Formation of Diazonium Salt - Diazotization

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Reaction of amine with the nitrosonium ion gives a diazonium salt. The diazonium salt is usually made in situ since it is usually unstable. If the alkyl group is replaced with an aryl group, the salt is stable at 0 oC and reacts with various nucleophiles.

The diazonium salt is used in Tiffeneau-Demjanov rearrangements.

F. Mo, G. Dong, Y. Zhang and J. Wang, Org. Biomol. Chem., 2013, 11, 1582.