\( HCl \longrightarrow \)
[A]
(major)
\( \underset{\text { Dry acetone }}{\stackrel{ NaI }{\longrightarrow}} \underset{\text { (major) }}{[ B ]} \)
(JEE MAIN 2021)
A
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B
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C
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D
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Solution
The correct option is B \( A = \) \( B= \) In first step, alkene attacks the H+ to form stable carbocation (here NO2 is electron withdrawing group so carbocation formed at carbon far from it is more stable) followed by addition of Cl−. The aryl chloride formed with NaI undergoes Finkelstein reaction to form alkyl iodide. Here, alkyl iodide product is stable because NaCl is insoluble in acetone so I− is the active nucleophile here.
\( \stackrel{ Cl ^{-}}{\longrightarrow} \)
\( NaI / \) Acetone
Hence, correct option should be (a).