ABSTRACT

An old and interesting experiment mixed 1-bromo-3-methylbutane with sodium iodide (NaI) using acetone as a solvent. is mixture was heated to the boiling point of acetone (heated to re˜ux), and the isolated product was found to be 1-iodo-3-methylbutane, in 66% yield.1 Sodium bromide (NaBr) was formed as a second product during the course of reaction as the

sodium iodide was consumed. In terms of the structural changes, iodide substitutes for the bromine, producing bromide ion (Br-). Iodide reacted as a nucleophile in the reaction at Cδ+ of the alkyl bromide, breaking the C-Br bond and transferring the electrons in the C-Br bond to bromine.