Chemistry - GOC Question with Solution | TestHub

$\mathrm{C}-\mathrm{Cl}$ ionization of $\mathrm{I}$ forms the six-pi-electron aromatic tropylium cation. V forms a triphenylmethyl cation whose charge is delocalized over three phenyl groups, while IV forms a benzyl cation with one phenyl ring. $\mathrm{III}$ gives a tertiary alkyl cation stabilized by hyperconjugation; $\mathrm{II}$ would give a high-energy vinylic cation. The intended ${\mathrm{SN}}_1$ order is $\mathrm{I}$ > V > IV > $\mathrm{III}$ > $\mathrm{II}$.