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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.
Answers (1)
This reaction is an example of electrophilic aromatic substitution. Phenol forms phenoxide ion in an alkaline medium, which is more electron-rich than phenol and therefore more reactive in the electrophilic attack. Arydiazonium cation is electrophile in this reaction, and p-Nitrophenyldiazonium cation is a stronger electrophile than p-toluene diazonium cation. Hence, it pairs preferentially with phenol.
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