Furan, 2,2'-methylenebis-

Base Information

• Chemical Name: Furan, 2,2'-methylenebis-
• CAS No.: 1197-40-6
• Molecular Formula: C9H8 O2
• Molecular Weight: 148.161
• Hs Code.: 2932190090
• European Community (EC) Number: 214-826-6
• UNII: C79T9U9658
• DSSTox Substance ID: DTXSID2075182
• Nikkaji Number: J80.083J
• Wikidata: Q27275277
• Metabolomics Workbench ID: 45804
• Mol file: 1197-40-6.mol

Synonyms:Furan, 2,2'-methylenebis-;1197-40-6;2,2-Methylenebisfuran;2-(furan-2-ylmethyl)furan;2,2'-Difurylmethane;2-Furfurylfuran;Di(furan-2-yl)methane;2,2'-Methylenebisfuran;Di-2-furylmethane;Di-2-furanylmethane;Furan,2,2'-methylenebis-;Furan, 2,2'-methylenedi-;Di-alpha-furylmethane;2,2'-Methylene difuran;EINECS 214-826-6;UNII-C79T9U9658;MFCD02313518;C79T9U9658;Di(2-furyl)methane;difurylmethane;bis(2-furyl) methane;Di-alpha -furylmethane;Di-.alpha.-furylmethane;2-(2-Furylmethyl)furan;2,2'-methylenebis-furan;2,2'-Methylenedi-Furan;2-(uran-2-ylmethyl)uran;2,2-DIFURYLMETHANE;2-(2-Furylmethyl)furan #;2,2'-methanediyl-bis-furan;2,2-METHYLENEDIFURAN;2-(2-FURFURYL)FURAN;2,2'-Methylenebisfuran, 9CI;SCHEMBL1404275;DTXSID2075182;FEMA NO. 4540;CHEBI:178481;FURAN, 2,2-METHYLENEBIS-;AKOS027322767;AS-78240;LS-70260;SY285828;Q27275277

Chemical Property of Furan, 2,2'-methylenebis-

Chemical Property:

• Vapor Pressure: 0.594mmHg at 25°C
• Melting Point: 73 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.5049 (estimate)
• Boiling Point: 195.2°Cat760mmHg
• Flash Point: 69.1°C
• PSA: 26.28000
• Density: 1.102g/cm³
• LogP: 2.46340
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 148.052429494
• Heavy Atom Count: 11
• Complexity: 111

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s): A poison by skin contact. Low toxicity by inhalation. A moderate eye irritant.
• Hazard Codes: A poison by skin contact. Low toxicity by inhalation. A moderate eye irritant.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)CC2=CC=CO2

Technology Process of Furan, 2,2'-methylenebis-

There total 42 articles about Furan, 2,2'-methylenebis- 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: 65.0%

furan (110-00-9) + (2-furyl)methyl alcohol (98-00-0,25212-86-6,93793-62-5) → 2,2'-difurylmethane (1197-40-6)

Guidance literature:

With trifluoroacetic acid; at 0 ℃; for 24h;

DOI:10.1002/1521-3765(20001117)6:22<4091::AID-CHEM4091>3.0.CO;2-W

upstream raw materials:

1,3,5-Trioxan

furan

(2-furyl)methyl alcohol

di-furan-2-yl-methanone

Downstream raw materials:

4,6-Nonanedione

4,4'-Methylene-di[(1R,1'S,6R,6'S)-6-acetoxycyclohept-3-en-1-yl] bis(4-methoxybenzoate)

(1R,6R)-6-Hydroxy-4-{(1R,2S,4S,6S)-1,2,3-trihydroxy-4-[(4-methoxybenzoyl)oxy]cyclohept-1'-yl}methylcyclohept-3-en-1-yl 4-methoxybenzoate

4,4'-Methylene-di[(1R,1'S,2S,2'R,6S,6'R)-6-acetoxy-2-chlorocyclohept-3-en-1-yl] bis(para-methoxybenzoate)

Refernces

Furfuryl alcohol in synthesis of levulinic acid esters and difurylmethane with Fe and Rh complexes

10.1134/S1070427207100163

R. I. Khusnutdinov et al. explore the synthesis of levulinic acid esters and difurylmethane using furfuryl alcohol. The study investigates the reaction of furfuryl alcohol with aliphatic alcohols in a CCl4 system catalyzed by Fe(acac)3, achieving high yields of 80-98% for levulinic acid esters. The presence of HCl in the reaction mixture, formed from alcohols and CCl4 under the influence of iron compounds, is suggested to play a role in the catalysis. The authors also demonstrate the synthesis of 2,2'-difurylmethane in an 80% yield using Rh(PPh3)3Cl as a catalyst in a reaction with water and CCl4. The study provides a simpler and more accessible method for synthesizing these compounds compared to existing procedures, supported by spectral data confirming the structures of the synthesized compounds.