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

AIPMTAIPMT 2008Organic Chemistry – Some Basic Principles and Techniques

Solution:

The group showing electron-donating effect (such as $- NH _{2},- OH$ ) should stabilise the intermediate ions, i.e. makes the ring more reactive towards electrophilic substitution than benzene and are called activating group while electron withdrawing group (such as $- Cl , NO _{2}$ ) increases the positive charge on ring. thus deactivates the ring. Hence, phenol is more readily attacked by an electrophile.