Given below are two statements: one is labelled as Assertion A and the other is labelled as Reason R . Assertion A : Experimental reaction of CH 3 Cl with aniline and anhydrous AlCl 3 does not give o and p -methylaniline. Reason R : The - NH 2 group of aniline becomes deactivating because of salt…

Question

Given below are two statements: one is labelled as Assertion $(A)$ and the other is labelled as Reason $(R)$ .

Assertion $(A)$ : Experimental reaction of ${CH}_{3} Cl$ with aniline and anhydrous ${AlCl}_{3}$ does not give $o$ and $p$ -methylaniline.

Reason $(R)$ : The $- {NH}_{2}$ group of aniline becomes deactivating because of salt formation with anhydrous ${AlCl}_{3}$ and hence yields $m$ -methyl aniline as the product.

In the light of the above statements, choose the most appropriate answer from the options given below

Aicharya · Accepted Answer

Under the Friedel Craft Reaction condition, the aniline (a Lewis base) binds to the electrophile ${AlCl}_{3}$ (a Lewis acid) to give a coordination complex (a salt). Then, the positive charge on the nitrogen is electron withdrawing, and it pulls the electron density of the aromatic ring by $- I effect$ . It therefore, deactivates the ring for further alkylation reactions. Finally, the complex precipitates out of the reaction mixture and the alkylation reaction is not observed.

Given below are two statements: one is labelled as Assertion A and the other is labelled as Reason R .…

Solution