(3-Fluorophenyl) magnesium bromide

Base Information

• Chemical Name: (3-Fluorophenyl) magnesium bromide
• CAS No.: 17318-03-5
• Molecular Formula: C6H4BrFMg
• Molecular Weight: 199.305
• Hs Code.: 29319090
• DSSTox Substance ID: DTXSID90380808
• Mol file: 17318-03-5.mol

Synonyms:(3-fluorophenyl) magnesium bromide;DTXSID90380808

Chemical Property of (3-Fluorophenyl) magnesium bromide

Chemical Property:

• Boiling Point: 65 °C
• Flash Point: <1 °F
• PSA: 0.00000
• Density: 1.024 g/mL at 25 °C
• LogP: 2.47150
• Storage Temp.: 2-8°C
• 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: 140

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-FluorophenylmagnesiumBromide,1.0MsolutioninTHF,J&KSeal ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C[C-]=CC(=C1)F.[Mg+2].[Br-]
• Uses: 3-Fluorophenylmagnesium bromide is used as a Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF). 3-Fluorophenylmagnesium bromide is a Grignard reagent that can be used in:The preparation of 4-substituted quinazolines by reacting with 2-methylaminobenzonitriles.The synthesis of radiolabeled TrkB/C-targeting kinase inhibitor for positron emission tomography (PET) imaging applications.Cu-catalyzed carbometalation of substituted cyclopropenes.

Technology Process of (3-Fluorophenyl) magnesium bromide

There total 2 articles about (3-Fluorophenyl) magnesium 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: 55.0%

ethyl acetate n-hexane + 3-fluorobromobenzene (1073-06-9) + imidazol-1-yl-oxo-acetic acid ethyl ester (75716-82-4) → bromo(3-fluorophenyl)magnesium (17318-03-5) + ethyl 2-(3-fluorophenyl)-2-oxoacetate (110193-59-4)

Guidance literature:

Reference yield:

3-fluorobromobenzene (1073-06-9) → bromo(3-fluorophenyl)magnesium (17318-03-5)

Guidance literature:

With isopropylmagnesium bromide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(99)01404-5

Reference yield: 100.0%

bromo(3-fluorophenyl)magnesium (17318-03-5) + 4-benzyl-2-cyanomorpholine (147767-51-9,126645-52-1) → (+/-)-(4-benzylmorpholin-2-yl)-(3-fluorophenyl)methanone (664361-11-9)

Guidance literature:

bromo(3-fluorophenyl)magnesium; 4-benzyl-2-cyanomorpholine; In tetrahydrofuran; diethyl ether; at -10 - 20 ℃; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;

upstream raw materials:

3-fluorobromobenzene

imidazol-1-yl-oxo-acetic acid ethyl ester

Downstream raw materials:

3-Diethylamino-1,1-bis-(3-fluoro-phenyl)-2-methyl-propan-1-ol

α-(Chlordifluormethyl)-α-(trifluormethyl)-m-fluor-benzylalkohol

Cyclohexyl-(3-fluor-phenyl)-glykolsaeure-aethylester

1-(3-fluorophenyl)cyclohexanol

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、 -. "SULFONIUM SALT AND PHOTO-ACID GENERATOR". Paragraph 0070-0071. . Retrieved 2014/12/09.