STD 12 - 6. Haloalkanes and Haloarenes — JEE STD 11 Science — Question

${{C}_{2}}{{H}_{5}}N{{H}_{2}} \xrightarrow{HN{{O}_{2}}}A \xrightarrow{PC{{l}_{5}}}B \xrightarrow{H.N{{H}_{2}}}C$

$\begin{array}{*{20}{c}}
{C{H_3}\,\,\,\,\,\,\,\,\,\,\,}\\
{\,\,\,\,\,\,\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{C{H_3} - C - CH = C{H_2}}\\
{\,|\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,}\\
{C{H_3}\,\,\,\,\,\,\,\,\,\,\,\,\,} 
\end{array}$ $\xrightarrow{{{H_2}O/{H^ \oplus }}}$ $\mathop A\limits_{{\rm{(major)}}} $ + $\mathop B\limits_{{\rm{(minor)}}} $

The major product is

$\begin{matrix}
   \begin{matrix}
   \,\,\,\,\,C{{H}_{3}}  \\
   |  \\
\end{matrix}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   C{{H}_{3}}-C-C{{H}_{2}}C{{H}_{2}}OH  \\
   |\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
   C{{H}_{3}}\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,  \\
\end{matrix}$ $\xrightarrow[{{H_2}O,heat}]{{{K_2}C{r_2}{O_7};{H_2}S{O_4}}}A$ $\xrightarrow{{SOC{l_2}}}B\xrightarrow[{(2{\kern 1pt} mole)}]{{{{(C{H_3})}_2}NH}}C$ $\xrightarrow[{2.{\kern 1pt} {H_2}O}]{{\begin{array}{*{20}{c}}
  {1.{\kern 1pt} LiAl{H_4}} \\ 
  {diethyl{\kern 1pt} {\kern 1pt} ether} 
\end{array}}}D$