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← IIT-JEE 2008 · Paper 1
ChemistryAssertion and reason+3 / -1Question 57 of 69

IIT-JEE 2008 · Paper 1, Chemistry question 57

STATEMENT-1: Bromobenzene upon reaction with BrX2\ce{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.

Choose one option
Answer and worked solution

Official answer: C

Statement 1. Bromine is an ortho/para director, and the para product dominates (less steric hindrance): 1,4-dibromobenzene is the major product. True.

Statement 2. The -I effect of Br deactivates the ring (governs the rate), but the +M effect governs the orientation, by stabilising the ortho/para σ-complexes. So the statement is false.

(C)