Saturday 29 April 2017

Coupling reactions of diazonium ions



Coupling reactions of diazonium ions
In the substitution reactions above, the nitrogen in the diazonium ion is lost. In the rest of the reactions on this page, the nitrogen is retained and used to make a bridge between two benzene rings.
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The reaction with phenol
Phenol is dissolved in sodium hydroxide solution to give a solution of sodium phenoxide.
The solution is cooled in ice, and cold benzenediazonium chloride solution is added. There is a reaction between the diazonium ion and the phenoxide ion and a yellow-orange solution or precipitate is formed.
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The product is one of the simplest of what are known as azo compounds, in which two benzene rings are linked by a nitrogen bridge.

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