2-Bromo-2-fluoro-1-phenylethanone

Base Information

• Chemical Name: 2-Bromo-2-fluoro-1-phenylethanone
• CAS No.: 321-75-5
• Molecular Formula: C8H6 Br F O
• Molecular Weight: 217.037
• European Community (EC) Number: 899-752-8
• DSSTox Substance ID: DTXSID90502023
• Nikkaji Number: J1.975.313A
• Mol file: 321-75-5.mol

Synonyms:2-bromo-2-fluoro-1-phenylethanone;321-75-5;2-Bromo-2-fluoro-1-phenylethan-1-one;2-bromo-2-fluoro-1-phenyl-ethanone;fluorophenacyl bromide;Ethanone, 2-bromo-2-fluoro-1-phenyl- (9CI);SCHEMBL1110769;alpha-bromo-2-fluoroacetophenone;DTXSID90502023;CBLLCYODFDSRQA-UHFFFAOYSA-N;MFCD13173360;EN300-6474055

Chemical Property of 2-Bromo-2-fluoro-1-phenylethanone

Chemical Property:

• Melting Point: 54-54.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 232.3±20.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.550±0.06 g/cm3(Predicted)
• LogP: 2.55980
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.95861
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

2-Bromo-2-fluoro-1-phenylethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C(F)Br

Technology Process of 2-Bromo-2-fluoro-1-phenylethanone

There total 14 articles about 2-Bromo-2-fluoro-1-phenylethanone 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: 87.0%

ethyl bromofluoroacetate (401-55-8) + phenylmagnesium bromide (100-58-3) → α-bromo-α-fluorophenylethanone (321-75-5)

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;

Reference yield: 78.0%

2-fluoroacetophenone (450-95-3) → α-bromo-α-fluorophenylethanone (321-75-5)

Guidance literature:

With bromine; In acetic acid; at 40 - 50 ℃; for 7h;

DOI:10.1039/a704408i

Reference yield: 75.0%

2,4,4,4-tetrafluoro-3,3-dihydroxy-1-phenylbutan-1-one → α-bromo-α-fluorophenylethanone (321-75-5)

Guidance literature:

2,4,4,4-tetrafluoro-3,3-dihydroxy-1-phenylbutan-1-one; With Selectfluor; lithium bromide; Cooling with ice;

With triethylamine; In tetrahydrofuran; for 0.5h; Cooling with ice;

upstream raw materials:

2-fluoroacetophenone

2-diazo-acetophenone

2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one

benzoyl chloride

Downstream raw materials:

2-fluoro-1,2-diphenylethanone

Refernces

• 1、 Kang, Lei,Wang, Fang,Zhang, Jinlong,Yang, Huameng,Xia, Chungu,Qian, Jinlong,Jiang, Gaoxi. "High Chemo-/Stereoselectivity for Synthesis of Polysubstituted Monofluorinated Pyrimidyl Enol Ether Derivatives". . p. 1669 - 1674. Retrieved 2021/03/08.
• 2、 Liang, Junqing,Han, Jie,Wu, Jingjing,Wu, Pingjie,Hu, Jian,Hu, Feng,Wu, Fanhong. "Nickel-Catalyzed Coupling Reaction of α-Bromo-α-fluoroketones with Arylboronic Acids toward the Synthesis of α-Fluoroketones". supporting information. p. 6844 - 6849. Retrieved 2019/09/07.