4-Fluoro-4'-methyl-1,1'-biphenyl

Base Information

• Chemical Name: 4-Fluoro-4'-methyl-1,1'-biphenyl
• CAS No.: 72093-43-7
• Molecular Formula: C13H11F
• Molecular Weight: 186.229
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID70433381
• Nikkaji Number: J1.592.496I
• Wikidata: Q82247506
• Mol file: 72093-43-7.mol

Synonyms:4-Fluoro-4'-methyl-1,1'-biphenyl;72093-43-7;1-fluoro-4-(4-methylphenyl)benzene;4-methy-4'-fluorobiphenyl;4-fluoro-4'-methylbiphenyl;SCHEMBL422511;DTXSID70433381;JSBJQQZPQJIGFJ-UHFFFAOYSA-N;1-(4-fluorophenyl)-4-methylbenzene;AKOS004116238;BS-49921;BB 0223395;CS-0153068;10.14272/JSBJQQZPQJIGFJ-UHFFFAOYSA-N;doi:10.14272/JSBJQQZPQJIGFJ-UHFFFAOYSA-N

Chemical Property of 4-Fluoro-4'-methyl-1,1'-biphenyl

Chemical Property:

• PSA: 0.00000
• LogP: 3.80110
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 186.084478513
• Heavy Atom Count: 14
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

4-Fluoro-4'-methyl-1,1'-biphenyl 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=C(C=C2)F

Technology Process of 4-Fluoro-4'-methyl-1,1'-biphenyl

There total 19 articles about 4-Fluoro-4'-methyl-1,1'-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: 82.0%

para-methylphenylmagnesium bromide (4294-57-9) + 4-flourophenylmagnesium bromide (352-13-6) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 4-methyl-4'-fluorobiphenyl (72093-43-7)

Guidance literature:

para-methylphenylmagnesium bromide; 4-flourophenylmagnesium bromide; With lithium chloride; manganese(ll) chloride; In tetrahydrofuran; at -10 ℃; Inert atmosphere;

With oxygen; In tetrahydrofuran; at 10 - 20 ℃;

DOI:10.1002/ejoc.201700007

Reference yield: 73.0%

4-fluoro-1-iodobenzene (352-34-1) + 4-methylphenylboronic acid (5720-05-8) + N-benzyl-N-(1-octynyl)-p-toluenesulfonamide (496922-59-9) → 4-methyl-4'-fluorobiphenyl (72093-43-7) + N-benzyl-N-[(E)-1-(4-fluorophenyl)-2-p-tolyl-oct-1-enyl]-p-toluenesulfonamide

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium carbonate; In water; acetonitrile; at 0 - 70 ℃; for 18h; under 760.051 Torr; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01426

Reference yield: 67.0%

4-methylphenylboronic acid (5720-05-8) + 1-Bromo-4-fluorobenzene (460-00-4) → (4,4'-dimethyl-1,1'-biphenyl) (613-33-2) + 4-methyl-4'-fluorobiphenyl (72093-43-7)

Guidance literature:

With 3-isopropyl-1-phenyl-1H-imidazol-3-ium iodide; palladium diacetate; caesium carbonate; In 1,4-dioxane; at 80 ℃; for 24h; Inert atmosphere;

DOI:10.1021/om100746r

upstream raw materials:

para-bromotoluene

sodium tetrakis(4-fluorophenyl)borate

o-cyanobromobenzene

1-Bromo-4-fluorobenzene

Downstream raw materials:

4,4,5,5-tetramethyl-2-(4'-methyl-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane

4'-fluoro-biphenyl-4-carboxylic acid

C₂₈H₃₁FN₂O₂

N-{3-[(4'-fluoro-1,1'-biphenyl-4-yl)methoxy]phenyl}-1-(1-methylethyl)piperidine-4-carboxamide hydrochloride

Refernces

• 1、 Wakamatsu, Hideaki,Takahashi, Ayano,Ishii, Ayaka,Kikuchi, Youhei,Sasaki, Madoka,Saito, Yukako,Natori, Yoshihiro,Yoshimura, Yuichi. "Palladium-Catalyzed Three-Component Coupling of Ynamides". supporting information. p. 5299 - 5303. Retrieved 2020/07/08.
• 2、 Ghaleshahi, Hajar Golshahi,Antonacci, Giuseppe,Madsen, Robert. "Manganese-Catalyzed Aerobic Heterocoupling of Aryl Grignard Reagents". . p. 1331 - 1336. Retrieved 2017/03/23.