\(\underset{\begin{smallmatrix}
2\,-\,oc\tan ol \\
(optically\,\,active)
\end{smallmatrix}}{\mathop{\begin{matrix}
C{{H}_{3}}-\overset{*}{\mathop{C}}\,H-{{(C{{H}_{2}})}_{5}}-C{{H}_{3}} \\
|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
:\underset{\scriptscriptstyle\centerdot\centerdot}{O}H\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\, \\
\end{matrix}}}\,\)\(\xrightarrow{{dil\,.\,acid}}\,C{H_3} - CH = CH - {(C{H_2})_4} - C{H_3}\)
$1. {{H}_{3}}C-\overset{+}{\mathop{O}}\,{{H}_{2}}\to CH_{3}^{+}+{{H}_{2}}O$
$2. (CH_3)_3 C - \overset{+}{\mathop{O}}\,{{H}_{2}} \to (CH_3)_3 C^+ + H_2O$
$3. (CH_3 )_2CH - \overset{+}{\mathop{O}}\,{{H}_{2}} \to (CH_3)_2 CH^+ + H_2O$

