JEE Main · ChemistryHard

$Consider the reaction of p-nitroaniline with excess of Br_{2} water. What is the major product formed?$

A. $2,6-dibromo-4-nitroaniline$
B. $2-bromo-4-nitroaniline$
C. $3-bromo-4-nitroaniline$
D. $2,4,6-tribromoaniline$

Show correct answer & step-by-step solution

Correct answer: A — $2,6-dibromo-4-nitroaniline$

Solution

$The - NH_{2} group is a strong ortho/para directing group due to resonance.$
$The para position is already occupied by the - NO_{2} group.$
$Bromination occurs at the two available ortho positions relative to the amino group.$
$The product is 2,6-dibromo-4-nitroaniline .$
$Hence the answer is (A).$

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