURYL ETHER [FHFI];2,2'-(Oxydimethylene)di-Furan;2-(uran-2-ylmethoxymethyl)uran;DTXSID8063464;FEMA 3337;2-[(2-Furylmethoxy)methyl]furan;CHEBI:193974;Furan,2'-[oxybis(methylene)]bis-;NSC97234;2,2\'-(Oxybis(methylene))difuran;2-[(2-Furylmethoxy)methyl]furan #;AKOS006278742;SB61017;2-{[(furan-2-yl)methoxy]methyl}furan;FURAN, 2,2'-OXYDIMETHYLENEBIS-;BS-53000;LS-70525;CS-0199135;FT-0746460;5,5'-OXYDIMETHYLENE-BIS-(2-FURFURAL);E76163;A872546;Q27261318

Chemical Property of Difurfuryl ether

Chemical Property:

• Refractive Index: 1.5088 (estimate)
• Boiling Point: 228.7oC at 760 mmHg
• Flash Point: 105.7oC
• PSA: 35.51000
• Density: 1.15g/cm3
• LogP: 2.58940
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

2,2'-(Oxybis(methylene))difuran 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)COCC2=CC=CO2

Technology Process of Difurfuryl ether

There total 26 articles about Difurfuryl ether 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: 80.0%

(2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) → 2,2'-difurylmethane (1197-40-6) + 2,2-[oxybis(methylene)]bis-furan (4437-22-3)

Guidance literature:

With tetrachloromethane; water; Wilkinson's catalyst; at 70 ℃; for 6h;

DOI:10.1134/S1070427207100163

Reference yield: 68.19%

furfural (98-01-1) + 5-hydroxymethyl-2-furfuraldehyde (67-47-0) → furan (110-00-9) + 2,2'-difurylmethane (1197-40-6) + 2,2-[oxybis(methylene)]bis-furan (4437-22-3)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,3,5-trimethyl-benzene; at 164 ℃; for 20h; Inert atmosphere;

Reference yield: 52.57%

5-hydroxymethyl-2-furfuraldehyde (67-47-0) → furan (110-00-9) + 2-methylfuran (534-22-5) + 2,2'-difurylmethane (1197-40-6) + 2,2-[oxybis(methylene)]bis-furan (4437-22-3)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,3,5-trimethyl-benzene; at 164 ℃; for 20h; Inert atmosphere;

upstream raw materials:

2-Chloromethylfuran

(2-furyl)methyl alcohol

2-bromomethylfuran

2-(Iodomethyl)tetrahydrofuran

Refernces

• 1、 Makhubela, Banothile C. E.,Oklu, Novisi K.. "Chemoselective and efficient catalytic hydrogenation of furfural by iridium and ruthenium half-sandwich complexes". . p. 9382 - 9390. Retrieved 2020/06/17.
• 2、 -. "METAL-IODIDE CATALYTIC SYSTEM FOR DIRECT ETHERIFICATION FROM ALDEHYDES AND/OR KETONES". Page/Page column 13; 14; 15. . Retrieved 2020/01/24.