CAS 21970-14-9: 3-Pyridylmagnesium bromide

Description:3-Pyridylmagnesium bromide is an organomagnesium compound, specifically a Grignard reagent, characterized by its reactivity and utility in organic synthesis. It features a pyridine ring substituted at the 3-position with a magnesium bromide moiety, which imparts significant nucleophilic properties. This compound is typically prepared by reacting 3-bromopyridine with magnesium in an anhydrous ether solvent, such as diethyl ether or tetrahydrofuran. 3-Pyridylmagnesium bromide is sensitive to moisture and air, necessitating careful handling under inert atmospheres to prevent decomposition. It readily reacts with electrophiles, making it valuable for forming carbon-carbon bonds in various synthetic pathways, including the preparation of alcohols, ketones, and other functionalized organic compounds. Additionally, due to the presence of the pyridine ring, it can participate in further reactions that exploit the nitrogen atom's basicity and potential for coordination. Overall, 3-Pyridylmagnesium bromide is a versatile reagent in the field of synthetic organic chemistry, contributing to the development of complex molecular architectures.

Formula:C₅H₄BrMgN

InChI:InChI=1S/C5H4N.BrH.Mg/c1-2-4-6-5-3-1;;/h1-2,4-5H;1H;/q;;+1/p-1

InChI key:InChIKey=NJXLIOOJACLKHV-UHFFFAOYSA-M

SMILES:Br[Mg]C=1C=NC=CC1