The compound shown is warmed with aqueous $NaOH$ at about 368 K and the mixture is then acidified. Which structure is the organic product?

AStructure A
BStructure B
CStructure C
DStructure D

Answer: A

Two nitro groups, ortho and para to chlorine, stabilise the anionic intermediate of nucleophilic aromatic substitution by resonance, so hydrolysis occurs at about 368 K. OH replaces Cl, giving 2,4-dinitrophenol after acidification. 3,5-Dinitrophenol would require chlorine to be meta to nitro groups, and the amine and hydrocarbon are not formed.

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The compound shown is warmed with aqueous NaOH at about 368 K and the mixture is then acidified. Which structure is the organic product?

Answer: A

More questions on Aryl halide reactivity and monochlorination product counts

The compound shown is warmed with aqueous $NaOH$ at about 368 K and the mixture is then acidified. Which structure is the organic product?