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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?
उत्तर १
Aniline does not undergo Friedel-Crafts reaction:
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.
उत्तर २
AlCl3 is acidic and aniline is basic in nature. They react with each other to form a salt. As a result, a positive charge is developed on the N-atom and electrophilic substitution in the benzene ring is deactivated. Hence, aniline does not undergo Friedel-Crafts reaction.
\[\ce{C6H5NH2 + AlCl3 -> C6H5NH^{+}2 AlCl^{-}3}\]
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संबंधित प्रश्न
How is chlorobenzene prepared from aniline?
What is the action of the following reagents on aniline?
Bromine water
Write the structures of main products when aniline reacts with the following reagents :
(CH3CO)2O/pyridine
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.
What is the action of the following reagents on aniline?
Acetic anhydride
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.
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Give reasons for the following observation:
Aniline is acetylated before nitration reaction.
In the following reaction, the reason for why meta-nitro product also formed is:
Aniline does not give Friedel-Crafts reaction. Give a reason.
