2010/09/07 · 1 citation
Biochemistry, Genetics and Molecular Biology · Chemistry · #Chemical Synthesis and Analysis #Asymmetric Synthesis and Catalysis #Chemical Reaction Mechanisms #Chemistry #Iodide #Halide #Bromide #Alkyl #Nucleophilic substitution #Finkelstein's test #Aryl #Nucleophile #Medicinal chemistry #Aryl halide #Chloride #Inorganic chemistry #Organic chemistry #Catalysis #Polymer chemistry
paper · doi:10.1002/9780470638859.conrr231
openalex publication_date 2010/09/07 · openalex created_date 2025/10/10 · openalex updated_date 2026/05/21
Abstract The preparation of alkyl iodide from alkyl bromide or chloride with potassium or sodium iodide in acetone is generally known as the Finkelstein reaction. This reaction is a simple nucleophilic substitution (often via S N 2) and iodide is found to be stronger nucleophile than bromide or chloride. Under normal conditions, this type of halide displacement does not occur for aryl halides. The aromatic halide exchange reacts smoothly when 10% CuI is present in the reaction mixture as a catalyst, and such halide substitution can even occur at −40°C.