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TS EAMCET · Chemistry · General Organic Chemistry

Which of the following is least reactive towards \(\mathrm{S}_{\mathrm{N}} 1\) reaction?

  1. A \(\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{Cl}\)
  2. B \(\mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl}\)
  3. C \(\mathrm{H}_2 \mathrm{C}=\mathrm{CH}-\mathrm{CH}_2 \mathrm{Cl}\)
  4. D \(\left(\mathrm{C}_6 \mathrm{H}_5\right)_2 \mathrm{CHCl}\)
Verified Solution

Answer & Solution

Correct Answer

(B) \(\mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl}\)

Step-by-step Solution

Detailed explanation

The reactivity towards \(\mathrm{S}_{\mathrm{N}} 1\) depends on the stability of the carbocation formed in the first step. Among the given options, the least stable carbocation is the arenium ion \(\left(\mathrm{Ar}^{+}\right)\)and thus, \(\mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl}\)…