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Sodium Iodide Lab Report

Decent Essays

1. Sodium Iodide is not an electrophilic source for Iodine because Iodine is the least reactive of all the halogens, and it itself does not serve as a base, due to its positive charge. This means that Sodium Iodide needs an Oxidizing agent to make it a strong electrophile.
2. Sodium Hypochlorite is an oxidizing agent for Sodium Iodide, which in turn contributes a strong, electrophilic Iodide atom to the aromatic ring in the final product. The mixture was orange/red, indicating the two substances added, then the mixture changed to a pale yellow indicating that the reaction started, and a precipitate formed, indicating that the Iodine attached to the Salicylamide, and the reaction was complete.
3. It was necessary to add Sodium thiosulfate at the end of the reaction, because Sodium thiosulfate remove any excess Iodine ions in that it reduces the ions to Sodium Iodide and stops the reaction, to prevent any more electrophilic substitution.
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The iodination of O-acetylsalicylamide under the same conditions of this experiment would be slower than Salicylamide, because O-acetylsalicylamide has an amine group, a carboxyl group, and no hydroxyl group, which means that the sodium hypochlorite solution would not be able to deprotonate the Hydroxyl group, thus not allowing a solid precipitate to form, and Hydrochloric acid would not be able to add any Hydrogen atoms due to the Octet rule. The only way that Hydrogen could be added is by breaking double bonds and stabilization (Resonance). And steric hindrance would be another key facet slowing the addition of an Iodine ion to the

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