4-Phenyldibenzofuran

Base Information

• Chemical Name: 4-Phenyldibenzofuran
• CAS No.: 74104-10-2
• Molecular Formula: C18H12 O
• Molecular Weight: 244.293
• DSSTox Substance ID: DTXSID50423760
• Nikkaji Number: J1.378.643G
• Wikidata: Q82236037
• Mol file: 74104-10-2.mol

Synonyms:4-Phenyldibenzofuran;74104-10-2;Dibenzofuran, 4-phenyl-;4-phenyldibenzo[b,d]furan;SCHEMBL11712766;DTXSID50423760;FT-0769726

Chemical Property of 4-Phenyldibenzofuran

Chemical Property:

• PSA: 13.14000
• LogP: 5.25300
• XLogP3: 5.3
• 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:

98% ^*data from raw suppliers

4-PHENYLDIBENZOFURAN 98.00% ^*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=CC=CC3=C2OC4=CC=CC=C34

Technology Process of 4-Phenyldibenzofuran

There total 13 articles about 4-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: 95.0%

4-bromodibenzofuran (89827-45-2) + phenylboronic acid (98-80-6) → 4-phenyldibenzo[b,d]furan (74104-10-2)

Guidance literature:

With potassium carbonate; palladium dichloride; In ethanol; water; at 20 ℃; for 12h;

DOI:10.1021/ol4010905

Reference yield: 92.0%

4-dibenzofurylboronic acid (100124-06-9) + methyl diphenylsulfonium triflate (215438-84-9) → 4-phenyldibenzo[b,d]furan (74104-10-2)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 60 ℃; for 6h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1016/j.tet.2016.10.018

Reference yield: 91.0%

4-dibenzofurylboronic acid (100124-06-9) + diphenyl(2,2,2-trifluoroethyl)sulfonium trifluoromethanesulfonate (135654-49-8) → 4-phenyldibenzo[b,d]furan (74104-10-2)

Guidance literature:

With bis(tri-t-butylphosphine)palladium⁽⁰⁾; sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 60 ℃; for 6h; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1016/j.tet.2016.10.018

upstream raw materials:

bromobenzene

4-dibenzofurylboronic acid

2,6-bis(1-cyclohexenyl)cyclohexanone

2,6-dicyclohexylidenecyclohexanone

Downstream raw materials:

(6-phenyldibenzo[b,d]furan-4-yl)boronic acid

2-(6-phenyldibenzo[b,d]furan-4-yl)pyridine

C₄₅H₃₀IrN₃O

Refernces

• 1、 -. "COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME". Paragraph 0149-0153. . Retrieved 2020/07/28.
• 2、 Sumida, Yuto,Harada, Ryu,Sumida, Tomoe,Johmoto, Kohei,Uekusa, Hidehiro,Hosoya, Takamitsu. "Synthesis of Dibenzofurans by Cu-Catalyzed Deborylative Ring Contraction of Dibenzoxaborins". supporting information. p. 6687 - 6691. Retrieved 2020/09/02.