A solution contains 1g mol. Each of p-toluene diazonium chloride and p-nitrophenyl diazonium cholride. To this 1g mol.of alkaline solution of phenol is added. Predict the major product. Explain your answer.


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Correct Answer - This reaction is an example of electrophilic aromatic substitution. IN alkaline medium, phenol generates phenoxide ion which is more electron rich than phenol and hence more reactive for electrophilic attack. The electrophilc in this reaction is aryldiazonium cation. Stronger the electrophilie faster is the reaction. p Nitrophenyldiazonium cation is a stronger electrophile than p-toluene diazonium cation. Therefore, it couples preferentially with phenol.

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