\(C{H_3} - C{H_2} - C{H_2} - C{H_3}\xrightarrow[{475\,K}]{{{H_2}S{O_4}}} \)\(\mathop {C{H_2} = CH - C{H_2} - C{H_3}}\limits_{{\text{Less}}{\mkern 1mu} {\text{symmetrical}}{\mkern 1mu} {\text{or}}{\mkern 1mu} {\text{unsymmetrical}}{\mkern 1mu} ({\text{minor}}{\mkern 1mu} {\text{product}})} \)
It is based on Saytzeff's rule. According to this more symmetrical or more alkylated alkene predominates.


$C{H_2} = C{H_2}\xrightarrow{{HBr}}X\xrightarrow{{{\text{Hydrolysis}}}}Y\mathop {\xrightarrow{{N{a_2}C{O_3}}}}\limits_{{I_2}{\text{ excess}}} Z$