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Question

Cinnamic acid (PhCH=CHCOOH) is nitrated preferably at ________ and it is ________ then nitration of benzene.

A
m-position, faster
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B
o and p-positions, faster
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C
m-position, slower
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D
o and p-positions, slower
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Solution

The correct option is D o and p-positions, slower
Nitration of cinnamic acid gives mixture of ortho and para nitrocinnamic acid.
Benzene is electron rich species for electrophile reaction.
In cinnamic acid electron with drawing group decreases reaction rate with electrophile.
Hence nitration of Benzene is faster than cinnamic acid nitration.

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