Aniline reacts with concentrated HNO_3 to give [BITSAT 2007]

JEE Main Chemistry question

Aniline reacts with concentrated to give [BITSAT 2007]

(A)-phenylenediamine,
(B)a mixture of -nitroaniline and -nitroanilineCorrect
(C)-benzoquinone,
(D)nitroaniline, (unspecified single isomer)

Answer: (B)

Solution

Concentrated nitric acid is strongly acidic, so most of the aniline present is protonated to the anilinium ion, a meta-director, while any free aniline that nitrates reacts through its (unprotonated)

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Question ID VK-150238