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Aniline does not undergo Friedel – Crafts reaction
- a)Anilium ion deactivates any further reaction.
- b)aluminium chloride, the catalyst reacts with NH2 group
- c)nitrogen of aniline acquires positive charge
- d)all of these
Correct answer is option 'D'. Can you explain this answer?
Verified Answer
Aniline does not undergo Friedel – Crafts reactiona)Anilium ion ...
NH2 has lp of electron which reacts with AlCl3 or other catalyst that we add to form anilium ion.
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Aniline does not undergo Friedel – Crafts reactiona)Anilium ion ...
Friedel-Crafts Reaction Overview
The Friedel-Crafts reaction is a key method in organic chemistry for the alkylation or acylation of aromatic compounds using electrophilic substitution. However, aniline is notably unreactive in this context due to several factors.
Factors Affecting Aniline's Reactivity
- Anilinium Ion Formation:
In acidic conditions, aniline can form an anilinium ion (C6H5NH3+). This ion is a stronger electron-withdrawing species, which deactivates the aromatic ring and makes it less reactive towards electrophiles.
- Reaction with Aluminium Chloride:
Aluminium chloride (AlCl3), the typical Lewis acid catalyst for Friedel-Crafts reactions, can coordinate with the amino group (NH2) of aniline. This coordination reduces the availability of the nitrogen lone pair to stabilize the positive charge on the aromatic ring, thus hindering the reaction.
- Positive Charge on Nitrogen:
The nitrogen atom in aniline can acquire a positive charge when it forms the anilinium ion. This change in charge distribution decreases the nucleophilicity of the ring, making it less susceptible to electrophilic attack.
Conclusion
Considering these factors, aniline does not participate in Friedel-Crafts reactions. All the reasons discussed contribute to its inactivation in this process. Therefore, the correct explanation for aniline's unreactivity in Friedel-Crafts reactions is option 'D': all of the above factors play a role in its deactivation.
The Friedel-Crafts reaction is a key method in organic chemistry for the alkylation or acylation of aromatic compounds using electrophilic substitution. However, aniline is notably unreactive in this context due to several factors.
Factors Affecting Aniline's Reactivity
- Anilinium Ion Formation:
In acidic conditions, aniline can form an anilinium ion (C6H5NH3+). This ion is a stronger electron-withdrawing species, which deactivates the aromatic ring and makes it less reactive towards electrophiles.
- Reaction with Aluminium Chloride:
Aluminium chloride (AlCl3), the typical Lewis acid catalyst for Friedel-Crafts reactions, can coordinate with the amino group (NH2) of aniline. This coordination reduces the availability of the nitrogen lone pair to stabilize the positive charge on the aromatic ring, thus hindering the reaction.
- Positive Charge on Nitrogen:
The nitrogen atom in aniline can acquire a positive charge when it forms the anilinium ion. This change in charge distribution decreases the nucleophilicity of the ring, making it less susceptible to electrophilic attack.
Conclusion
Considering these factors, aniline does not participate in Friedel-Crafts reactions. All the reasons discussed contribute to its inactivation in this process. Therefore, the correct explanation for aniline's unreactivity in Friedel-Crafts reactions is option 'D': all of the above factors play a role in its deactivation.
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Aniline does not undergo Friedel – Crafts reactiona)Anilium ion deactivates any further reaction.b)aluminium chloride, the catalyst reacts with NH2 groupc)nitrogen of aniline acquires positive charged)all of theseCorrect answer is option 'D'. Can you explain this answer? for Class 12 2025 is part of Class 12 preparation. The Question and answers have been prepared according to the Class 12 exam syllabus. Information about Aniline does not undergo Friedel – Crafts reactiona)Anilium ion deactivates any further reaction.b)aluminium chloride, the catalyst reacts with NH2 groupc)nitrogen of aniline acquires positive charged)all of theseCorrect answer is option 'D'. Can you explain this answer? covers all topics & solutions for Class 12 2025 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Aniline does not undergo Friedel – Crafts reactiona)Anilium ion deactivates any further reaction.b)aluminium chloride, the catalyst reacts with NH2 groupc)nitrogen of aniline acquires positive charged)all of theseCorrect answer is option 'D'. Can you explain this answer?.
Aniline does not undergo Friedel – Crafts reactiona)Anilium ion deactivates any further reaction.b)aluminium chloride, the catalyst reacts with NH2 groupc)nitrogen of aniline acquires positive charged)all of theseCorrect answer is option 'D'. Can you explain this answer? for Class 12 2025 is part of Class 12 preparation. The Question and answers have been prepared according to the Class 12 exam syllabus. Information about Aniline does not undergo Friedel – Crafts reactiona)Anilium ion deactivates any further reaction.b)aluminium chloride, the catalyst reacts with NH2 groupc)nitrogen of aniline acquires positive charged)all of theseCorrect answer is option 'D'. Can you explain this answer? covers all topics & solutions for Class 12 2025 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for Aniline does not undergo Friedel – Crafts reactiona)Anilium ion deactivates any further reaction.b)aluminium chloride, the catalyst reacts with NH2 groupc)nitrogen of aniline acquires positive charged)all of theseCorrect answer is option 'D'. Can you explain this answer?.
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