Description
3-Fluorophenylmagnesium Bromide (CAS No. 17318-03-5) is a highly reactive Grignard reagent with the molecular formula C6H4BrFMg. This organomagnesium compound is widely used in synthetic organic chemistry for the introduction of the 3-fluorophenyl group into various substrates. Supplied as a solution in diethyl ether or THF (typically 0.5M to 1.0M concentration), it offers excellent reactivity for nucleophilic additions to carbonyl compounds, epoxides, and other electrophiles. The reagent is moisture- and air-sensitive, requiring handling under inert atmosphere conditions. Ideal for pharmaceutical intermediates, material science research, and fine chemical synthesis.
Key specifications include:
- IUPAC Name: magnesium;fluorobenzene;bromide
- Appearance: Clear to slightly yellow solution
- Concentration: Typically 0.5M in diethyl ether or THF
- Storage: 2-8°C under inert gas
- Purity: ≥95% (by titration)
Properties
- CAS Number: 17318-03-5
- Complexity: 149
- IUPAC Name: magnesium;fluorobenzene;bromide
- InChI: InChI=1S/C6H4F.BrH.Mg/c7-6-4-2-1-3-5-6;;/h1-2,4-5H;1H;/q-1;;+2/p-1
- InChI Key: DTKMKZYEOXZPQZ-UHFFFAOYSA-M
- Exact Mass: 197.93308
- Molecular Formula: C6H4BrFMg
- Molecular Weight: 199.30
- SMILES: C1=C[C-]=CC(=C1)F.[Mg+2].[Br-]
- Monoisotopic Mass: 197.93308
- Synonyms: 3-FLUOROPHENYLMAGNESIUM BROMIDE, 627-049-6, 17318-03-5, Magnesium, bromo(3-fluorophenyl)-, bromo(3-fluorophenyl)magnesium, 3-Fluorophenylmagnesiumbromide, 3-Fluorophenylmagnesium bromide, 0.5M in THF, 3-Fluorophenylmagnesium bromide, 1.0 M in THF, 3-flurophenylmagnesiumbromide, SCHEMBL37679, 3-flurophenyl magnesium bromide, 3-fluorophenyl magnesium bromide, 3-Fluorophenyl-magnesium bromide, (3-fluorophenyl)magnesium bromide, VFPDAAQAKDGSHQ-UHFFFAOYSA-M, AKOS015890800, 3-Fluorophenylmagnesium bromide 1M in THF, 3-Fluorophenylmagnesium bromide, 1.0 M in 2-MeTHF, 3-Fluorophenylmagnesium bromide 0.5 M in Tetrahydrofuran
Application
3-Fluorophenylmagnesium Bromide is primarily used as a versatile building block in organic synthesis. It serves as a key reagent for the preparation of fluorinated pharmaceutical intermediates through nucleophilic addition reactions. The compound finds particular utility in the synthesis of bioactive molecules containing 3-fluorophenyl moieties. Researchers also employ this Grignard reagent in material science for modifying aromatic systems in advanced materials.
Safety and Hazards
GHS Hazard Statements
- H225 (43.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]
- H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
Precautionary Statements
- P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501
Hazard Classes and Categories
- Flam. Liq. 2 (43.5%)
- Skin Corr. 1B (100%)
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