c
(c) \({{C}_{2}}{{H}_{5}}Cl\xrightarrow{N{{H}_{3}}}{{C}_{2}}{{H}_{5}}-N{{H}_{2}}\xrightarrow{{{C}_{2}}{{H}_{5}}Cl}{{({{C}_{2}}{{H}_{5}})}_{2}}-NH\)

\(\xrightarrow{{{C}_{2}}{{H}_{5}}Cl}{{({{C}_{2}}{{H}_{5}})}_{3}}N\xrightarrow{{{C}_{2}}{{H}_{5}}Cl}\) \(\underset{\text{Tetraethyl}\text{ammonium}\text{chloride}}{\mathop{{{\left[ \begin{matrix}
   \begin{matrix}
   \,\,\,\,\,\,\,\,{{C}_{2}}{{H}_{5}}  \\
   |  \\
\end{matrix}  \\
   {{C}_{2}}{{H}_{5}}-N-{{C}_{2}}{{H}_{5}}  \\
   |  \\
   \,\,\,\,\,\,\,\,{{C}_{2}}{{H}_{5}}  \\
\end{matrix} \right]}^{+}}}}\,C{{l}^{-}}\)

 If \(N{H_3}\) is in excess, then \({1^o}\) amine will be the main product, if \({C_2}{H_5}Cl\) is in excess then mixture of \({1^o},{2^o},{3^o}\) and quaternary amine is obtained.