Description
Cyclohexylmagnesium Bromide (CAS No. 931-50-0) is a highly reactive Grignard reagent with the molecular formula C6H11BrMg. This organomagnesium compound is commonly supplied as a solution in tetrahydrofuran (THF) or 2-methyltetrahydrofuran (2-MeTHF), typically at a concentration of 1.0 M, ensuring ease of handling and precise dosing for synthetic applications. As a versatile nucleophile, it is widely employed in organic synthesis for the formation of carbon-carbon bonds, particularly in the preparation of cyclohexyl derivatives. The reagent is moisture- and air-sensitive, requiring storage under inert conditions (argon or nitrogen atmosphere) to maintain stability. Ideal for researchers and industrial chemists, this high-purity compound is rigorously tested for consistency, making it a reliable choice for complex synthetic routes in pharmaceuticals, agrochemicals, and materials science.
Properties
- CAS Number: 931-50-0
- Complexity: 35.5
- IUPAC Name: magnesium;cyclohexane;bromide
- InChI: InChI=1S/C6H11.BrH.Mg/c1-2-4-6-5-3-1;;/h1H,2-6H2;1H;/q-1;;+2/p-1
- InChI Key: GFTXWCQFWLOXAT-UHFFFAOYSA-M
- Exact Mass: 185.98945
- Molecular Formula: C6H11BrMg
- Molecular Weight: 187.36
- SMILES: C1CC[CH-]CC1.[Mg+2].[Br-]
- Monoisotopic Mass: 185.98945
- Synonyms: Cyclohexylmagnesium Bromide, 931-50-0, DTXSID60473079, DTXCID20423893, Bromo(cyclohexyl)magnesium, magnesium;cyclohexane;bromide, Magnesium, bromocyclohexyl-, CYCLOHEXYLMAGNESIUMBROMIDE, Cyclohexyl magnesium bromide, c-HexMgBr, Cyclohexylmagnesium bromide, 1.0 M in THF, cyclohexyl magnesiumbromide, cyclohexyl-magnesium bromide, cyclohexanyl magnesium bromide, SCHEMBL120534, SJUKXVKSGSJVTJ-UHFFFAOYSA-M, MFCD01321152, AKOS015902676, Cyclohexylmagnesium bromide 1M in THF, Cyclohexylmagnesium bromide 1M in 2-MeTHF, DB-243314, EN300-109642
Cyclohexylmagnesium Bromide is extensively used in organic synthesis as a nucleophilic reagent for the introduction of cyclohexyl groups into target molecules. It reacts with carbonyl compounds (e.g., aldehydes, ketones, esters) to form secondary or tertiary alcohols. The reagent is also valuable in coupling reactions and the synthesis of cyclohexyl-substituted heterocycles. Its applications extend to pharmaceutical intermediates and fine chemical production, where precise functionalization is critical.
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