Question
Tue February 19, 2013 By:

Why ortho and para nitrophenols are more acidic than phenols.

Expert Reply
Tue February 19, 2013
The nitro-group is an electron-withdrawing group. The presence of this group in the ortho or para position decreases the electron density in the O?H bond. As a result, it is easier to lose a proton. Also, the o-nitrophenoxide or p-nitrophenoxide ion formed after the loss of protons is stabilized by resonance. Hence, ortho and para nitrophenols are stronger acids than phenol.
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