JEE Main 2016 Chemistry question

Which one of the following reagents is not suitable for the elimination reaction of a secondary alkyl bromide to the corresponding alkene?

(1)NaICorrect
(2)NaOEt/EtOH
(3),
(4)

Answer: (1)

Solution

Elimination requires a **base** to remove a -hydrogen. Sodium iodide supplies the iodide ion, which is an excellent *nucleophile* but an extremely weak base — iodide is the conjugate base of the strong acid HI. Treating an alkyl bromide with NaI therefore gives substitution, exchanging bromide for iodide (the

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Question ID VK-115637