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Question

The correct order of decreasing acidity of nitrophenols will be:

A
mnitrophenol>pnitrophenol>onitrophenol
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B
onitrophenol>mnitrophenol>pnitrophenol
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C
pnitrophenol>mnitrophenol>onitrophenol
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D
pnitrophenol>onitrophenol>mnitrophenol
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Solution

The correct option is D pnitrophenol>onitrophenol>mnitrophenol
NO2 group at ortho and para position withdraws electrons of the OH bond towards itself by the stronger R effect while the NO2 group at m-position withdraw electrons of the OH bond by the weaker effect.

Thus, ortho and para nitrophenols are more acidic than meta nitrophenol is little less acidic than p-nitrophenol due to intramolecular H-bonding which makes loss of a proton little more difficult.

The order of acidity of nitrophenol is:

p- nitrophenol> o-nitrophenol> m-nitrophenol

Hence, option D is correct.

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