Which one of the following is most reactive towards electrophilic attack?

Which one of the following is most reactive towards electrophilic attack?




Solution

Key Idea: Electron releasing groups stabilise the intermediate cation whereas electron withdrawing groups destabilise it. The order of electron withdrawing group is : $\mathrm{NO}_2 > \mathrm{Cl} > \mathrm{OH} > \mathrm{C}_6 \mathrm{H}_5$ electrophilic substitution because $-\mathrm{OH}$ group least destabilise the carbocation. Further $-\mathrm{OH}$ group is strongly activating group while $-\mathrm{NO}_2$ and $-\mathrm{Cl}$ are deactivating group.

Asked in: NEET 2008 (Screening)

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