17318-03-5

Basic information

• Product Name: 3-FLUOROPHENYLMAGNESIUM BROMIDE
• Synonyms: 3-FLUOROPHENYLMAGNESIUM BROMIDE;3-FLUOROPHENYLMAGNESIUM BROMIDE, 0.5M SOLU TION IN TETRAHYDROFURAN;3-FLUOROPHENYLMAGNESIUM BROMIDE, 1.0M SO;3-Fluorophenylmagnesium bromide, 1M in MeTHF;3-Fluorophenylmagnesium bromide solution 1.0 in THF;3-Fluorophenylmagnesium bromide solution 0.5 in THF;3-Fluorophenylmagnesium bromide, 1M solution in THF, AcroSeal;3-FluorophenylMagnesiuM broMide solution 1.0 M in THF
• CAS NO: 17318-03-5
• Molecular Formula: C₆H₄BrFMg
• Molecular Weight: 199.3
• Product Categories: Aryl;Grignard Reagents;Organometallic Reagents;Grignard Reagent
• Mol File: 17318-03-5.mol

Chemical Properties

• Boiling Point: 65 °C
• Flash Point: <1 °F
• Appearance: /
• Density: 1.024 g/mL at 25 °C
• Storage Temp.: 2-8°C
• Water Solubility: It reacts violently with water.
• Sensitive: Air & Moisture Sensitive
• CAS DataBase Reference: 3-FLUOROPHENYLMAGNESIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUOROPHENYLMAGNESIUM BROMIDE(17318-03-5)
• EPA Substance Registry System: 3-FLUOROPHENYLMAGNESIUM BROMIDE(17318-03-5)

Safety Data

• Hazard Codes: F,C
• Statements: 11-14-19-34-22-40-37
• Safety Statements: 16-26-33-36/37/39-45-7/8-43
• RIDADR: UN 2924 3/PG 2
• WGK Germany: 1
• HazardClass: 3
• Hazardous Substances Data: 17318-03-5(Hazardous Substances Data)

Usage

Uses

Used in Green Chemistry:
3-Fluorophenylmagnesium bromide is used as a Grignard reagent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF), for more environmentally friendly chemical reactions.
Used in Pharmaceutical Industry:
3-Fluorophenylmagnesium bromide is used as a reagent for the preparation of 4-substituted quinazolines by reacting with 2-methylaminobenzonitriles. These quinazolines are important intermediates in the synthesis of various pharmaceutical compounds.
Used in Medical Imaging:
3-Fluorophenylmagnesium bromide is used as a Grignard reagent in the synthesis of radiolabeled TrkB/C-targeting kinase inhibitors for positron emission tomography (PET) imaging applications. This helps in the early detection and monitoring of various diseases, including cancer.
Used in Organic Synthesis:
3-Fluorophenylmagnesium bromide is employed in the Cu-catalyzed carbometalation of substituted cyclopropenes, which is a key step in the synthesis of complex organic molecules with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C6H4F.BrH.Mg/c7-6-4-2-1-3-5-6;;/h1-2,4-5H;1H;/q;;+1/p-1/rC6H4BrFMg/c7-9-6-3-1-2-5(8)4-6/h1-4H

Upstream product

• 1073-06-9 3-fluorobromobenzene 
• 75716-82-4 imidazol-1-yl-oxo-acetic acid ethyl ester 

Downstream Products

• 1496-35-1 1-(3-fluorophenyl)cyclohexanol 
• 131237-48-4 5-(3-fluorophenyl)nonan-5-ol 
• 83425-56-3 5-hydroxy-5-endo-(m-fluorophenyl)-2,3-tetrafluorobenzobicyclo<2.2.2>-2,7-octadiene 
• 185416-22-2 [2-(3-Fluorophenyl)-6-methoxybenzo[b]thien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]methanone 
• 445040-03-9 (3-fluorophenyl)(2-(4-methylthiophenyl)phenyl)methan-1-ol 
• 445038-54-0 (3-fluorophenyl)(6-(4-methylthiophenyl)(2H-benzo[d]1,3-dioxolan-5-yl))methan-1-ol 
• 848073-28-9 2,2,2-Trifluoro-1-[(S)-2-(3-fluoro-benzoyl)-pyrrolidin-1-yl]-ethanone 
• 122243-29-2 1,1,1-Trifluoro-2-(3-fluoro-phenyl)-propan-2-ol 
• 122242-96-0 Toluene-4-sulfonic acid 2,2,2-trifluoro-1-(3-fluoro-phenyl)-1-methyl-ethyl ester 
• 122243-11-2 3-Nitro-benzenesulfonic acid 2,2,2-trifluoro-1-(3-fluoro-phenyl)-1-methyl-ethyl ester 
• 718640-76-7 (4-Cyanophenyl)(3-fluorophenyl)borinic acid 
• 908024-16-8 C₃₀H₄₂FN₃O₃ 
• 62942-23-8 (m-FC₆H₄)3SnCH₃ 
• 33756-24-0 tris(3-flourophenyl)bismuthine 

Relevant articles and documents

COMPOSITIONS AND METHODS OF USING THE SAME FOR TREATMENT OF NEURODEGENERATIVE AND MITOCHONDRIAL DISEASE

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A simple protocol for performing chromium-catalyzed highly diastereoselective alkylations of arylmagnesium halides with cyclohexyl iodides at ambient temperature has been developed. Furthermore, this ligand-free CrCl2 enables efficient electrophilic alkenylations of primary, secondary, and tetiary alkylmagnesium halides with readily available alkenyl acetates. Moreover, this chemoselective C-C coupling reaction with stereodefined alkenyl acetates proceeds in a stereoretentive fashion. A wide range of functional groups on alkyl iodides and alkenyl acetates are well tolerated, thus furnishing functionalized Csp2-Csp3 coupling products in good yields and high diastereoselectivity. Detailed mechanistic studies suggest that the in situ generated low-valent chromium(I) species might be the active catalyst for these Csp2-Csp3 cross-couplings.

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