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Q. The correct order of relative acidic strength of the following compounds is:

J & K CETJ & K CET 2001

Solution:

Nitrophenol is more acidic than phenol because $ -NO_{2} $ group is electron withdrawing group and it stabilises the phenoxide ion. The effect is more significant when the substituent is present in $o$ or $p$- position than m-position to the $ -OH $ group. Further due to intramolecular hydrogen bonding the acidic strength of $o$-isomer is weaker than para-isomer. Thus, acidic strength decreases as:
$p$-nitrophenol $> o$-nitrophenol $> m$-nitrophenol $>$ phenol