A) \[C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} Cl \\ | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]
B) \[C{{H}_{3}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} C{{H}_{3}} \\ | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]
C) \[C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} Cl \\ | \end{smallmatrix}}{\mathop{C}}}\,-\overset{\begin{smallmatrix} Cl \\ | \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]
D) \[C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{C}}}\,-\underset{\begin{smallmatrix} | \\ Cl \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\]
Correct Answer: D
Solution :
\[\underset{3-\text{ }methyl-\text{ }2-\text{ }pentene}{\mathop{C{{H}_{3}}C{{H}_{2}}\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\mathop{C}}\,=CHC{{H}_{3}}+HOCl}}\,\] \[\xrightarrow{{}}C{{H}_{3}}-C{{H}_{2}}-\underset{\begin{smallmatrix} | \\ C{{H}_{3}} \end{smallmatrix}}{\overset{\begin{smallmatrix} OH \\ | \end{smallmatrix}}{\mathop{C}}}\,-\underset{\begin{smallmatrix} | \\ Cl \end{smallmatrix}}{\mathop{CH}}\,-C{{H}_{3}}\] The addition of\[HOCl\]in this reaction takes place according to Markownikoffs rule.
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