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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?
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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 ...
Explanation:

Aniline does not undergo Friedel-Crafts reaction due to the following reasons:

1. Anilium ion deactivates any further reaction:

The lone pair of electrons on the nitrogen of aniline can donate electrons to the benzene ring, making it more electron-rich. This makes it difficult for another electrophile to attack the ring, which is necessary for the Friedel-Crafts reaction to occur. Additionally, the anilium ion that is formed during the reaction deactivates the ring towards further electrophilic attack, making the reaction even more difficult.

2. Aluminium chloride, the catalyst reacts with NH2 group:

Aniline is a weakly basic compound, and the lone pair of electrons on the nitrogen can interact with the aluminum chloride catalyst in the Friedel-Crafts reaction. This interaction can lead to the formation of a complex between the catalyst and the aniline molecule, which can hinder the reaction.

3. Nitrogen of aniline acquires positive charge:

During the Friedel-Crafts reaction, the nitrogen of aniline can acquire a positive charge due to the interaction with the electrophile. This positive charge can destabilize the molecule and make it more reactive towards further electrophilic attack. However, this positive charge can also lead to the formation of the anilium ion, which deactivates the ring towards further reaction.

Therefore, all of these reasons contribute to the inability of aniline to undergo the Friedel-Crafts reaction.
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Read the passage given below and answer the following questions:Reductive alkylation is the term applied to the process of introducing alkyl groups into ammonia or a primary or secondary amine by means of an aldehyde or ketone in the presence of a reducing agent. The present discussion is limited to those reductive alkylations in which the reducing agent is hydrogen and a catalyst or "nascent" hydrogen, usually from a metalacid combination; most of these reductive alkylations have been carried out with hydrogen and a catalyst. The principal variation excluded is that in which the reducing agent is formic acid or one of its derivatives; this modification is known as the Leuckart reaction. The process of reductive alkylation of ammonia consists in the addition of ammonia to a carbonyl compound and reduction of the addition compound or its dehydration product. The reaction usually is carried out in ethanol solution when the reduction is to be effected catalytically:Since the primary amine is formed in the presence of the aldehyde it may react in the same way as ammonia, yielding an additional compound, a Schiff's base (RCH= NCH2R) and finally, a secondary amine. Similarly, the primary amine may react with the imine, forming an addition product which also is reduced to a secondary amine Finally, the secondary amine may react with either the aldehyde or the imine to give products which are reduced to tertiary amines.Similar reactions may occur when the carbonyl compound employed is a ketone.Q. The reaction of ammonia and its derivatives with aldehydes is called

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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