CH₄ + Br₂ -(t°)-> CH₃Br + HBr2CH₃Br + 2Na -(ТГФ, 0°С)-> CH₃-CH₃ + 2NaBrCH₃-CH₃ + Br₂ -(t°)-> CH₃-CH₂Br + HBrCH₃Br + Mg -(эфир, 20°C)-> CH₃MgBrCH₃-CH₂Br + CH₃MgBr -(эфир, 20°C)-> CH₃-CH₂-CH₃ + MgBr₂CH₃-CH₂-CH₃ + Br₂ -(t°)-> CH₃-CHBr-CH₃ + HBrCH₃-CHBr-CH₃ + KOH -(EtOH, t°)-> CH₃-CH=CH₂ + KBr + H₂OCH₃-CH=CH₂ + HBr -(hv, R₂O₂)-> CH₃-CH₂-CH₂BrCH₃-CH₂-CH₂Br + Mg -(эфир, 20°C)-> CH₃-CH₂-CH₂MgBrCH₃-CHBr-CH₃ + CH₃-CH₂-CH₂MgBr -(эфир, 20°C)-> (CH₃-)₂CH-CH₂-CH₂-CH₃ + MgBr₂Реакция Коновалова: (CH₃-)₂CH-CH₂-CH₂-CH₃ + HNO₃ (15%) -(140°C)-> (CH₃-)₂C(-NO₂)-CH₂-CH₂-CH₃ + H₂O