Question

Which one of the following alkylbromides undergoes most rapid solvolysis in methanol solution to give corresponding methyl ether?

• A.
• B.
• C.
• D.

Answer 1

Answer: (A)

Answer 2

Such nucleophilic substitution reactions in which solvent acts as the nucleophile are called solvolysis reactions. Solvolysis of allylic halides occurs by $S_N{1}$ mechanism due to greater stabilization of allyl carbocation intermediates by resonance. $1$-bromo-$3$-methylbut-$2$-ene react most rapidly by $S_N1$ mechanism.