Verified Solution • 2025–26 Session moderate

QJEEAdv08Ch3058: JEE Advanced 2008 Chemistry - Class 12 JEEAdv08Ch3058 Solution: Statement 1 : Bromobenzene upon reaction with Br 2 /Fe gives 1, …

Statement 1 : Bromobenzene upon reaction with Br2/Fe gives 1, 4-dibromobenzene as the major product.

and

Statement 2: In bromobenzene, the inductive effect of the bromo group is more dominant than the mesomeric effect in directing the incoming electrophile.

Multiple Choice Options

  • A Statement 1 is True, Statement 2 is True; Statement 2 is a NOT correct explanation for Statement 1.
  • B Statement 1 is True, Statement 2 is False.
  • C Statement 1 is False, Statement 2 is True.
  • D Statement 1 is True, Statement 2 is True; Statement 2 is a correct explanation for Statement 1.

Step-by-Step Verified Solution

IIT-JEE 2008 Paper 1 Offline Chemistry - Haloalkanes and Haloarenes Question 2 English Explanation 1

Bromine orientation is controlled by its mesomeric effect. Its stabilisation of arenium ion by +M activity.

IIT-JEE 2008 Paper 1 Offline Chemistry - Haloalkanes and Haloarenes Question 2 English Explanation 2

In bromobenzene, the inductive effect of the bromo group is more dominant than the mesomeric effect in directing the incoming electrophile at para position. As a result, only mono substitution of bromobenzene takes place.

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