$CH_3-CH_2-CH=CH_2\overset{+HCl}{\rightarrow}CH_3-CH_2-CHCl-CH_3$$\overset{+NaOH,t^o}{\rightarrow}CH_3-CH_2-CHOH-CH_3\overset{+H_2SO_4,180^oC}{\rightarrow}CH_3-CH=CH-CH_3$
$\overset{+Br_2}{\rightarrow}CH_3-CHBr-CHBr-CH_3\overset{+NaOH,t^O}{\rightarrow}CH_3-CHOH-CHOH-CH_3$