A solution contains 1 g mol each of p-toluene diazonium chloride and p-nitrophenyl diazonium chloride. To this 1 g mol of alkaline solution of phenol is added. Predict the major product. Explain your answer.
A solution contains 1 g mol each of p-toluene diazonium chloride and p-nitrophenyl diazonium chloride. To this 1 g mol of alkaline solution of phenol is added. Predict the major product. Explain your answer.
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1 Answer
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This is a Short Type Questions as classified in NCERT Exemplar
Ans:
This is an example of an electrophilic aromatic substitution reaction. phenol generates phenoxide ion in alkaline medium, which is more electron-rich than phenol and thus more reactive to electrophilic attack. In this reaction, the electrophile is an aryldiazonium cation.
The faster the reaction, the stronger the electrophile.
The cation p-nitrophenyldiazonium is a stronger electrophile than the cation p-toluene diazonium.
As a result, it preferentially couples with phenol.
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