JEE Main Chemistry question

Which of the following gives a white precipitate (immediately, on treatment with alcoholic AgNO₃)?

(A)An aryl bromide with a benzylic –CH₂Cl group
(B)An aryl bromide with a benzylic –CH₂Cl group (differently substituted)
(C)An aryl bromide with a benzylic –CH₂I groupCorrect
(D)None of these

Answer: (C)

Solution

Aryl (ring-attached) C–X bonds are essentially unreactive toward ionization and do not react with AgNO₃. A benzylic C–X bond, however, ionizes readily (stabilized benzylic

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Question ID VK-139252