Description

Bromo-o-tolylmagnesium (CAS: 932-31-0) is a highly reactive Grignard reagent with the molecular formula C₇H₇BrMg, widely utilized in organic synthesis and pharmaceutical research. This organomagnesium compound is typically supplied as a solution in tetrahydrofuran (THF), 2-methyltetrahydrofuran (2-MeTHF), or diethyl ether, with concentrations ranging from 0.5M to 2M to suit various synthetic protocols. Its structure features a bromine-bound magnesium center attached to an ortho-methylphenyl group, enabling efficient nucleophilic addition reactions with carbonyl compounds, epoxides, and other electrophiles. The reagent is particularly valued for its role in constructing complex aromatic frameworks, C-C bond formations, and asymmetric synthesis. Strict handling under inert atmospheres (e.g., nitrogen or argon) is essential due to its moisture and air sensitivity. Ideal for laboratories requiring high-purity intermediates, this product is rigorously tested for consistency and reactivity, ensuring optimal performance in coupling reactions, ligand synthesis, and fine chemical manufacturing.

Properties

• CAS Number: 932-31-0
• Complexity: 145
• IUPAC Name: magnesium;methylbenzene;bromide
• InChI: InChI=1S/C7H7.BrH.Mg/c1-7-5-3-2-4-6-7;;/h2-5H,1H3;1H;/q-1;;+2/p-1
• InChI Key: YAMQOOCGNXAQGW-UHFFFAOYSA-M
• Exact Mass: 193.95815
• Molecular Formula: C7H7BrMg
• Molecular Weight: 195.34
• SMILES: CC1=CC=CC=[C-]1.[Mg+2].[Br-]
• Monoisotopic Mass: 193.95815
• Synonyms: Bromo-o-tolylmagnesium, EINECS 213-250-2, 2-Methylphenylmagnesium bromide, 213-250-2, o-Tolylmagnesium Bromide, 932-31-0, Magnesium,bromo(2-methylphenyl)-, 2-Tolylmagnesium bromide, magnesium;methylbenzene;bromide, bromo(2-methylphenyl)magnesium, o-Methylphenylmagnesium bromide, MFCD00010350, tolylmagnesium bromide, o-Tolylmagnesiumbromid, toluylmagnesium bromide, bromo(o-tolyl)magnesium, o-tolyl-magnesiumbromide, 2-toluylmagnesium bromide, o-tolyl magnesium bromide, o-toluyl magnesium bromide, ortho-tolyl magnesium bromide, SCHEMBL959600, 2-methyl phenylmagnesiumbromide, (methylphenyl) magnesium bromide, 2-methylphenyl magnesium bromide, o-methyl phenyl magnesium bromide, (2-methylphenyl)magnesium bromide, DVXDIGKNJYSMFM-UHFFFAOYSA-M, AKOS016017718, 2-Methylphenylmagnesium bromide 1M in THF, NS00079440, 2-Methylphenylmagnesium bromide 1M in 2-MeTHF, 2-Methylphenylmagnesium bromide, 0.5 M in THF, 2-Methylphenylmagnesium bromide 2M in diethyl ether, 2-Methylphenylmagnesium bromide 0.5 M in Tetrahydrofuran

Bromo-o-tolylmagnesium is extensively used in pharmaceutical and agrochemical research for the synthesis of aromatic intermediates via nucleophilic additions. It facilitates the preparation of substituted toluenes and biphenyl derivatives, critical in drug discovery. The reagent also serves in polymer chemistry for functionalizing monomers and in materials science for modifying surface properties. Its compatibility with THF and ether solvents makes it versatile for low-temperature reactions.

Safety and Hazards

GHS Hazard Statements

• H228 (100%): Flammable solid [Danger Flammable solids]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P210, P240, P241, P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P405, and P501

Hazard Classes and Categories

• Flam. Sol. 1 (100%)
• 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.