3-Phenyldibenzofuran

Base Information

• Chemical Name: 3-Phenyldibenzofuran
• CAS No.: 5834-20-8
• Molecular Formula: C18H12O
• Molecular Weight: 244.293
• DSSTox Substance ID: DTXSID90396843
• Nikkaji Number: J81.098C
• Wikidata: Q82197760
• Mol file: 5834-20-8.mol

Synonyms:3-phenyldibenzofuran;5834-20-8;3-phenyldibenzo[b,d]furan;SCHEMBL5470047;DTXSID90396843;UWXLYSVMPRLLJW-UHFFFAOYSA-N

Chemical Property of 3-Phenyldibenzofuran

Chemical Property:

• PSA: 13.14000
• LogP: 5.25300
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 244.088815002
• Heavy Atom Count: 19
• Complexity: 307

Purity/Quality:

95% ^*data from raw suppliers

3-PHENYLDIBENZOFURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC3=C(C=C2)C4=CC=CC=C4O3

Technology Process of 3-Phenyldibenzofuran

There total 8 articles about 3-Phenyldibenzofuran 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: 89.0%

2-(3-phenylphenoxy)-benzoic acid (1434906-61-2) → 3-phenyl-dibenzo[b,d]furan (5834-20-8)

Guidance literature:

With acethylacetonato(1,5-cyclooctadiene)rhodium(I); potassium iodide; In acetic anhydride; at 160 ℃; for 10h; Inert atmosphere;

DOI:10.1021/ol4010905

Reference yield: 88.0%

2-(1,1'-biphenyl-4-yl)phenol (4731-97-9) → 3-phenyl-dibenzo[b,d]furan (5834-20-8)

Guidance literature:

With 4,5-Diazafluoren-9-one; palladium diacetate; potassium carbonate; sodium 2,4,6-trimethylbenzoate; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In 1,3,5-trimethyl-benzene; at 120 ℃; for 24h; Molecular sieve;

DOI:10.1021/ja203335u

Reference yield: 84.0%

3-bromodibenzofuran (26608-06-0) + phenylboronic acid (98-80-6) → 3-phenyl-dibenzo[b,d]furan (5834-20-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; toluene; for 12h; Reflux;

upstream raw materials:

2-(1,1'-biphenyl-4-yl)phenol

2-Iodophenol

4-biphenylboronic acid

2-(3-phenylphenoxy)-benzoic acid

Refernces

• 1、 Maetani, Shinji,Fukuyama, Takahide,Ryu, Ilhyong. "Rhodium-catalyzed decarbonylative C-H arylation of 2-aryloxybenzoic acids leading to dibenzofuran derivatives". supporting information. p. 2754 - 2757. Retrieved 2013/07/19.
• 2、 Xiao, Bin,Gong, Tian-Jun,Liu, Zhao-Jing,Liu, Jing-Hui,Luo, Dong-Fen,Xu, Jun,Liu, Lei. "Synthesis of dibenzofurans via palladium-catalyzed phenol-directed C-H activation/C-O cyclization". supporting information; experimental part. p. 9250 - 9253. Retrieved 2011/08/06.