Identify the product formed ( A and E )

Identify the product formed (A and E)

 

  1.  
  2.  
  3.  
  4.  

Solution

Step 1:

(  is m-directing group while group is  o− and p− directing group. Thus, Br group attach at o− position with respect to CH3 and m-position with respect to NO2 group)

Step 2:

On reduction with Sn/HCl, NO2-  group changes to   group.

Step 3:

 On treatment with NaNO2+HCl; NH2 changes to diazo group.

Step 4:

On treatment with , only diazo group (N2Cl) reacts and gets removed.

Step 5:

On oxidation with  group changes to COOH group.

 

Asked in: JEE Main 2023 (25 Jan Shift 1)

Practice more Amines questions on Aicharya