A) 1-chloropentane
B) 2-methyl-2-chloropentane
C) neo-pentyl chloride
D) 2-chloropentane
Correct Answer: B
Solution :
\[{{S}_{N}}1\]mechanism involves formation of carbocation and\[3{}^\circ \]cation is highly stable. \[{{H}_{3}}\overset{5}{\mathop{C}}\,-\overset{4}{\mathop{C}}\,{{H}_{2}}-\overset{3}{\mathop{C}}\,{{H}_{2}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} Cl \\ _{2}| \end{smallmatrix}}{\mathop{C}}}\,-\overset{1}{\mathop{C}}\,{{H}_{3}}\] 2-methyl-2-chloropentane gives a more stable \[3{}^\circ \]carbocation, so it reacts according to\[{{S}_{N}}1\]mechanism.
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