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JEE Main2026Apr 4, Shift 1Chemistry
Q.

Product C of the following reaction sequence will be

  1. A

    1-Bromo-4-nitrobenzene

  2. B

    1,3,5-Tribromo-2-nitrobenzene

  3. C

    4-Bromo-1-nitrobenzene

  4. D

    1,3,5-Tribromobenzene

Solution

Step 1: Aniline with in water gives -tribromoaniline (), since the strongly activating directs Br to the ortho and para positions.

Step 2: at K diazotises the remaining , giving the aryldiazonium chloride of -tribromoaniline.

Step 3: Treatment with converts the diazonium chloride into the fluoroborate salt. Subsequent reaction with on heating is a variant of the Sandmeyer-style nitration: the group is replaced by .

The product is the original tribromo arene with where the amino group used to be: -tribromo--nitrobenzene.

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