Tolylmagnesium bromide is an organomagnesium compound, specifically a Grignard reagent, characterized by its reactivity and utility in organic synthesis. It is typically formed by the reaction of tolyl bromide with magnesium in an anhydrous ether solvent. This compound is known for its strong nucleophilic properties, allowing it to react with various electrophiles, including carbonyl compounds, to form alcohols after hydrolysis. Tolylmagnesium bromide is sensitive to moisture and air, necessitating careful handling under inert atmospheres to prevent decomposition. It is generally stored in a dry, sealed container to maintain its reactivity. The presence of the tolyl group imparts specific steric and electronic characteristics, influencing its reactivity profile compared to other Grignard reagents. In laboratory settings, it is employed in the synthesis of complex organic molecules, making it a valuable tool in synthetic organic chemistry. Safety precautions are essential when working with this reagent due to its flammability and potential to react violently with water.

Tolylmagnesiumbromide

28987-79-3: M-tolylmagnesium bromide, Bromo(3-Methylphenyl)Magnesium

m-Tolylmagnesium Bromide (19% in Tetrahydrofuran, ca. 1mol/L)

3-Methylphenylmagnesium bromide 0.5 M in Tetrahydrofuran

3-Tolylmagnesium bromide is a Grignard reagent that can react with carbinols such as alcohols, phenols, and ethers to form ethers or esters. 3-Tolylmagnesium bromide is also a halogenating agent and can be used in the production of chlorides. It is soluble in organic solvents such as tetrahydrofuran, chloroform, and benzene. 3-Tolylmagnesium bromide reacts with organic compounds containing electron-donating groups such as carbinols, chlorides, and esters. This reaction forms an ion pair between the magnesium cation and the electron-deficient carbon atom of the 3-tolyl group. The reaction between 3-tolylmagnesium bromide and an alkyne produces a reactive intermediate that can undergo substitution by various nucleophiles to form products such as vinyl chloride or glycidyl chloride

CAS 28987-79-3: Tolylmagnesiumbromide

m-Tolylmagnesium Bromide (19% in Tetrahydrofuran, ca. 1mol/L)

Ref: 3B-T1699

3-Methylphenylmagnesium bromide 0.5 M in Tetrahydrofuran

Ref: 10-F214286

3-Tolylmagnesium bromide - 1.0 M in Tetrahydrofuran

Ref: 3D-FT43083

Magnesium, bromo(3-methylphenyl)-

Ref: IN-DA002V47

3-Tolylmagnesium bromide 1M solution in DEE

Ref: 54-OR320038