1.

Briefly explain why the following reaction does not occur

Answer»

Solution :By itself, `(CH_(3))_(3)CO^(-)`is not a good enough LEAVING group to allow iodide to ATTACK the methyl carbon in an `S_(N)2`fashion. PROTONATION of the oxygen converts the leaving group to methanol `(CH_(3)OH)`, which is good enough to leave when iodide attacks.


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