Question
Identity $$Z$$ in the sequence of reactions, \[C{{H}_{3}}C{{H}_{2}}CH=C{{H}_{2}}\xrightarrow{\frac{HBr}{{{H}_{2}}{{O}_{2}}}}\] \[Y\xrightarrow{{{C}_{2}}{{H}_{5}}ONa}Z\]
A.
$$C{H_3} - {\left( {C{H_2}} \right)_3} - O - C{H_2}C{H_3}$$
B.
$${\left( {C{H_3}} \right)_2}C{H_2} - O - C{H_2}C{H_3}$$
C.
$$C{H_3}{\left( {C{H_2}} \right)_4} - O - C{H_3}$$
D.
$$C{H_3}C{H_2} - CH\left( {C{H_3}} \right) - O - C{H_2}C{H_3}$$
Answer :
$$C{H_3} - {\left( {C{H_2}} \right)_3} - O - C{H_2}C{H_3}$$
Solution :
\[\begin{align}
& C{{H}_{3}}C{{H}_{2}}CH=C{{H}_{2}}\xrightarrow[\text{Anti -Markownikoffs rule}]{\frac{HBr}{{{H}_{2}}{{O}_{2}}}} \\
& C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}Br\to \\
& \text{Bromo-butanane (}{{\text{1}}^{\circ }}\text{product)} \\
& C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}Br\xrightarrow[\begin{smallmatrix}
\,\,\,\,\,\,\,\,\,\,\,\,{{S}_{N}}2\,\text{reaction} \\
\text{(Williamson }\!\!'\!\!\text{ s synthesis)}
\end{smallmatrix}]{{{C}_{2}}{{H}_{5}}ONa} \\
& \underset{\text{Ethoxy-butane}}{\mathop{C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}O{{C}_{2}}{{H}_{5}}}}\, \\
\end{align}\]