Description

(1,3-Dioxolan-2-ylmethyl)magnesium bromide (CAS No. 180675-22-3) is a highly reactive Grignard reagent with the molecular formula C₄H₇BrMgO₂. This organomagnesium compound is typically supplied as a 0.50 M solution in tetrahydrofuran (THF), ensuring optimal stability and handling for synthetic applications. It features a 1,3-dioxolane-protected hydroxymethyl group, making it a versatile intermediate for nucleophilic additions, carbonyl alkylations, and other C-C bond-forming reactions. Ideal for organic synthesis, pharmaceutical research, and materials science, this reagent is rigorously quality-controlled to meet the demands of high-precision chemistry. Store under inert atmosphere (argon/nitrogen) at recommended temperatures to maintain reactivity.

Properties

• CAS Number: 180675-22-3
• Complexity: 47.3
• IUPAC Name: magnesium;2-methanidyl-1,3-dioxolane;bromide
• InChI: InChI=1S/C4H7O2.BrH.Mg/c1-4-5-2-3-6-4;;/h4H,1-3H2;1H;/q-1;;+2/p-1
• InChI Key: IERSPCAGKAOLSQ-UHFFFAOYSA-M
• Exact Mass: 189.94798
• Molecular Formula: C4H7BrMgO2
• Molecular Weight: 191.31
• SMILES: [CH2-]C1OCCO1.[Mg+2].[Br-]
• Topological: 18.5
• Monoisotopic Mass: 189.94798
• Synonyms: (1,3-dioxolan-2-ylmethyl)magnesium bromide, 629-669-2, 180675-22-3, Magnesium,bromo(1,3-dioxolan-2-ylmethyl)-, 1,3-Dioxolan-2-ylmethylmagnesium bromide, 0.50 M in THF, MFCD01321271, 2-[(bromomagnesio)methyl]-1,3-dioxolane, 1,3-Dioxolan-2-ylmethylmagnesium bromide, 0.50 M in 2-MeTHF, Magnesium, bromo(1,3-dioxolan-2-ylmethyl)-, SCHEMBL285800, ZDNTZRAFJZERSL-UHFFFAOYSA-M, AKOS015909032, 1,3-Dioxolan-2-ylmethylmagnesium bromide, ((1,3-dioxolan-2-yl)methyl)magnesium bromide, (1,3-Dioxolan-2-ylmethyl)magnesium bromide, 0.50 M in THF

Application

(1,3-Dioxolan-2-ylmethyl)magnesium bromide is widely used in organic synthesis for the preparation of complex molecules via nucleophilic addition to aldehydes, ketones, and esters. It serves as a key intermediate in pharmaceutical manufacturing, particularly for introducing protected hydroxymethyl groups into drug scaffolds. The reagent also finds utility in polymer chemistry for modifying functional groups in specialty monomers.

Safety and Hazards

GHS Hazard Statements

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

Precautionary Statements

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

Hazard Classes and Categories

• Skin Corr. 1B (100%)

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