4-(Bromomethyl)-4'-fluoro-1,1'-biphenyl

Base Information

• Chemical Name: 4-(Bromomethyl)-4'-fluoro-1,1'-biphenyl
• CAS No.: 147497-57-2
• Molecular Formula: C13H10BrF
• Molecular Weight: 265.125
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID30596926
• Wikidata: Q82492336
• Mol file: 147497-57-2.mol

Synonyms:4-(Bromomethyl)-4'-fluoro-1,1'-biphenyl;147497-57-2;1-(BROMOMETHYL)-4-(4-FLUOROPHENYL)BENZENE;1,1'-BIPHENYL, 4-(BROMOMETHYL)-4'-FLUORO-;4-(bromomethyl)-4'-fluoro-biphenyl;1-[4-(broMoMethyl)phenyl]-4-fluorobenzene;C13H10BrF;4'-fluoro-4-biphenylylmethyl bromide;SCHEMBL8015172;DTXSID30596926;BBPHEOAKLBGRSZ-UHFFFAOYSA-N;XFA49757;MFCD15146810;AKOS016007045;AS-9918;A929165

Chemical Property of 4-(Bromomethyl)-4'-fluoro-1,1'-biphenyl

Chemical Property:

• Boiling Point: 331.3±30.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.407±0.06 g/cm3(Predicted)
• LogP: 4.38760
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 263.99499
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

97% ^*data from raw suppliers

4-(Bromomethyl)-4'-fluoro-1,1'-biphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CBr)C2=CC=C(C=C2)F

Technology Process of 4-(Bromomethyl)-4'-fluoro-1,1'-biphenyl

There total 7 articles about 4-(Bromomethyl)-4'-fluoro-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: 52.0%

4-methyl-4'-fluorobiphenyl (72093-43-7) → 4-(bromomethyl)-4′-fluoro-1,1′-biphenyl (147497-57-2)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 16h; Inert atmosphere; Reflux;

DOI:10.1021/acs.jmedchem.5b01200

Reference yield:

(4'-Fluoro-biphenyl-4-yl)-methanol (147497-56-1) → 4-(bromomethyl)-4′-fluoro-1,1′-biphenyl (147497-57-2)

Guidance literature:

With phosphorus tribromide; In dichloromethane; at 20 ℃;

Reference yield:

4-fluoroboronic acid (1765-93-1) → 4-(bromomethyl)-4′-fluoro-1,1′-biphenyl (147497-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammomium bromide; palladium diacetate; potassium carbonate / PEG₄₀₀ / 16 h / 110 °C

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 20 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tetrabutylammomium bromide; palladium diacetate; potassium carbonate; In tetrachloromethane; PEG₄₀₀; 1: Suzuki coupling;

DOI:10.1016/j.ejps.2010.11.010

upstream raw materials:

4-methyl-4'-fluorobiphenyl

para-bromotoluene

4-fluoroboronic acid

4-methylphenylboronic acid

Downstream raw materials:

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

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

C₂₈H₃₁FN₂O₂