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Q. Increasing order of acidic strength among
p-methoxy phenol (I), p-methyl phenol (II)
and p-nitrophenol (III) is

AIPMTAIPMT 1992

Solution:

Nitro group is an electron withdrawing group, so
increase the acidic character of phenol whereas
$-CH_3$ and $-OCH_3$ both are electron releasing
groups, so it decrease the acidic character of phenol
but $-CH_3$ group is less electron donating or
releasing, so p-methyl phenol is slightly more acidic
than p-methoxy phenol and p-nitro phenol is most
acidic, so the order of acidic character is
p-methoxy phenol < p-methyl phenol
$ $ < p-nitro phenol.

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