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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    Vishal Baghel | Contributor-Level 10

    3 months ago

    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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