KCET · Chemistry · Haloalkanes and Haloarenes
Which of the following halide shows highest reactivity towards \(\mathrm{S}_{\mathrm{N}} 1\) reaction?
- A \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Cl}\)
- B \(\mathrm{CH}_{3}-\mathrm{CH}_{2} \mathrm{Cl}\)
- C \(\mathrm{CH}_{3}-\mathrm{CH}_{2}-\mathrm{CH}_{2}-\mathrm{CH}_{2} \mathrm{I}\)
- D \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{Cl}\)
Answer & Solution
Correct Answer
(A) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Cl}\)
Step-by-step Solution
Detailed explanation
The order of reactivity of halides for \(S_{N} 1\) reaction is \(3^{\circ}>2^{\circ}>1^{\circ}\) as the stability of carbocation formed in \(S_{N} 1\) will be highest for \(3^{\circ}\) and lowest for \(1^{\circ}\). Here, \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Cl}\) will show highest reactivity for \(\mathrm{S}_{\mathrm{N}} 1\) mechanism as the carbocation left after removel of \(\mathrm{Cl}^{-}\)is resonance stablised.
So, \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Cl}\) will show highest reactivity towards \(S_{N} 1\) reaction.
So, \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{Cl}\) will show highest reactivity towards \(S_{N} 1\) reaction.
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