A) \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{2}}OH\]
B) \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,-OH\]
C) \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ OH \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{2}}-C{{H}_{3}}\]
D) \[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}OH\]
Correct Answer: B
Solution :
(a)\[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{2}}OH\xrightarrow[-{{H}_{2}}O]{{{H}^{+}}}C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{CH}}\,-\overset{+}{\mathop{C}}\,{{H}_{2}}\]\[1{}^\circ \]carbonium ion (b)\[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,-OH\xrightarrow[-{{H}_{2}}O]{{{H}^{+}}}\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{{{C}^{+}}}}}\,\]\[3{}^\circ \]carbonium ion (c)\[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ OH \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{2}}-C{{H}_{3}}\xrightarrow[-{{H}_{2}}O]{{{H}^{+}}}\]\[C{{H}_{3}}-\overset{+}{\mathop{CH}}\,-C{{H}_{2}}-C{{H}_{3}}\]\[2{}^\circ \]carbonium ion (d)\[C{{H}_{3}}-C{{H}_{2}}-C{{H}_{2}}-C{{H}_{2}}-OH\xrightarrow[-{{H}_{2}}O]{{{H}^{+}}}\]\[C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}\overset{+}{\mathop{C}}\,{{H}_{2}}\]\[1{}^\circ \]carbonium ion The stability order of carbonium ion is as\[3{}^\circ \] carbonium ion\[>2{}^\circ \]carbonium ion \[>1{}^\circ \] carbonium ion Hence, the compound\[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,-OH\]will produce the most stable carbonium ion.
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