Description

Magnesium, bromo(4-methylphenyl)- (CAS No. 4294-57-9) is a highly reactive Grignard reagent with the molecular formula C₇H₇BrMg. This organomagnesium compound, also known as p-Tolylmagnesium Bromide, is widely utilized in synthetic organic chemistry for nucleophilic addition reactions, coupling processes, and the formation of carbon-carbon bonds. Supplied as a solution in common solvents such as diethyl ether or THF, it is packaged under inert gas to ensure stability and prevent degradation. Ideal for researchers and industrial chemists, this reagent offers high purity and consistent performance in complex organic syntheses, including pharmaceutical intermediates and fine chemical production. Handle with care under controlled conditions due to its air- and moisture-sensitive nature.

Properties

• CAS Number: 4294-57-9
• Complexity: 129
• IUPAC Name: magnesium;methylbenzene;bromide
• InChI: InChI=1S/C7H7.BrH.Mg/c1-7-5-3-2-4-6-7;;/h3-6H,1H3;1H;/q-1;;+2/p-1
• InChI Key: BVUQKCCKUOSAEV-UHFFFAOYSA-M
• Exact Mass: 193.95815
• Molecular Formula: C7H7BrMg
• Molecular Weight: 195.34
• SMILES: CC1=CC=[C-]C=C1.[Mg+2].[Br-]
• Monoisotopic Mass: 193.95815
• Synonyms: p-Tolylmagnesium Bromide, 4294-57-9, Magnesium, bromo(4-methylphenyl)-, bromo(4-methylphenyl)magnesium, DTXSID70884056, DTXCID201023528, 627-101-8, p-Tolyl magnesium bromide, magnesium;methylbenzene;bromide, Magnesium, bromo-p-tolyl-, MFCD00000040, 4-Methylphenylmagnesium bromide, 4-Tolylmagnesium bromide; Bromo(4-tolyl)magnesium; Bromo(p-methylphenyl)magnesium; Bromo-p-tolylmagnesium; T 1700, 4-tolylmagnesium bromide, 4-toluylmagnesium bromide, p-tolyl-magnesium bromide, 4-tolyl magnesium bromide, para-tolylmagnesium bromide, 4-methylphenylmagnesiumbromide, p-methylphenylmagnesium bromide, SCHEMBL232015, 4-methyl-phenylmagnesium bromide, 4-methylphenyl magnesium bromide, ZRJNGFJIBZKXTP-UHFFFAOYSA-M, AKOS015913055, 4-Methylphenylmagnesium bromide 1M in THF, 4-Methylphenylmagnesium bromide 1M in 2-MeTHF, 4-Methylphenylmagnesium bromide, 0.5 M in THF, 4-Methylphenylmagnesium bromide, 1.0M in 2-MeTHF, 4-Methylphenylmagnesium bromide 0.5M in diethyl ether, 4-Methylphenylmagnesium bromide 0.5 M in Tetrahydrofuran

Application

Magnesium, bromo(4-methylphenyl)- is primarily used as a Grignard reagent for introducing the p-tolyl group into organic molecules. It is essential in the synthesis of aryl-substituted compounds, pharmaceuticals, and agrochemicals. Applications include nucleophilic additions to carbonyl groups (ketones, aldehydes) and cross-coupling reactions (e.g., Kumada coupling) to form biaryl structures. Its reactivity also makes it valuable in creating ligands for catalysis and building blocks for advanced materials.

Safety and Hazards

GHS Hazard Statements

• H225 (39.4%): 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 (39.4%)
• Skin Corr. 1B (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.