A) allyl chloride
B) ethyl chloride
C) isopropyi chloride
D) benzyl chloride
Correct Answer: D
Solution :
\[{{S}_{N}}1\]mechanism involves formation of carbocations and the order of stability of carbocations is as \[({{C}_{2}}H_{5}^{+})<{{(C{{H}_{3}})}_{2}}\overset{+}{\mathop{C}}\,H<\overset{+}{\mathop{C}}\,{{H}_{2}}-CH\] \[=C{{H}_{2}}<{{C}_{6}}{{H}_{5}}CH_{2}^{+}\] Thus, benzyl chloride, due to the formation of benzyl carbocation (most stable), readily undergoes hydrolysis by\[{{S}_{N}}1\]mechanism.
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