$1^o$ alcohol $\to $ aldehyde

$2^o$ alcohol $\to $ ketone ;

$\begin{array}{*{20}{c}}
  {OH\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\ 
  {|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,} \\ 
  {C{H_3} - CH - C{H_2} - C{H_2} - OH} 
\end{array}\,$  $\xrightarrow{{Cr{O_3}}}$  $\begin{matrix}
   \,\,\,\,\,\, \,\,\,O\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,O  \\
     \,\,\,\,\,\,\,\,||\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,||  \\
   C{{H}_{3}}-C-C{{H}_{2}}-C-H  \\
\end{matrix}$