Question 21 Select correct and most relevant mechanism for each of the following reaction. Hint: Review Chapter 11.4. dilute HCI Mechanism A: proton disassosiation dilute H-CI: H3C CH3 nucleophilic attack H₁C:CI: :CI: on CH3 proton transfer and methyl migration (rearrangement) secondary carbanion nucleophilic attack and methyl migration (rearrangement) Mechanism B: proton transfer dilute H-CI: Mechanism C: proton transfer dilute H-CI: Mechanism D: H₁C CH3 secondary carbocation secondary carbocation Θ :CI: H3C CH3 CI: methyl migration (rearrangement) nucleophilic attack H3C CH3 :CI: tertiary carbocation nucleophilic attack nucleophilic attack :CI: CH CH3 :0 : CH3 tertiary carbocation secondary secondary carbocation carbanion proton transfer methyl disassosiation dilute H-CI: proton disassosiation ABCD OD

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