
Assertion: Presence of a nitro group at ortho or para position increases the reactivity of haloarenes towards nucleophilic substitution.
Reason: Nitro group, being an electron withdrawing group decreases the electron density over the benzene ring.
A) Assertion and reason both are correct and reason is correct explanation of assertion.
B) Assertion and reason both are wrong statements.
C) Assertion is wrong but reason is the correct statement.
D) Assertion is correct but reason is wrong statement.
Answer
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Hint:This can be explained by the Mesomeric effect. Mesomeric effect is a property of substituents or functional groups attached to an organic compound that either withdraw or donate electrons into the main chain or in this case benzene ring.
Complete step-by-step answer:
According to the Mesomeric effect, substituents or functional groups that donate electrons into the benzene ring are known as $ + M$ effect groups and the substituents that withdraw electrons from the benzene ring are called $ - M$ effect groups.
It is usually favored that $ + M$ effect groups are attached at the ortho and para positions of the benzene ring and $ - M$ effect groups at the meta position for the stability of the compound.
When a $ - M$ group is attached at ortho or para positions of the benzene ring, its reactivity increases.
Let us write down the given compound as follows:
Here X is a halogen.
When a $ - M$ effect group such as $N{O_2}$ is attached at the ortho or para positions of the benzene ring, they reduce the electron density at the reactive center of the benzene ring i.e. the halogen position. This accounts for the high reactivity of haloarenes when the nitro group is attached to its ortho or para positions.
Therefore, the right answer is option A.
Note: The substituent given to us is $N{O_2}$ which is a strong $ - M$ effect group or withdrawing group. This group takes up electrons from the benzene ring to stabilize its Nitrogen and Oxygen atoms. This inturn reduces the electron density inside the benzene ring making it more reactive.
Complete step-by-step answer:
According to the Mesomeric effect, substituents or functional groups that donate electrons into the benzene ring are known as $ + M$ effect groups and the substituents that withdraw electrons from the benzene ring are called $ - M$ effect groups.
It is usually favored that $ + M$ effect groups are attached at the ortho and para positions of the benzene ring and $ - M$ effect groups at the meta position for the stability of the compound.
When a $ - M$ group is attached at ortho or para positions of the benzene ring, its reactivity increases.
Let us write down the given compound as follows:
Here X is a halogen.
When a $ - M$ effect group such as $N{O_2}$ is attached at the ortho or para positions of the benzene ring, they reduce the electron density at the reactive center of the benzene ring i.e. the halogen position. This accounts for the high reactivity of haloarenes when the nitro group is attached to its ortho or para positions.
Therefore, the right answer is option A.
Note: The substituent given to us is $N{O_2}$ which is a strong $ - M$ effect group or withdrawing group. This group takes up electrons from the benzene ring to stabilize its Nitrogen and Oxygen atoms. This inturn reduces the electron density inside the benzene ring making it more reactive.
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