${CH}_3-\mathrm{CH}_2-\mathrm{CH}_2-\mathrm{Br} \xrightarrow[\Delta]{\mathrm{KOH}_{(a k)}} \mathrm{A} \xrightarrow{\mathrm{HBr}} \mathrm{B} \xrightarrow[\mathrm{KOH}_{(a) i}]{\Delta} \mathrm{C}$
${H_2}C = CHC{H_2}Br\xrightarrow{{NaCN}}Y\xrightarrow[{2.\,{H_3}{O^ + }}]{\begin{subarray}{l}
1.{C_6}{H_5}MgBr\, \\
diethylether
\end{subarray} }Z$
$(I)\,\,CH_2 =CH-CH_2Cl$ $(II)\,\,CH_2=CH-CH(CH_3) Cl$
$(III)\,\,CH_2 =C(CH_3)CH_2Cl$ $(IV)\,\, CH_3CH = CH-CH_2Cl$
