JEE Main 2024 · 1 February · morning · Single correct · +4 / −1
Given below are two statements :
Statement (I) : The NH₂ group in Aniline is ortho and para directing and a powerful activating group.
Statement (II) : Aniline does not undergo Friedel-Craft's reaction (alkylation and acylation).
In the light of the above statements, choose the most appropriate answer from the options given below :
- (a) Both Statement I and Statement II are correct
- (b) Both Statement I and Statement II are incorrect
- (c) Statement I is correct but Statement II is incorrect
- (d) Statement I is incorrect but Statement II is correct
Answer and solution
Answer (a) Both Statement I and Statement II are correct
Solution
Chemistry ma’am · 4 steps
Both are true: the lone pair that makes NH₂ so activating is exactly what ruins Friedel-Crafts.
- Statement I. The nitrogen lone pair is pushed into the ring by resonance. This puts extra electron density at the ortho and para carbons, so -NH₂ is a strong activating, ortho and para directing group. Statement I is correct.
- Lewis acid trap. Friedel-Crafts needs a Lewis acid catalyst such as AlCl₃. Aniline is a Lewis base, so its nitrogen gives its lone pair to AlCl₃ and forms a salt.
C₆H₅NH₂ + AlCl₃ → C₆H₅N(+)H₂-A(-)lCl₃
- Ring deactivated. Nitrogen now carries a positive charge and pulls electrons out of the ring. The ring becomes strongly deactivated, so alkylation and acylation do not take place. Statement II is correct.
- So. Both statements are correct, which is option (a).
The idea to keep. A basic group like -NH₂ reacts with the Lewis acid catalyst first. The positively charged product deactivates the ring, so aniline gives no Friedel-Crafts reaction.
Answer from the NTA final answer key. Solution by PrepWiser.