3-(Trifluoromethyl)biphenyl

Base Information

• Chemical Name: 3-(Trifluoromethyl)biphenyl
• CAS No.: 366-04-1
• Molecular Formula: C13H9 F3
• Molecular Weight: 222.21
• DSSTox Substance ID: DTXSID20396619
• Nikkaji Number: J1.317.442C
• Wikidata: Q82197417
• Mol file: 366-04-1.mol

Synonyms:3-(TRIFLUOROMETHYL)BIPHENYL;366-04-1;1-phenyl-3-(trifluoromethyl)benzene;3-(Trifluoromethyl)-1,1'-biphenyl;3-Trifluoromethylbiphenyl;3-(Trifluoromethyl)biphenyl,;C13H9F3;SCHEMBL307920;DTXSID20396619;IEEZJIBNKVIUBD-UHFFFAOYSA-N;MFCD03426089;AKOS015852751;FT-0703558;A823311

Chemical Property of 3-(Trifluoromethyl)biphenyl

Chemical Property:

• Vapor Pressure: 0.011mmHg at 25°C
• Melting Point: 26-27 °C
• Refractive Index: 1.504
• Boiling Point: 271°Cat760mmHg
• Flash Point: 102.4°C
• Density: 1.18g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 222.06563477
• Heavy Atom Count: 16
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

3-(Trifluoromethyl)biphenyl ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=CC=C2)C(F)(F)F

Technology Process of 3-(Trifluoromethyl)biphenyl

There total 8 articles about 3-(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: 78.0%

bromobenzene (108-86-1,52753-63-6) + 3-bromo-1-trifluoromethylbenzene (401-78-5) → biphenyl (92-52-4,1594-86-1) + 3-(trifluoromethyl)biphenyl (366-04-1)

Guidance literature:

bromobenzene; With magnesium; In diethyl ether;

3-bromo-1-trifluoromethylbenzene; In diethyl ether; for 3h; Reflux;

DOI:10.1039/b919246h

Reference yield: 75.0%

m-trifluoromethylphenyl iodide (401-81-0) + tetraphenyltin(IV) (595-90-4) → biphenyl (92-52-4,1594-86-1) + 3-(trifluoromethyl)biphenyl (366-04-1)

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; at 140 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.6b01648

Reference yield: 53.0%

Ph3In + 2-(3-bromo-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (479411-92-2) → 3-(trifluoromethyl)biphenyl (366-04-1) + 2-(3-bromo-5-(trifluoromethyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane + 3,5′-bis(trifluoromethyl)-1,1′:3′,1″-terphenyl

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 65 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.1c01978

upstream raw materials:

2-phenyl-6-trifluoromethyl-cyclohex-3-enecarboxylic acid

1,1,1-Trifluoro-6-phenyl-hept-6-en-2-one

3-Phenyl-1-trifluoromethyl-cyclohex-3-enol

bromobenzene

Downstream raw materials:

3-methylbiphenyl

3-(trifluoromethyl)benzoic acid

4'-nitrobiphenyl-3-carboxylic acid

4-amino-3'-(trifluoromethyl)-1,1'-biphenyl

Refernces

• 1、 He, Qing,Wang, Liwen,Liang, Yong,Zhang, Zunting,Wnuk, Stanislaw F.. "Transition-Metal-Free Cross-Coupling of Aryl Halides with Arylstannanes". . p. 9422 - 9427. Retrieved 2016/10/17.
• 2、 Kiss, Arpad,Hell, Zoltan,Balint, Maria. "Nickel/magnesium-lanthanum mixed oxide catalyst in the Kumada-coupling". experimental part. p. 331 - 335. Retrieved 2010/02/16.