2-Phenyldibenzofuran

Base Information

• Chemical Name: 2-Phenyldibenzofuran
• CAS No.: 78210-31-8
• Molecular Formula: C18H12O
• Molecular Weight: 244.293
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID20505820
• Nikkaji Number: J1.378.644E
• Wikidata: Q82361158
• Mol file: 78210-31-8.mol

Synonyms:2-PHENYLDIBENZOFURAN;78210-31-8;2-Phenyldibenzo[b,d]furan;SCHEMBL13991440;DTXSID20505820;GILPRDWSDSCHIU-UHFFFAOYSA-N

Chemical Property of 2-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:

99%min ^*data from raw suppliers

2-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=CC3=C(C=C2)OC4=CC=CC=C43

Technology Process of 2-Phenyldibenzofuran

There total 9 articles about 2-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%

2-bromodibenzo[b,d]furan (86-76-0) + C19H16NS(1+)*F6P(1-) → 2-phenyldibenzo[b,d]furan (78210-31-8)

Guidance literature:

2-bromodibenzo[b,d]furan; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

C₁₉H₁₆NS⁽¹⁺⁾*F₆P^(1-); In tetrahydrofuran; hexane; at -78 - 23 ℃; for 1.5h; Inert atmosphere;

DOI:10.1039/d0cc05830k

Reference yield: 57.0%

4-phenyl-1-(2-nitrophenoxy)benzene (153815-63-5) → 2-phenyldibenzo[b,d]furan (78210-31-8)

Guidance literature:

With potassium phosphate; dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; palladium(II) acetylacetonate; In toluene; at 150 - 160 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.9b01593

Reference yield:

O-phenyldibenzofuranium tetrafluoroborate → dibenzofuran (132-64-9,214827-48-2) + 2-phenyldibenzo[b,d]furan (78210-31-8) + 2,3'-diphenoxybiphenyl (3111-80-6) + 1-phenoxybiphenylene

Guidance literature:

With sodium hydroxide; In water; for 20h; Further byproducts given; Heating;

DOI:10.1007/BF02495215

upstream raw materials:

2-iodo-4-phenylphenol

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

4-phenyl-1-(2-nitrophenoxy)benzene

2-bromodibenzo[b,d]furan

Refernces

• 1、 Morofuji, Tatsuya,Yoshida, Tatsuki,Tsutsumi, Ryosuke,Yamanaka, Masahiro,Kano, Naokazu. "Arylation of aryllithiums with: S-arylphenothiazinium ions for biaryl synthesis". supporting information. p. 13995 - 13998. Retrieved 2020/11/21.
• 2、 Liu, Zhijian,Larock, Richard C.. "Synthesis of carbazoles and dibenzofurans via cross-coupling of o-iodoanilines and o-iodophenols with silylaryl triflates and subsequent Pd-catalyzed cyclization". . p. 347 - 355. Retrieved 2007/10/03.