СН3-СН2-CH=CH2 + HBr -> CH3-CH2-CHBr-CH3
CH3-CH2-CH=CH2 --(H2O, H+)--> CH3-CH2-CHOH-CH3 (бутанол-2)
CH3-CH2-CHOH-CH3 --(Al2O3, t, -H2O)--> CH3-CH=CH-CH3 (бутен-2)
CH3-CH=CH-CH3 --(Br2)--> CH3-CHBr-CHBr-CH3 (2,3-дибромбутан)
CH3-CHBr-CHBr-CH3 --(2KOH, спирт)--> CH3-C≡C-CH3