Description

Isobutylmagnesium bromide (CAS No. 926-62-5) is a highly reactive Grignard reagent with the molecular formula C₄H₉BrMg. This organomagnesium compound 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 tetrahydrofuran (THF), it offers consistent reactivity and high purity, making it ideal for laboratory-scale and industrial applications. Isobutylmagnesium bromide is sensitive to moisture and air, requiring storage under inert atmosphere conditions (e.g., nitrogen or argon). Suitable for use in pharmaceuticals, agrochemicals, and advanced material synthesis, this reagent ensures precise and efficient transformations in complex molecular constructions.

Properties

• CAS Number: 926-62-5
• Complexity: 15
• IUPAC Name: magnesium;2-methanidylpropane;bromide
• InChI: InChI=1S/C4H9.BrH.Mg/c1-4(2)3;;/h4H,1H2,2-3H3;1H;/q-1;;+2/p-1
• InChI Key: DQDWATOXYCARFV-UHFFFAOYSA-M
• Exact Mass: 159.97380
• Molecular Formula: C4H9BrMg
• Molecular Weight: 161.32
• SMILES: CC(C)[CH2-].[Mg+2].[Br-]
• Monoisotopic Mass: 159.97380
• Synonyms: Isobutylmagnesium Bromide, 627-136-9, 926-62-5, Magnesium,bromo(2-methylpropyl)-, Bromoisobutylmagnesium, Bromoisobutylmagnesim, isobutylmagnesiumbromide, bromo(isobutyl)magnesium, Isobutylmagnesium bromide, 1.0 M in THF, iso-butymagnesium bromide, isobutyl magnesium bromide, isobutyl-magnesium bromide, Iso-butyl magnesium bromide, 2-methylpropylmagnesiumbromide, SCHEMBL116706, bromo(2-methylpropyl)magnesium, SCHEMBL7849894, ISO-BUTYLMAGNESIUM BROMIDE, CMWBEISSZHZIMU-UHFFFAOYSA-M, MFCD00075126, AKOS015902635, Isobutylmagnesium Bromide (17% in Tetrahydrofuran, ca. 1mol/L), ISOBUTYLMAGNESIUM BROMIDE (17% IN TETRAHYDROFURAN, CA. 1MOL /L)

Application

Isobutylmagnesium bromide is primarily used as a nucleophilic alkylating agent in organic synthesis, enabling the formation of new carbon-carbon bonds. It reacts with carbonyl compounds (e.g., aldehydes, ketones, esters) to produce secondary and tertiary alcohols. This Grignard reagent is also employed in the synthesis of specialty chemicals, including pharmaceuticals and fine chemicals. Its reactivity makes it valuable in the preparation of branched-chain hydrocarbons and functionalized intermediates.

Safety and Hazards

GHS Hazard Statements

• H225 (40%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H260 (100%): In contact with water releases flammable gases which may ignite spontaneously [Danger Substances and mixtures which in contact with water, emit flammable gases]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

Precautionary Statements

• P210, P223, P231+P232, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P335+P334, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P403+P235, P405, and P501

Hazard Classes and Categories

• Flam. Liq. 2 (40%)
• Water-react. 1 (100%)
• Skin Corr. 1B (100%)

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