The compound shown is brominated with Br2 and FeBr3. Which structure is the major product?

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JEE Main levelSingle correct optionDifficulty 2 of 3o2269

The compound shown is brominated with $Br X_{2}$ and $FeBr X_{3}$ . Which structure is the major product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: B

The compound is 4-nitrotoluene. The methyl group directs ortho to itself and the nitro group directs meta to itself; both effects point to the same carbon, the one ortho to

CH X_{3}

and meta to

NO X_{2}

. The product is 2-bromo-4-nitrotoluene.

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The compound shown is brominated with $Br X_{2}$ and $FeBr X_{3}$ . Which structure is the major product?