Science of Synthesis

O'Leary, P., Science of Synthesis, (2007) 31, 1362.

Simple arenediazonium salts contain an aryl component directly bonded to the diazonium group and are associated with a distinct anion; however, when the anion is attached to the arene nucleus zwitterionic or inner salts are formed (see Section ‌31.23.2‌). The synthesis of simple arenediazonium salts can be achieved by many methods using various solvents and diazotizing agents, and by altering the way in which the anion is introduced. The commonest starting compounds are anilines that are reacted with either nitrous acid or sodium nitrite in an acidic medium. Problems can arise, however, if the amine has a low solubility in cold dilute acid.

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References

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• 8.Meeeee-Meee, (8888) 88/8, 8.
• 8.Meeeee-Meee, (8888) M 88e8, 8888.