1.

Explain why is ortho-nitrophenol more acidic than ortho-methoxyphenol?

Answer»

Solution :Due to strong `-R and -I-` effect of the `-NO_(2)` groups, electron DENSITY in the `O-H` bond decreases and hence the LOSS of a proton becomes easy.
o - nitrophenol is more acidic because of `-R and -I` effect of `-NO_(2)` group. Electron desntiy on O in `O-H` bond decreases that CAUSES removal of `H^(+)` easily.

Further, after the loss of a proton, the o - nitrophenodxide ion left behind is stabilised by resonance,

Thus, o - nitrophenol is a stronger acid.
In contrast, due to `+R` effect of the `OCH_(3)` group, the electron - density on O in the `O-H` bond increases thereby making the release of proton difficult.

Thus, o- nitrophenol is more acidic than o - METHOXYPHENOL.


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