A) \[C{{H}_{3}}l+{{C}_{2}}{{H}_{5}}OH;\,{{(C{{H}_{3}})}_{3}}C-l+C{{H}_{3}}OH\]
B) \[C{{H}_{3}}OH+{{C}_{2}}{{H}_{5}}l;\,{{(C{{H}_{3}})}_{3}}C-OH+C{{H}_{2}}l\]
C) \[C{{H}_{3}}l+{{C}_{2}}{{H}_{5}}OH;\,C{{H}_{3}}l+{{(C{{H}_{3}})}_{3}}C-OH\]
D) \[C{{H}_{3}}OH+{{C}_{2}}{{H}_{5}}l;{{(C{{H}_{3}})}_{3}}C-l+C{{H}_{3}}OH\]
Correct Answer: A
Solution :
\[C{{H}_{3}}O{{C}_{2}}{{H}_{5}}\] undergoes cleavage by \[{{S}_{N}}2\] mechanism to give \[C{{H}_{3}}l\] and \[{{C}_{2}}{{H}_{5}}OH\] while \[{{(C{{H}_{3}})}_{3}}COC{{H}_{3}}\] undergoes cleavage by \[{{S}_{N}}1\] mechanism to give \[{{(C{{H}_{3}})}_{3}}Cl\] and \[C{{H}_{3}}OH\].
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