4-(TRIFLUOROMETHYL)-BIPHENYL

Base Information

• Chemical Name: 4-(TRIFLUOROMETHYL)-BIPHENYL
• CAS No.: 581-80-6
• Molecular Formula: C14H8F6
• Molecular Weight: 290.208
• Mol file: 581-80-6.mol

Synonyms:

Chemical Property of 4-(TRIFLUOROMETHYL)-BIPHENYL

Chemical Property:

• Melting Point: 90-94?°C(lit.)

Purity/Quality:

98.5% ^*data from raw suppliers

4,4'-Bis(trifluoromethyl)biphenyl 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(TRIFLUOROMETHYL)-BIPHENYL

There total 214 articles about 4-(TRIFLUOROMETHYL)-BIPHENYL 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: 74.0%

Ethyl 4-bromobutyrate (2969-81-5) + p-trifluoromethylphenyl bromide (402-43-7) → diethyl suberate (2050-23-9) + 4,4'-bis(trifluoromethyl)biphenyl (581-80-6) + α,α,α-trifluorotoluene (98-08-8) + 4-(trifluoromethyl)-benzenebutanoic acid ethyl ester (1235271-20-1) + butanoic acid ethyl ester (105-54-4)

Guidance literature:

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; 1,10-Phenanthroline; NiI₂*3.5H₂O; sodium iodide; zinc; at 20 - 60 ℃; for 19h; chemoselective reaction;

DOI:10.1021/ja301769r

Reference yield: 71.0%

bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct (137203-34-0) + p-trifluoromethylphenyl bromide (402-43-7) → 4-methylbenzotrifluoride (6140-17-6) + 4,4'-bis(trifluoromethyl)biphenyl (581-80-6)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); XPhos; In tetrahydrofuran; at 65 ℃; for 2h; Inert atmosphere; Ionic liquid;

DOI:10.1016/j.apcata.2010.04.005

Reference yield: 65.0%

C47H36F6OP2Pd → 4,4'-bis(trifluoromethyl)biphenyl (581-80-6) + 1,4-bis(trifluoromethyl)benzene (433-19-2)

Guidance literature:

In benzene; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1039/c6cp07093k

upstream raw materials:

4-Iodobenzotrifluoride

2,2'-diamino-4,4'-bis(trifluormethyl)biphenyl

1-bromo-4-methoxy-benzene

carbon dioxide

Downstream raw materials:

[Pt₂(bis(di-tert-butylphosphino)methane)2]

[Pt(H)(bis(di-tert-butylphosphino)methane)(2-(4,4'-bis(trifluoromethyl)biphenyl))]

[Pt(H)(bis(di-tert-butylphosphino)methane)(3-(4,4'-bis(trifluoromethyl)biphenyl))]

[Pt(Cl)(bis(di-tert-butylphosphino)methane)(2-(4,4'-bis(trifluoromethyl)biphenyl))]

Refernces

• 1、 Liberman-Martin, Allegra L.,Levine, Daniel S.,Liu, Wenjun,Bergman, Robert G.,Tilley, T. Don. "Biaryl Reductive Elimination Is Dramatically Accelerated by Remote Lewis Acid Binding to a 2,2′-Bipyrimidyl-Platinum Complex: Evidence for a Bidentate Ligand Dissociation Mechanism". . p. 1064 - 1069. Retrieved 2016.
• 2、 Cai, Mingzhong,Luo, Chengkai,Xu, Caifeng,Huang, Bin. "Recyclable Pd2dba3/XPhos/PEG-2000 System for Efficient Borylation of Aryl Chlorides: Practical Access to Aryl Boronates". . p. 1339 - 1346. Retrieved 2021/12/02.
• 3、 Luo, Jian,Hu, Bo,Wu, Wenda,Hu, Maowei,Liu, T. Leo. "Nickel-Catalyzed Electrochemical C(sp3)?C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides**". supporting information. p. 6107 - 6116. Retrieved 2021/02/01.