A) \[{{(C{{H}_{3}})}_{2}}C\,(Br)\,CH\,{{(C{{H}_{3}})}_{2}}\]
B) \[{{(C{{H}_{3}})}_{3}}CCH\,(Br)\,C{{H}_{3}}\]
C) \[{{(C{{H}_{3}})}_{3}}COHBr\,C{{H}_{3}}\]
D) None of the above
Correct Answer: A
Solution :
\[C{{H}_{3}}-\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{C}}\,}}\,-\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow{{{H}^{+}}}\] \[C{{H}_{3}}-\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{C}}\,}}\,-\overset{\begin{smallmatrix} \overset{\oplus }{\mathop{O}}\,{{H}_{2}} \\ | \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow{-{{H}_{2}}O}\] \[C{{H}_{3}}-\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \\ {{2}^{o}}carbocation \end{smallmatrix}}{\mathop{C}}\,}}\,-\overset{\oplus }{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow[shift]{1.2-methly}\] \[C{{H}_{3}}-\overset{\oplus }{\mathop{\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \\ 3{{\,}^{o}}carbocation \end{smallmatrix}}{\mathop{C}}\,}}\,-\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}\,H-C{{H}_{3}}\xrightarrow{B{{r}^{-}}}\]
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