COMEDK · Chemistry · 25. Haloalkanes and Haloarenes
Arrange the compounds \(\mathrm{A}, \mathrm{B}, \mathrm{C}\) and \(\mathrm{D}\) in the increasing order of their reactivity towards \(\mathrm{S_N}1\) reaction.
\(
\begin{aligned}
& \mathrm{A}=\mathrm{C}_6 \mathrm{H}_5 \mathrm{CH}_2 \mathrm{Cl} \\
& \mathrm{B}=\mathrm{C}_6 \mathrm{H}_5 \mathrm{Cl} \\
& \mathrm{C}=\mathrm{CH}_2=\mathrm{CH}-\mathrm{Cl} \\
& \mathrm{D}=\mathrm{CH}_3-\mathrm{CH}_2-\mathrm{Cl}
\end{aligned}\)
- A \(\mathrm{B}<\mathrm{C}<\mathrm{D}<\mathrm{A}\)
- B \(\mathrm{D}<\mathrm{C}<\mathrm{B}<\mathrm{A}\)
- C \(\mathrm{D}<\mathrm{B}<\mathrm{A}<\mathrm{C}\)
- D \(\mathrm{C}<\mathrm{A}<\mathrm{D}<\mathrm{B}\)
Answer & Solution
Correct Answer
(A) \(\mathrm{B}<\mathrm{C}<\mathrm{D}<\mathrm{A}\)
Step-by-step Solution
Detailed explanation
\(S_N1\) reactivity depends on the stability of the carbocation formed. A (\(C_6H_5CH_2Cl\)): Forms benzyl carbocation (\(C_6H_5CH_2^+\)) — highly stable due to resonance delocalization over the benzene ring. Most reactive. D (\(CH_3CH_2Cl\)): Forms ethyl carbocation (\(1°\)) —…
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