1) CH₃ - CH₂ - CH₂ - CH₃ + Br₂ =(hv)= CH₃ - CHBr - CH₂ - CH₃ + HBr
2) CH₃ - CHBr - CH₂ - CH₃ + KOH(спиртов.) = KBr + H₂O + CH₃ - CH=CH - CH₃
3) CH₃ - CH=CH - CH₃ + H₂O =(H⁺)+ CH₃ - CHOH - CH₂ - CH₃
4) CH₃ - CHOH - CH₂ - CH₃ =(H⁺, t°)= CH₃ - CH=CH - CH₃ + H₂O
5) 3CH₃ - CH=CH - CH₃ + 2KMnO₄ + 4H₂O = 3CH₃ - CHOH-CHOH - CH₃ + 2KOH + 2MnO₂