Question
Identify $$Z$$ in the sequence :
\[C{{H}_{3}}C{{H}_{2}}CH=C{{H}_{2}}\xrightarrow{HBr/{{H}_{2}}{{O}_{2}}}Y\xrightarrow{{{C}_{2}}{{H}_{5}}ONa}Z\]
A.
$${\left( {C{H_3}} \right)_2}COHC{H_2}C{H_3}$$
B.
$$C{H_3}C{H_2}CH\left( {C{H_3}} \right) - O - C{H_2}C{H_3}$$
C.
$$C{H_3}{\left( {C{H_2}} \right)_3} - O - C{H_2}C{H_3}$$
D.
$$C{H_3}{\left( {C{H_2}} \right)_4} - O - C{H_3}$$
Answer :
$$C{H_3}{\left( {C{H_2}} \right)_3} - O - C{H_2}C{H_3}$$
Solution :
\[C{{H}_{3}}C{{H}_{2}}CH=C{{H}_{2}}\xrightarrow{HBr/{{H}_{2}}{{O}_{2}}}C{{H}_{3}}C{{H}_{2}}C{{H}_{2}}C{{H}_{2}}Br\xrightarrow{{{C}_{2}}{{H}_{5}}ONa}C{{H}_{3}}{{\left( C{{H}_{2}} \right)}_{3}}O{{C}_{2}}{{H}_{5}}\]
In presence of \[{{H}_{2}}{{O}_{2}},\] $$HBr$$ adds in $$anti$$ - Markovnikov’s way (peroxide effect)