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ExamsJEE MainChemistry

Increasing order of reactivity of the following compounds for S_N1 substitution is: (A) (CH3)2CH–CH2–Cl (B) CH3–CH2–CH2–Cl (C) p-OCH3–C6H4–CH2–Cl (D) C6H5–CH2–CH2–Cl

  1. (A) < (B) < (D) < (C)
  2. (B) < (C) < (D) < (A)
  3. (B) < (C) < (A) < (D)
  4. (B) < (A) < (D) < (C)

Correct answer: (B) < (C) < (D) < (A)

Solution

The correct order reflects the stability of the carbocation intermediates formed during the S_N1 reaction. Primary alkyl halides (B) are the least reactive, while the presence of electron-donating groups like the methoxy group in (C) increases reactivity, and the tertiary structure in (A) leads to the most stable carbocation, making it the most reactive.

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