JEE Main Chemistry question
Consider -aminophenol. In strongly acidic medium it is present as the anilinium-type cation (with and free , ring positions ortho/other to labelled and ); in strongly basic medium it is present as the phenoxide (with and free , ring positions labelled and ). Which positions are activated for a coupling (azo) reaction in acidic and basic media respectively?
Answer: (B)
Solution
In strongly acidic medium, the amino group is fully protonated to the electron-withdrawing group and can no longer direct the ring; only the free group remains available to activate the ring, directing electrophilic coupling to the position
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