2,2'-Difluorobiphenyl

Base Information

• Chemical Name: 2,2'-Difluorobiphenyl
• CAS No.: 388-82-9
• Molecular Formula: C12H8 F2
• Molecular Weight: 190.192
• Hs Code.: 2903999090
• European Community (EC) Number: 206-863-1
• UNII: NQ5S46N6ZC
• DSSTox Substance ID: DTXSID70192067
• Nikkaji Number: J43.473F
• Wikidata: Q83064673
• Mol file: 388-82-9.mol

Synonyms:2,2'-Difluorobiphenyl;388-82-9;1-fluoro-2-(2-fluorophenyl)benzene;2,2'-Difluoro-1,1'-biphenyl;1,1'-Biphenyl, 2,2'-difluoro-;2,2/'-Difluorobiphenyl;2,2'-Difluorodiphenyl;NQ5S46N6ZC;AI3-52652;C12H8F2;EINECS 206-863-1;1,1'-Biphenyl,2,2'-difluoro-;ZINCPEROXIDE;Biphenyl, 2,2'-difluoro;UNII-NQ5S46N6ZC;O,O'-DIFLUOROBIPHENYL;SCHEMBL197834;2,2'-Difluorobiphenyl, 98%;DTXSID70192067;2,2'-Difluorobiphenyl (PFB 4);2,2'-Difluoro-1,1'-biphenyl #;MFCD00017910;1-fluoro-2-(2-fluorophenyl)-benzene;AKOS015890250;2,2'-Difluorobiphenyl, analytical standard;BB 0258984;CS-0060067;FT-0609235;2,2'-Difluorobiphenyl (PFB 4) 2000 microg/mL in Methyl-tert-butyl ether

Chemical Property of 2,2'-Difluorobiphenyl

Chemical Property:

• Melting Point: 117-121 °C(lit.)
• Refractive Index: 1.5678 (estimate)
• Boiling Point: 244.8°Cat760mmHg
• Flash Point: 83.6°C
• PSA: 0.00000
• Density: 1.165g/cm³
• LogP: 3.63180
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 190.05940658
• Heavy Atom Count: 14
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

2,2''-Difluorobiphenyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,T,Xn
• Statements: 36/37/38-63-43-23/24/25-45-67-40
• Safety Statements: 26-36-36/37-24/25-23-53

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=CC=C2F)F
• Uses: 2,2''-Difluorobiphenyl is used in preparation of 8-membered heterocycles for organic luminescent devices.

Technology Process of 2,2'-Difluorobiphenyl

There total 25 articles about 2,2'-Difluorobiphenyl 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: 99.0%

o-fluorobromobenzene (1072-85-1) → 2,2'-difluorobiphenyl (388-82-9)

Guidance literature:

With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; (C₅H₅)2Zr(OC₄H₈)N(Si(CH₃)3)CH(C₆H₅); bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 80 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.chempr.2021.06.007

Reference yield: 95.5%

o-fluorobromobenzene (1072-85-1) → fluorobenzene (462-06-6) + 2,2'-difluorobiphenyl (388-82-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium fluoride; In 2-pentanol; at 100 ℃; for 18h; Inert atmosphere;

DOI:10.1021/jo100089d

Reference yield: 91.0%

o-fluorobromobenzene (1072-85-1) + o-fluorophenylboronic acid (1993-03-9) → 2,2'-difluorobiphenyl (388-82-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; In tetrahydrofuran; water; for 18h; Inert atmosphere; Reflux;

DOI:10.1002/anie.201707272

upstream raw materials:

1-Fluoro-2-iodobenzene

biphenyl-2,2'-diyl-bis-lithium

o-fluorobromobenzene

fluorobenzene

Downstream raw materials:

2,2',2''-trifluoro-1,1':3',1''-terphenyl

2,2',2'',2'''-tetrafluoro-1,1':3',1'':3'',1'''-quaterphenyl

FC₆H₄-o-(C₆H₄F-o)Cr(CO)3

dibenzothiophene

Refernces

• 1、 Feofanov, Mikhail,Akhmetov, Vladimir,Takayama, Ryo,Amsharov, Konstantin. "Catalyst-Free Synthesis of O-Heteroacenes by Ladderization of Fluorinated Oligophenylenes". supporting information. p. 5199 - 5203. Retrieved 2021/02/21.
• 2、 Bai, Haixin,Bao, Fengyu,Chai, Guobi,Liu, Pengfei,Liu, Zhikai,Zhang, Haiyan,Zhang, Qidong. "Palladium/Sensory Component-Catalyzed Homocoupling Reactions of Aryl Halides". supporting information. . Retrieved 2020/09/09.