Benzene and Alkyl Benzene - Result Question 10
####14. The compounds $P, Q$ and $S$
$S$
were separately subjected to nitration using $HNO _3 / H _2 SO _4$ mixture. The major product formed in each case respectively, is
(2010)
(a)
(b)
(c)
(d)
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Solution:
14.
$-OH$ is activating while $-COOH$ is deactivating group in $S _E Ar$ reaction. Therefore, electrophile attack to ortho of the activating - OH group.
Both $-OCH _3$ and $-CH _3$ are activating ortho/para directing groups but $-OCH _3$ is stronger activator, electrophile attack to ortho of $-OCH _3$.
Ring II is activated while ring I is deactivated in $S _E$ Ar reaction. Therefore, electrophile attack at para to ring-II, the less hindered position.