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Question
Aniline does not give Friedel-Crafts reaction. Give a reason.
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Solution
Aniline does not undergo Friedel-Craft's reaction because the reaction takes place in the presence of AlCl3, but AlCl3 is a Lewis acid, whereas aniline is a strong basic. Thus, aniline interacts with AlCl3 to produce a salt.
The positive charge on the N-atom prevents electrophilic substitution in the benzene ring. As a result, aniline does not undergo the Friedel-Craft reaction.
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What is the action of acetic anhydride on ethylamine?
Give reasons for the following:
Aniline does not undergo Friedel- Crafts reaction.
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Although the amino group is o, p-directing in aromatic electrophilic substitution reactions, aniline on nitration gives a substantial amount of m-nitroaniline.
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What is the action of the following reagents on aniline?
Hot and conc. sulphuric acid
Give reasons for the following observation:
Aniline does not react with methyl chloride in the presence of anhydrous AlCl3 catalyst.
Assertion (A): Bromination of benzoic acid, gives m-bromobenzoic acid.
Reason (R): Carboxyl group increases the electron density at the meta position.
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:
Identify the major product C formed in the following reaction sequence:
\[\ce{CH3 - CH2 - CH2 - I ->[NaCN] A ->[OH-][Partial hydrolysis] B ->[NaOH][Br2] \underset{(major)}{C}}\]
