Which one of the following is most reactive towards electrophilic attack?
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Answer
(1) [figure]
Solution
Reactivity towards electrophilic attack increases with the electron density in the ring.
–OH (phenol) is a strongly activating group: it donates electrons to the ring by +R effect, so the ring becomes highly electron-rich.
–Cl deactivates the ring (–I > +R); –NO2 strongly deactivates it (–I and –R); –CH2OH is attached through CH2, so the O lone pair cannot enter the ring by resonance (weak –I effect).
As per NCERT, the –OH group attached to the benzene ring activates it towards electrophilic substitution.
∴ Phenol is the most reactive towards electrophilic attack.
Answer: (1)