Aryl Halides and Phenols - Result Question 27

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

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

(2008,3M)

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Answer:

Correct Answer: 30. ortho-nitrophenol

Solution:

  1. Bromo group is deactivating due to dominance of inductive effect over resonance effect. However, orientation is determined by mesomeric effet of Br.


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