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NEETChemistryHaloalkanes and Haloarenes

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, c

Options

  1. ABoth A and R are true and R is the correct explanation of A .
  2. BBoth A and R are true but R is not the correct explanation of A .
  3. CA is true, but R is false.
  4. DA is false, but R is true.

Correct answer

C. A is true, but R is false.

Step-by-step solution

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.

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