Determine the correct order of relative yield for the following products obtained from the reaction of HCl with 1-methylcyclohexa-1,3-diene at 50^ C . (i) (ii) (iii)

Step-by-step solution

The reaction involves the electrophilic addition of HCl to a conjugated diene, 1-methylcyclohexa-1,3-diene. First, protonation of the diene occurs to form the most stable carbocation. Protonation at C-4 yields an allylic carbocation that is resonance stabilized between C-3 (secondary) and C-1 (tertiary). This tertiary-secondary allylic carbocation is the most stable intermediate. C ₁( CH ₃)= C ₂- C ₃= C ₄ H ^+ [ C ₁( CH ₃)= C ₂- C ^+₃- CH ₂ C ^+₁( CH ₃)- C ₂= C ₃- CH ₂] Attack of the chloride ion ( Cl ^- ) on this