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Atomfair Allylmagnesium bromide C3H5BrMg
Description Allylmagnesium bromide (CAS 1730-25-2) is a highly reactive Grignard reagent with the molecular formula C3H5BrMg . This organomagnesium compound is widely utilized in synthetic organic chemistry for nucleophilic addition reactions due to its strong basicity and nucleophilicity. It is typically supplied as a solution in diethyl ether or tetrahydrofuran (THF), with concentrations ranging from 0.5M to 2.0M, ensuring optimal handling and reactivity for laboratory applications. Allylmagnesium bromide is particularly valuable for introducing the allyl group ( -CH2CH=CH2) into organic substrates, enabling the synthesis of complex molecules such as pharmaceuticals, agrochemicals, and specialty materials. Proper storage under inert gas (argon…
Description
Description
Allylmagnesium bromide (CAS 1730-25-2) is a highly reactive Grignard reagent with the molecular formula C3H5BrMg. This organomagnesium compound is widely utilized in synthetic organic chemistry for nucleophilic addition reactions due to its strong basicity and nucleophilicity. It is typically supplied as a solution in diethyl ether or tetrahydrofuran (THF), with concentrations ranging from 0.5M to 2.0M, ensuring optimal handling and reactivity for laboratory applications. Allylmagnesium bromide is particularly valuable for introducing the allyl group (-CH2CH=CH2) into organic substrates, enabling the synthesis of complex molecules such as pharmaceuticals, agrochemicals, and specialty materials. Proper storage under inert gas (argon or nitrogen) and refrigeration is essential to maintain its stability and prevent degradation.
This reagent is characterized by its rapid reaction with electrophiles, including carbonyl compounds (aldehydes, ketones, esters), epoxides, and halides, making it indispensable in modern synthetic workflows. Its IUPAC name, magnesium;prop-1-ene;bromide, reflects its structural composition. Researchers should handle Allylmagnesium bromide with caution, using appropriate personal protective equipment (PPE) due to its moisture sensitivity and potential flammability. Each batch is rigorously tested for purity and concentration, ensuring consistent performance in demanding applications.
- CAS No: 1730-25-2
- Molecular Formula: C3H5BrMg
- Molecular Weight: 145.28
- Exact Mass: 143.94250
- Monoisotopic Mass: 143.94250
- IUPAC Name: magnesium;prop-1-ene;bromide
- SMILES: [CH2-]C=C.[Mg+2].[Br-]
- Synonyms: Allylmagnesium bromide, 1730-25-2, DTXSID30938266, EINECS 217-046-4, DTXCID101513750
Application
Allylmagnesium bromide is primarily used in organic synthesis for the allylation of carbonyl compounds, yielding homoallylic alcohols upon aqueous workup. It serves as a key intermediate in the preparation of fine chemicals, including fragrances, pharmaceuticals, and polymer precursors. The reagent is also employed in cross-coupling reactions and the synthesis of allylic derivatives for material science research. Its versatility makes it a staple in academic and industrial laboratories for constructing carbon-carbon bonds.
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