Description

Magnesium, bromocyclopentyl- (CAS No. 33240-34-5) is a highly reactive Grignard reagent with the molecular formula C₅H₉BrMg. This organomagnesium compound is widely used in synthetic organic chemistry for nucleophilic addition reactions, enabling the formation of carbon-carbon bonds. Supplied as a solution in common solvents such as diethyl ether or THF, it is essential for laboratory-scale and industrial applications requiring precise control over reaction conditions. The reagent is moisture- and air-sensitive, requiring storage under inert gas (e.g., argon or nitrogen) to maintain stability. Ideal for researchers and chemists working on fine chemical synthesis, pharmaceuticals, and advanced material development.

Properties

• CAS Number: 33240-34-5
• Complexity: 27.3
• IUPAC Name: magnesium;cyclopentane;bromide
• InChI: InChI=1S/C5H9.BrH.Mg/c1-2-4-5-3-1;;/h1H,2-5H2;1H;/q-1;;+2/p-1
• InChI Key: JMPXNLAYOWCGCW-UHFFFAOYSA-M
• Exact Mass: 171.97380
• Molecular Formula: C5H9BrMg
• Molecular Weight: 173.33
• SMILES: C1CC[CH-]C1.[Mg+2].[Br-]
• Monoisotopic Mass: 171.97380
• Synonyms: Cyclopentylmagnesium Bromide, 33240-34-5, Bromocyclopentylmagnesium, Magnesium, bromocyclopentyl-, EINECS 251-420-8, DTXSID1067756, DTXCID7038656, 251-420-8, magnesium;cyclopentane;bromide, MFCD00209569, Cyclopentyl magnesium bromide, cydopentylmagnesium bromide, Cyclopentylmagnesium bromide, 1.0 M in THF, Bromo(cyclopentyl)magnesium, SCHEMBL6064, PZOJUJCALDFFHC-UHFFFAOYSA-M, AKOS015903519, FD10627, NS00089796, A846972

Application

Cyclopentylmagnesium Bromide is primarily employed in Grignard reactions to introduce the cyclopentyl group into organic molecules. It is used in the synthesis of pharmaceuticals, agrochemicals, and specialty chemicals. The reagent facilitates the formation of alcohols, ketones, and carboxylic acids through reactions with carbonyl compounds. Its high reactivity makes it valuable for constructing complex molecular architectures in medicinal chemistry.

Safety and Hazards

GHS Hazard Statements

• H225 (39.4%): Highly Flammable liquid and vapor [Danger Flammable liquids]
• H250 (59.1%): Catches fire spontaneously if exposed to air [Danger Pyrophoric liquids]
• H260 (59.1%): 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, P222, P223, P231, 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 (39.4%)
• Pyr. Liq. 1 (59.1%)
• Water-react. 1 (59.1%)
• Skin Corr. 1B (100%)

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