Question:

What is the major product formed when diazonium salt undergoes Gatterman reaction?

Updated On: May 9, 2025
  • Haloarene
  • Aryl amine
  • Phenol
  • Diphenyl ether
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The Correct Option is A

Approach Solution - 1

In the Gatterman reaction, a diazonium salt is reacted in the presence of copper powder and a halogen acid, such as hydrochloric acid (HCl) or hydrobromic acid (HBr). The reaction can be summarized by the following steps:
  1. Formation of Diazonium Salt: An aryl amine is converted into a diazonium salt via reaction with nitrous acid at low temperatures.
  2. Substitution Reaction: In the presence of copper powder and a halogen acid, the diazonium group (N2+) is replaced by a halogen atom (such as Cl or Br).
  3. Formation of Haloarene: The major product formed is an aryl halide, commonly termed as haloarene.
Therefore, the major product of the Gatterman reaction when a diazonium salt undergoes is Haloarene.
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Approach Solution -2

The Gatterman reaction is a formylation reaction in which a diazonium salt reacts with carbon monoxide (CO) and hydrogen chloride (HCl) in the presence of a Lewis acid (usually AlCl₃). This reaction results in the formation of an aryl aldehyde. However, when a halide is used instead of the formylating agent, the reaction can produce a haloarene.

For the given options:

  • Haloarene: A diazonium salt reacts with a halogen (like Cl, Br, or I) to form a haloarene (a compound where a halogen is attached to an aromatic ring).
  • Aryl amine: The product of a diazonium reaction would typically not give an aryl amine, as it is formed from a primary amine before it is diazotized.
  • Phenol: Phenol would be formed in a reduction reaction (like the Sandmeyer reaction) but not as a major product in the Gatterman reaction.
  • Diphenyl ether: This is not a major product of the Gatterman reaction.

Thus, the major product formed when diazonium salt undergoes the Gatterman reaction is haloarene.

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