Numford
Name reaction

Balz-Schiemann reaction

Fluorobenzene is made by treating benzene diazonium chloride with fluoroboric acid and heating the diazonium tetrafluoroborate that separates.

Class 12, Chapter 9 Amines

  1. N+NCl−
    Benzene diazonium chlorideC₆H₅N₂⁺Cl⁻Diazonium salt
  2. Step 1

    (i) HBF₄ (ii) heat

    Balz-Schiemann reaction
    i

    Balz-Schiemann reaction: the tetrafluoroborate salt precipitates and decomposes on heating.

    F
    FluorobenzeneC₆H₅FHaloarene

Reagents: HBF₄, then heat

Mechanism

How it works

  1. Benzene diazonium chloride reacts with HBF₄ to give insoluble benzene diazonium tetrafluoroborate.
  2. On heating, the salt decomposes.
  3. Fluorobenzene, BF₃ and N₂ are the products.
Used to prepare

What it makes

Fluorobenzene (direct fluorination of benzene is too violent to control).

Limitations

Where it fails

Needs the dry diazonium tetrafluoroborate to be isolated and heated.

Which chapter

Class 12, Chapter 9 Amines

Questions

Balz-Schiemann reaction: quick answers

Why is fluorobenzene not made by the Sandmeyer reaction?

Fluorine is introduced through the diazonium tetrafluoroborate salt instead, which is the NCERT method for the fluoro compound.

What are the by-products of the Balz-Schiemann reaction?

Boron trifluoride and nitrogen.

Which reagent gives the insoluble salt?

Fluoroboric acid, HBF4.

Plan an organic conversion