The correct order of reactivity of following haloarenes towards nucleophilic substitution with aqueous NaOH is : A. (see structure) B. (see structure) C. (see structure) D. (see structure)
Choose the correct answer from the options given below:ABCD
(A)A > B > D > C
(B)C > A > D > B
(C)D > C > B > A
(D)D > B > A > C✓ Correct
Answer: (D)
Solution
Nucleophilic aromatic substitution is favoured when electron-withdrawing nitro groups stabilise the negative charge of the intermediate and is hindered when an electron-donating group enriches the ring. The compound carrying three nitro groups is activated most and reacts fastest. The compound with a single ortho nitro group comes next. Plain chlorobenzene, with no activating group, is slower, and the compound carrying an electron-releasing methoxy group is the least reactive. The order of reactivity is the trinitro compound, then the mononitro compound, then chlorobenzene, then the methoxy compound.
JEE Main · 2023 · 08 Apr 2023 · Shift 2 · Single correct option
