Moderate

Aniline is reacted with Br2/H2O and the resulting product is treated with an aqueous solution of sodium nitrite in presence of dil. HCl. The compound formed is converted into tetrafluoroborate which is subsequently heated dry. The final product is:

Correct answer: D. 2,4,6−tribromofluorobenzene

  • A. 1,3,5−tribromobenzene
  • B. p−bromofluorobenzene
  • C. p−bromoaniline
  • D. 2,4,6−tribromofluorobenzene

Explanation

NH2 is an ortho para directing group, when bromine water reacts with aniline it produces 2,4,6-tribromoaniline. When 2,4,6-tribromoaniline reacts further with aqueous solution of NaNO2/HCl it produces tetrafluoroborate which is heated dry and the final product is 2,4,6−tribromofluorobenzene.

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About Alkyl Halides

Alkyl halides are named and related to their carbon-halogen structure, polarity and reactivity. The key reactions are nucleophilic substitution by SN1 and SN2 mechanisms and elimination by E1 and E2 mechanisms, including how substrate structure, nucleophile, base, solvent and temperature influence substitution versus elimination.

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