A) \[{{\left( C{{H}_{3}} \right)}_{3}}COC{{\left( C{{H}_{3}} \right)}_{3}}\]
B) \[{{\left( C{{H}_{3}} \right)}_{3}}CO{{C}_{2}}{{H}_{5}}\]
C) \[{{C}_{2}}{{H}_{5}}O{{C}_{2}}{{H}_{5}}\]
D) \[{{\left( C{{H}_{3}} \right)}_{2}}C=C{{H}_{2}}\]
Correct Answer: B
Solution :
[b] ten - Butyl alcohol is preferentially protonated because its corresponding carbocation is highly stable than that of \[{{C}_{2}}{{H}_{5}}OH\] \[{{\left( C{{H}_{3}} \right)}_{3}}COH\xrightarrow{{{H}^{+}}}{{(C{{H}_{3}})}_{3}}\text{C}\overset{+}{\mathop{\text{O}}}\,{{\text{H}}_{2}}\] \[\xrightarrow{-{{H}_{2}}O}\underset{Stable}{\mathop{{{\left( C{{H}_{3}} \right)}_{3}}}}\,\overset{+}{\mathop{C}}\,\xrightarrow{C{{H}_{3}}C{{H}_{2}}\underset{\centerdot \centerdot }{\overset{\centerdot \centerdot }{\mathop{O}}}\,H}\] \[{{(C{{H}_{3}})}_{3}}C{{\overset{H}{\mathop{O}}\,}^{+}}C{{H}_{2}}C{{H}_{3}}\xrightarrow{-{{H}^{+}}}{{(C{{H}_{3}})}_{3}}COC{{H}_{2}}C{{H}_{3}}\]The tert-buiyl cation is preferentially attacked by \[C{{H}_{3}}C{{H}_{2}}OH\] rather than bulky \[{{(C{{H}_{3}})}_{3}}COH\]
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