JEE Main Chemistry question

Which one of the following is most reactive towards aqueous NaOH (hydrolysis)?

(A)C₆H₅Cl
(B)C₆H₅CH₂ClCorrect
(C)C₆H₅Br
(D)*p*-Br–C₆H₄–Br

Answer: (B)

Solution

Benzyl chloride's C–Cl bond is at a benzylic, sp³ carbon, which ionises readily (stabilised benzylic cation) or undergoes easy Sɴ2 attack; plain aryl halides, by contrast, strongly

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Question ID VK-140409