Chemistry - Hydrocarbon Question with Solution | TestHub

In (c), chlorine is attached to $s{p}^3$ hybridized $\mathrm{C}$-atom and $\mathrm{C}-\mathrm{Cl}$ bond is more polar thus, it easily gives $\mathrm{AgCl}$ precipitate. In case of (a) and (b), chlorine is attached to $s{p}^2$ hybridized $\mathrm{C}$-atom and there is double bond character between $\mathrm{C}-\mathrm{Cl}$ bond due to resonance i.e., $\mathrm{C}-\mathrm{Cl}$ bond is stronger bond and hence chlorine cannot be easily replaced.