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Read the passage given below and answer the following questions :
The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.
Q. Why is the activating effect of -NHCOCH3 group in the above reaction less than the activating effect of amino group?
  • a)
    Due to mesomeric effect of benzene ring.
  • b)
    Due to inductive effect of alkyl group.
  • c)
    Due to resonance effect of acetanilide.
  • d)
    All of the above.
Correct answer is option 'C'. Can you explain this answer?
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Read the passage given below and answer the following questions :The ...
The lone pair of electrons on nitrogen of acetanilide interacts with oxygen atom due to resonance as shown below
Hence, the lone pair of electrons on nitrogen is less available for donation to benzene ring by resonance. Therefore, activating effect of – NHCOCH3 group is less than that of amino group.
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Read the passage given below and answer the following questions :The ...
The activating effect of -NHCOCH3 group in the above reaction is less than the activating effect of amino group due to resonance effect of acetanilide.

- Resonance Effect:
The resonance effect of the acetanilide group (-NHCOCH3) is weaker compared to the amino group (-NH2). This is because the lone pair of electrons on the nitrogen atom in acetanilide is delocalized into the carbonyl group through resonance, reducing its ability to donate electron density to the benzene ring. On the other hand, in the amino group, the lone pair of electrons on the nitrogen atom is directly available to donate electron density to the benzene ring, resulting in a stronger activating effect.

- Mesomeric Effect:
The mesomeric effect of the benzene ring also plays a role in this difference. The amino group is a stronger electron donating group compared to the acetanilide group due to its more direct interaction with the benzene ring through resonance.

- Overall Effect:
Due to the weaker resonance effect of the acetanilide group, the activating effect of -NHCOCH3 is less than that of the amino group in electrophilic substitution reactions of aromatic compounds. This difference in activating effects influences the regioselectivity of substitution reactions and the control of substitution at specific positions on the aromatic ring.
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Read the passage given below and answer the following questions :The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.Q. Why is the activating effect of -NHCOCH3 group in the above reaction less than the activating effect of amino group?a)Due to mesomeric effect of benzene ring.b)Due to inductive effect of alkyl group.c)Due to resonance effect of acetanilide.d)All of the above.Correct answer is option 'C'. Can you explain this answer?
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Read the passage given below and answer the following questions :The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.Q. Why is the activating effect of -NHCOCH3 group in the above reaction less than the activating effect of amino group?a)Due to mesomeric effect of benzene ring.b)Due to inductive effect of alkyl group.c)Due to resonance effect of acetanilide.d)All of the above.Correct answer is option 'C'. Can you explain this answer? for Class 12 2024 is part of Class 12 preparation. The Question and answers have been prepared according to the Class 12 exam syllabus. Information about Read the passage given below and answer the following questions :The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.Q. Why is the activating effect of -NHCOCH3 group in the above reaction less than the activating effect of amino group?a)Due to mesomeric effect of benzene ring.b)Due to inductive effect of alkyl group.c)Due to resonance effect of acetanilide.d)All of the above.Correct answer is option 'C'. Can you explain this answer? covers all topics & solutions for Class 12 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Read the passage given below and answer the following questions :The main problem encountered during electrophilic substitution reactions of aromatic amines is that of their very high reactivity. Substitution tends to occur at ortho and para positions. If we have to prepare monosubstituted aniline derivative, how can the activating effect of –NH2 group be controlled? This can be done by protecting the –NH2 group by acetylation with acetic anhydride, then carrying out the desired substitution followed by hydrolysis of the substituted amide to the substituted amine.Q. Why is the activating effect of -NHCOCH3 group in the above reaction less than the activating effect of amino group?a)Due to mesomeric effect of benzene ring.b)Due to inductive effect of alkyl group.c)Due to resonance effect of acetanilide.d)All of the above.Correct answer is option 'C'. Can you explain this answer?.
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