3,4-Diphenylfuran

Base Information

• Chemical Name: 3,4-Diphenylfuran
• CAS No.: 954-54-1
• Molecular Formula: C16H12O
• Molecular Weight: 220.271
• European Community (EC) Number: 659-474-8
• DSSTox Substance ID: DTXSID10399078
• Nikkaji Number: J1.229.168J
• Wikidata: Q82201421
• Mol file: 954-54-1.mol

Synonyms:3,4-diphenylfuran;954-54-1;3,4-diphenyl-furan;SCHEMBL10615231;DTXSID10399078;AKOS015906609

Chemical Property of 3,4-Diphenylfuran

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 220.088815002
• Heavy Atom Count: 17
• Complexity: 202

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=COC=C2C3=CC=CC=C3

Technology Process of 3,4-Diphenylfuran

There total 10 articles about 3,4-Diphenylfuran 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: 65.0%

iodobenzene (591-50-4) + 3,4-bis(tri-n-butylstannyl)furan (141700-76-7) → 3,4-diphenylfuran (954-54-1)

Guidance literature:

bis(η3-allyl-μ-chloropalladium(II)); In N,N-dimethyl-formamide; at 65 ℃; for 2h;

DOI:10.1016/S0040-4020(01)85528-9

Reference yield: 54.0%

bromobenzene (108-86-1,52753-63-6) + 3,4-bis(tri-n-butylstannyl)furan (141700-76-7) → 3,4-diphenylfuran (954-54-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; air; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 65 - 80 ℃;

DOI:10.1039/c39920000656

Reference yield:

3,4-diphenyl-2,5-dihydro-furan-2-ol → 3,4-diphenylfuran (954-54-1)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 22 ℃; for 2h;

DOI:10.1016/S0040-4039(99)01995-4

upstream raw materials:

3,4-diphenylfuran-2,5-dicarboxylic acid

4-methyloxazole

diphenyl acetylene

bromobenzene

Downstream raw materials:

3-bromo-5,6-diphenyl-7-oxabicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid methyl ester

1,4-diamyloxy-2,3-dicyano-6,7-diphenylnaphthalene

2,3-dicyano-5,8-epoxy-5,8-dihydro-1,4-diamyloxy-6,7-diphenylnaphthalene

Refernces

• 1、 Zhou, Hai-Bing,Comninos, John S.,Stossi, Fabio,Katzenellenbogen, Benita S.,Katzenellenbogen, John A.. "Synthesis and evaluation of estrogen receptor ligands with bridged oxabicyclic cores containing a diarylethylene motif: Estrogen antagonists of unusual structure". . p. 7261 - 7274. Retrieved 2007/10/03.
• 2、 Yang,Wong. "Regiospecific synthesis of 3,4-disubstituted furans and 3-substituted furans using 3,4-bis(tri-n-butylstannyl)furan and 3-(tri-n-butylstannyl)furan as building blocks". . p. 9583 - 9608. Retrieved 2007/10/02.