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Arenediazonium ion are weak electrophile...

Arenediazonium ion are weak electrophiles, they react with highly reactive aromatic compounds with phenols and tertiary aryl amines to yeild azo compounds. This electrophilic substitution is often called a diazo coupling reaction.
What is the major product of given reaction?

A

Balz Schiemenn reaction

B

Gattermann reaction

C

Carbylamines reaction

D

Diazotization reaction

Text Solution

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The correct Answer is:
D
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Diazonium salt formation and coupling reaction: When a reaction mixture of phenyl amine and nitrous acid is kept below 10^(@)C , a diazonium salt is formed. This reaction is called diazotization reaction. The diazonium ion, -N_(2)^(+) , is rather unstable and decomposes readily to nitrogen. However, delocalization of the diazonium from pi- bond electron over a benzene ring phenyl diazonium sufficiently for it to form at low temperature. The phenyl diazonium ion behaves as an electrophile, and will attack another arene molecule such as phenol. Electrophilic subsitiution takes at the 4 position, producing 4-hydroxy phenyl azobenzene. The reaction is known as coupling reaction. The compound formed is an energetically stable, yellow azo dye (the azo group is -N=N- ) The stability is due to extensive delocalisation of electrons via the nitrogen- nitrogen double bonds. The azo dye obtained on reacting 4-aminophenol with nitrous acid (in dilute hydrochloric acid) below 10^(@)C and coupling the resulting diazonium salt with phenol is :