Q.

Find the total number of halogen atoms present in the major end product

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answer is 5.

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Detailed Solution

The total number of halogen atoms in the major end product is 3.

Detailed Solution:

  1. The starting compound is 1,4-dinitrobenzene.
  2. In the first step, with NH4HS, one nitro group (-NO2) is converted to an amino group (-NH2), forming P (1-amino-4-nitrobenzene).
  3. In the second step, bromine water (Br2/H2O) reacts, substituting bromine atoms at the ortho- and para-positions relative to the amino group, forming Q (2,6-dibromo-4-nitroaniline).
  4. In the third step, diazotization (NaNO2/HCl) converts the amino group to a diazonium group (-N2+), forming R (2,6-dibromo-4-nitrobenzenediazonium).
  5. In the final step, Sandmeyer reaction (CuBr/HBr) replaces the diazonium group with a bromine atom, forming the major end product: 2,4,6-tribromonitrobenzene.
  6. The major product contains 3 bromine atoms.

Concept Behind the Problem:

This problem is based on understanding the sequence of reactions:

  • Reduction: Converting -NO2 to -NH2.
  • Bromination: Adding bromine to positions ortho and para to -NH2.
  • Diazotization: Converting -NH2 to -N2+.
  • Sandmeyer Reaction: Replacing -N2+ with a halogen atom.

The final product is identified based on the substitution reactions and their regioselectivity.

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