2-Bromo-4'-fluoro-1,1'-biphenyl

Base Information

• Chemical Name: 2-Bromo-4'-fluoro-1,1'-biphenyl
• CAS No.: 89346-54-3
• Molecular Formula: C12H8BrF
• Molecular Weight: 251.098
• DSSTox Substance ID: DTXSID00533545
• Wikidata: Q72456006
• Mol file: 89346-54-3.mol

Synonyms:2-Bromo-4'-fluoro-1,1'-biphenyl;89346-54-3;2'-Bromo-4-fluoro-biphenyl;2-bromo-4'-fluorobiphenyl;1-bromo-2-(4-fluorophenyl)benzene;SCHEMBL3569651;DTXSID00533545;RYODPXPHDPGULP-UHFFFAOYSA-N;MFCD14586493;CS-0359096;J-508296

Chemical Property of 2-Bromo-4'-fluoro-1,1'-biphenyl

Chemical Property:

• Boiling Point: 295.036oC at 760 mmHg
• Flash Point: 135.982oC
• PSA: 0.00000
• Density: 1.434g/cm3
• LogP: 4.25520
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 249.97934
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-4'-fluorobiphenyl ^*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=C(C=C2)F)Br

Technology Process of 2-Bromo-4'-fluoro-1,1'-biphenyl

There total 5 articles about 2-Bromo-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: 81.0%

4-fluoroboronic acid (1765-93-1) + 2,3-dibromobenzene (583-53-9) → 2-bromo-4’-fluoro-1,1’-biphenyl (89346-54-3)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; for 3h; Heating / reflux;

Reference yield: 71.0%

→ 2-bromo-4’-fluoro-1,1’-biphenyl (89346-54-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; toluene; at 90 ℃;

Reference yield: 67.0%

1-Bromo-2-iodobenzene (583-55-1) + 4-fluoroboronic acid (1765-93-1) → 2-bromo-4’-fluoro-1,1’-biphenyl (89346-54-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol503574k

upstream raw materials:

bromobenzene

4-fluorobenzenediazonium tetrafluoroborate

4-fluoroboronic acid

sodium carbonate

Downstream raw materials:

(4'-fluoro-[1,1'-biphenyl]-2-yl)boronic acid

2-fluoro-9H-fluorene

2-fluoro-9H-fluoren-9-one

Refernces

• 1、 Liu, Gang,Kim, Hyejin,Wang, Pingyuan,Fricke, Doerte R.,Chen, Haiying,Wang, Tianzhi,Shen, Qiang,Zhou, Jia. "Further lead optimization on Bax activators: Design, synthesis and pharmacological evaluation of 2-fluoro-fluorene derivatives for the treatment of breast cancer". . . Retrieved 2021/04/19.
• 2、 Bai, Peng-Bo,Wang, Juan,Yang, Shang-Dong. "Palladium-catalyzed relay C–H functionalization to construct novel hybrid-arylcyclophosphorus ligand precursors". supporting information. . Retrieved 2021/11/17.