2,2'-Bis(trifluoromethyl)biphenyl

Base Information

• Chemical Name: 2,2'-Bis(trifluoromethyl)biphenyl
• CAS No.: 567-15-7
• Molecular Formula: C14H8F6
• Molecular Weight: 290.208
• Hs Code.: 3204170000
• DSSTox Substance ID: DTXSID40205254
• Nikkaji Number: J714.105J
• Wikidata: Q83078764
• Mol file: 567-15-7.mol

Synonyms:567-15-7;2,2'-Bis(trifluoromethyl)biphenyl;2,2'-Bis-(trifluoromethyl)biphenyl;1-(trifluoromethyl)-2-[2-(trifluoromethyl)phenyl]benzene;2,2'-Bis(trifluoromethyl)-1,1'-biphenyl;1,1'-Biphenyl, 2,2'-bis(trifluoromethyl)-;MFCD09836618;2,2'-Bitolyl, alpha,alpha,alpha,alpha',alpha',alpha'-hexafluoro-;1,1'-Biphenyl,2,2'-bis(trifluoromethyl)-;SCHEMBL197671;DTXSID40205254;BBL103196;C14-H8-F6;STL557006;AKOS005068009;MS-20576;CS-0133255;FT-0686361

Chemical Property of 2,2'-Bis(trifluoromethyl)biphenyl

Chemical Property:

• Melting Point: 32 °C
• Boiling Point: 293.3 °C at 760 mmHg
• Flash Point: 101.8 °C
• PSA: 0.00000
• Density: 1.308 g/cm³
• LogP: 5.39120
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 290.05301923
• Heavy Atom Count: 20
• Complexity: 287

Purity/Quality:

99% ^*data from raw suppliers

2,2'-Bis-(trifluoromethyl)biphenyl 95% ^*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=CC=C2C(F)(F)F)C(F)(F)F

Technology Process of 2,2'-Bis(trifluoromethyl)biphenyl

There total 8 articles about 2,2'-Bis(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: 90.0%

bromomethyl phenyl sulfoxide (31268-20-9) + 2-(trifluoromethyl)phenylboronic acid (1423-27-4) → 2-(trifluoromethyl)benzyl phenyl sulfoxide + racemic methyl phenyl sulfoxide (1193-82-4) + 2,2′-bis(trifluoromethyl)-1,1′-biphenyl (567-15-7)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; water; for 16h; Heating;

DOI:10.1021/jo0487552

Reference yield: 81.0%

thiophene-2-carbonitrile (1003-31-2) + 2-iodo(trifluoromethyl)benzene (444-29-1) → 2,2′-bis(trifluoromethyl)-1,1′-biphenyl (567-15-7) + 5-(2-trifluoromethylphenyl)thiophene-2-carbonitrile (200358-08-3)

Guidance literature:

With potassium carbonate; palladium diacetate; tetrabutylammomium bromide; In water; acetonitrile; at 80 ℃; for 3h;

DOI:10.1016/S0022-328X(98)00667-6

Reference yield: 40.0%

rac-3-acetoxycyclohexene (76644-52-5,76704-31-9,14447-34-8,62247-41-0) → 2,2′-bis(trifluoromethyl)-1,1′-biphenyl (567-15-7) + 2'-(trifluoromethyl)-1,2,3,4-tetrahydro-1,1'-biphenyl

Guidance literature:

2-CF₃C₆H₄MgX; With indium(III) chloride; In tetrahydrofuran; at 20 ℃; for 1h;

rac-3-acetoxycyclohexene; With triphenylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; Heating;

DOI:10.1021/jo0357162

upstream raw materials:

1-bromo-4-methoxy-benzene

1-chloro-2-(trifluoromethyl)benzene

2-bromoanisole

2-hydroxybromobenzene

Refernces

• 1、 Rodriguez, Nuria,Cuenca, Ana,Ramirez De Arellano, Carmen,Medio-Simon, Mercedes,Peine, Denissa,Asensio, Gregorio. "Palladium-catalyzed reaction of boronic acids with chiral and racemic α-bromo sulfoxides". . p. 8070 - 8076. Retrieved 2007/10/03.
• 2、 Lavenot,Gozzi,Ilg,Orlova,Penalva,Lemaire. "Extension of the Heck reaction to the arylation of activated thiophenes". . p. 49 - 55. Retrieved 2007/10/03.