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.



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