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Sandmeyer Reaction

Definition: What is Sandmeyer Reaction?

Sandmeyer reaction is a type of radical-nucleophilic aromatic substitution reaction. It is a useful tool by which an amino group on an aromatic ring is replaced with different substituents. During the Sandmeyer reaction, the amino group is converted into a diazonium salt that can be transformed into various functional groups using a catalyst. The mechanism involves several steps, including the generation of intermediary compounds [1-3].

Example of Sandmeyer Reaction [4,5]

Sandmeyer Reaction

Mechanism of Sandmeyer Reaction [2,3,6,7]

Sandmeyer Reaction Mechanism

Applications of Sandmeyer Reaction [2]

  • Halogenation – Synthesis of aryl halides
  • Cyanation – Synthesis of benzonitriles and other useful medicinal drugs
  • Trifluoromethylation – Synthesis of aryl compounds having trifluoromethyl group and are used as pharmaceuticals
  • Hydroxylation – Conversion of aryl amines into phenols

References

  1. Definition – Chem.libretexts.org
  2. Definition and mechanism – Byjus.com
  3. Definition and mechanism – Masterorganicchemistry.com
  4. Examples – Chem.ucla.edu
  5. Examples – En.chem-station.com
  6. Mechanism – Name-reaction.com
  7. Mechanism – Organic-chemistry.org

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