4-Fluorophenylmagnesium bromide

Base Information

• Chemical Name: 4-Fluorophenylmagnesium bromide
• CAS No.: 352-13-6
• Molecular Formula: C6H4BrFMg
• Molecular Weight: 199.305
• Hs Code.: 29319090
• European Community (EC) Number: 627-087-3
• DSSTox Substance ID: DTXSID6074590
• Mol file: 352-13-6.mol

Synonyms:4-F-C6H4-MgBr;4-fluorophenylmagnesium bromide;p-fluorophenylmagnesium bromide

Chemical Property of 4-Fluorophenylmagnesium bromide

Chemical Property:

• Appearance/Colour: clear yellow to brown solution
• Melting Point: 5 °C
• Boiling Point: 66oC
• Flash Point: -40 °F
• PSA: 0.00000
• Density: 1.043 g/mL at 25oC
• LogP: 2.47150
• Storage Temp.: Flammables + water-Freezer (-20°C)e area
• Sensitive.: Air & Moisture Sensitive
• Water Solubility.: It reacts violently with water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 197.93308
• Heavy Atom Count: 9
• Complexity: 133

Purity/Quality:

99% ^*data from raw suppliers

4-FluorophenylmagnesiumBromide(1.0?MinTHF) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F+,C,F
• Hazard Codes: F+,C,F
• Statements: 12-14-22-34-66-67-11-40-37-19
• Safety Statements: 16-26-36/37/39-43-45-7/8-33-8-7

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=[C-]1)F.[Mg+2].[Br-]
• Uses: 4-Fluorophenylmagnesium bromide is used as a reagent for the introduction of the 4-Fluorophenyl group. 4-Fluorophenylmagnesium bromide solution (Grignard reagent) can be used as a reagent in the synthesis of:Useful key intermediate in the synthesis of paroxetine.Arylsulfides via cross-coupling reaction with thiols.4-Arylmethyl-1-phenylpyrazole and 4-aryloxy-1-phenylpyrazole derivatives as androgen receptor antagonists.Grignard intermediate for preparing aprepitant.

Technology Process of 4-Fluorophenylmagnesium bromide

There total 11 articles about 4-Fluorophenylmagnesium bromide 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:

magnesium (7439-95-4) + 1-Bromo-4-fluorobenzene (460-00-4) → 4-flourophenylmagnesium bromide (352-13-6)

Guidance literature:

With iodine; In tetrahydrofuran; at 20 - 70 ℃; for 1.5h;

Reference yield:

1-Bromo-4-fluorobenzene (460-00-4) → 4-flourophenylmagnesium bromide (352-13-6)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran;

DOI:10.1016/S0022-328X(02)01427-4

Reference yield:

N-ethyl-4-piperidone (3612-18-8) + 1-Bromo-4-fluorobenzene (460-00-4) → 4-flourophenylmagnesium bromide (352-13-6)

Guidance literature:

With ammonium chloride; magnesium; In tetrahydrofuran; toluene;

upstream raw materials:

1-Bromo-4-fluorobenzene

magnesium

N-ethyl-4-piperidone

2-(2,4-dichloro-6-methoxyphenyl)-4,5-dihydro-4,4-dimethyloxazole

Downstream raw materials:

2-(4-Fluorophenyl)ethanol

(4-fluoro-phenyl)-[4]pyridyl ketone-imine

(2-chlorophenyl)(4-fluorophenyl)methanol

4-fluorobenzophenone

Refernces

• 1、 Liu, Yuxia,Wang, Chao,Huang, Linjuan,Xue, Dong. "Room-Temperature Palladium(II)-Catalyzed Direct 2-Arylation of Indoles with Tetraarylstannanes". supporting information. p. 1613 - 1618. Retrieved 2020/09/15.
• 2、 Benischke, Andreas D.,Desaintjean, Alexandre,Juli, Thomas,Cahiez, Gérard,Knochel, Paul. "Nickel-Catalyzed Cross-Coupling of Functionalized Organo manganese Reagents with Aryl and Heteroaryl Halides Promoted by 4-Fluorostyrene". supporting information. p. 5396 - 5412. Retrieved 2017/12/14.