Description

Cyclopentylmagnesium chloride (CAS No. 32916-51-1) is a highly reactive Grignard reagent with the molecular formula C₅H₉ClMg. This organomagnesium compound is widely utilized in synthetic organic chemistry for nucleophilic addition and coupling reactions due to its strong basicity and nucleophilicity. Supplied as a solution in common solvents such as diethyl ether or tetrahydrofuran (THF), it is essential for the formation of carbon-carbon bonds in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals. Cyclopentylmagnesium chloride is air- and moisture-sensitive, requiring storage under inert gas (e.g., argon or nitrogen) and handling under anhydrous conditions. Ideal for researchers and industrial chemists, this reagent offers high purity and consistency for precision applications in complex organic transformations.

Properties

• CAS Number: 32916-51-1
• Complexity: 27.3
• IUPAC Name: magnesium;cyclopentane;chloride
• InChI: InChI=1S/C5H9.ClH.Mg/c1-2-4-5-3-1;;/h1H,2-5H2;1H;/q-1;;+2/p-1
• InChI Key: KQIVBIRNYZIHNE-UHFFFAOYSA-M
• Exact Mass: 128.0243197
• Molecular Formula: C5H9ClMg
• Molecular Weight: 128.88
• SMILES: C1CC[CH-]C1.[Mg+2].[Cl-]
• Monoisotopic Mass: 128.0243197
• Synonyms: cyclopentylmagnesium chloride, 629-215-3, 32916-51-1, magnesium;cyclopentane;chloride, Cyclopentyl magnesium chloride, Cyclopentylmagnesium chloride, 1.0 M in THF, cylopentylmagnesium chloride, Cyclopentylmagnesium cloride, SCHEMBL4985, cylopentyl magnesium chloride, GROGEABZCKQTJW-UHFFFAOYSA-M, MFCD00001357, Cyclopentylmagnesium chloride, 1M in MeTHF, DB-319005

Application

Cyclopentylmagnesium chloride is primarily used as a Grignard reagent in organic synthesis for the introduction of cyclopentyl groups into target molecules. It is instrumental in nucleophilic addition reactions with carbonyl compounds (e.g., ketones, aldehydes) to form tertiary or secondary alcohols. This reagent also participates in cross-coupling reactions for constructing complex organic frameworks in pharmaceutical intermediates. Its reactivity makes it valuable for alkylation and arylation processes in fine chemical manufacturing.

Safety and Hazards

GHS Hazard Statements

• H261 (89.1%): In contact with water releases flammable gas [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

• P231+P232, P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P402+P404, P405, and P501

Hazard Classes and Categories

• Water-react. 2 (89.1%)
• Skin Corr. 1B (100%)

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