A) \[{{(C{{H}_{3}})}_{2}}C(Br)CH{{(C{{H}_{3}})}_{2}}\]
B) \[{{(C{{H}_{3}})}_{3}}CCH(Br)\,C{{H}_{3}}\]
C) \[{{(C{{H}_{3}})}_{3}}COHBrC{{H}_{3}}\]
D) None of the above
Correct Answer: A
Solution :
\[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow{{{H}^{+}}}\] \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\begin{smallmatrix} \overset{\oplus }{\mathop{O}}\,{{H}_{2}} \\ | \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow{-{{H}_{2}}O}\] \[\underset{{{2}^{o}}carbocation}{\mathop{C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\oplus }{\mathop{C}}\,H}}\,-C{{H}_{3}}\xrightarrow[shift]{1,2-methyl}\] \[\underset{\,\,\,\,\,\,\,\,\,\,\,{{3}^{o}}carbocation}{\mathop{C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{\overset{\oplus }{\mathop{C}}\,}}\,H}}\,-\underset{{}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,H-C{{H}_{3}}\xrightarrow{B{{r}^{-}}}\] \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} Br \\ | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\]
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