Q. 154.4( 16 Votes )
Explain why is or
ortho-nitro phenol is more acidic than ortho-methoxy phenol.
Explanation: Due to strong –R and –I effect of NO2 group, electron density in the O-H bond decreases and hence the loss of a proton becomes easy.
Now after the loss of a proton, the o-nitrophenoxide ion left behind is stabilized by resonance and thus making o-nitro phenol a stronger acid.
In contrast, due to the +R effect of methoxy group increases the electron density in the O-H bond. Thereby making the loss of proton difficult.
Now, the o-methoxyphenoxide ion left after the loss of a proton is destabilized by resonance. The two negative charges repel each other, thereby destabilizing the o-methoxyphenoxide ion.
Therefore, o-nitrophenol is more acidic than o-methoxyphenyl.
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