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ExamsJEE MainChemistry

Which among the following halide/s will not show S_N1 reaction ? (A) H2C = CH – CH2Cl (B) CH3 – CH = CH – Cl (C) C6H5 – CH2 – Cl (D) (CH3)2CH – Cl Choose the most appropriate answer form the options given below: (1) (B) and (C) only (2) (B) only (3) (A) and (B) only (4) (A), (B) and (D) only

  1. (B) and (C) only
  2. (B) only
  3. (A) and (B) only
  4. (A), (B) and (D) only

Correct answer: (B) only

Solution

Option (B) is correct because the presence of a double bond adjacent to the leaving group in CH3 – CH = CH – Cl destabilizes the carbocation that would form in an S_N1 reaction, making it less likely to occur.

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