Due to the decrease in electron density on the nitrogen atom, this salt deactivates the benzene ring towards further reaction. As a result, aniline does not undergo the Friedel-Crafts reaction.
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प्रश्न
Give reasons for the following:
Aniline does not undergo Friedel- Crafts reaction.
Account for the following:
Aniline does not undergo Friedel-Crafts reaction.
Why aniline does not undergo Friedel-Crafts reaction?
रासायनिक समीकरणे/रचना
कारण सांगा
लघु उत्तर
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उत्तर १
A Friedel-Crafts reaction is carried out in the presence of AlCl3. But AlCl3 is acidic in nature, while aniline is a strong base. Thus, aniline reacts with AlCl3 to form a salt (as shown in the following equation).
Due to the positive charge on the N-atom, electrophilic substitution in the benzene ring is deactivated. Hence, aniline does not undergo the Friedel-Crafts reaction.
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उत्तर २
The Friedel-Crafts reaction is an electrophilic substitution reaction that occurs in the presence of aluminium chloride (AlCl3) as a catalyst. AlCl3 acts as a Lewis acid, while aniline is a base. Therefore, their reaction forms a salt:
\[\ce{C6H5NH2 + AlCl3 -> \underset{(Salt)}{C6H5NH^+_2AlCl^-_3}}\]
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पाठ 9: Amines - Exercises [पृष्ठ २७८]
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संबंधित प्रश्न
How is chlorobenzene prepared from aniline?
What is the action of acetic anhydride on ethylamine?
Write the structures of main products when aniline reacts with the following reagents :
Br2 water
Write the chemical equations involved when aniline is treated with the following reagents:
Br2 water
Account for the following:
Although the amino group is o, p-directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.
Illustrate the following reactions giving suitable example in each case
Acetylation of amines
How will you convert the following?
Aniline into N−phenylethanamide
In the nitration of benzene using a mixture of conc. \[\ce{H2SO4}\] and conc. \[\ce{HNO3}\], the species which initiates the reaction is ______.
A solution contains 1 g mol. each of p-toluene diazonium chloride and p-nitrophenyl diazonium chloride. To this 1 g mol. of alkaline solution of phenol is added. Predict the major product. Explain your answer.
Assertion: N, N-Diethylbenzene sulphonamide is insoluble in alkali.
Reason: Sulphonyl group attached to nitrogen atom is strong electron-withdrawing group.
Give reasons for the following observation:
Aniline does not react with methyl chloride in the presence of anhydrous AlCl3 catalyst.
How can the activating effect of the −NH2 group in aniline be controlled?
Assertion (A): Bromination of benzoic acid, gives m-bromobenzoic acid.
Reason (R): Carboxyl group increases the electron density at the meta position.
Aniline does not give Friedel-Crafts reaction. Give a reason.
Given below are two statements:
Statement I: Aniline does not undergo a Friedel-Crafts alkylation reaction.
Statement II: Aniline cannot be prepared through Gabriel synthesis.
In the light of the above statements, choose the correct answer from the options given below:
