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Alkane to halogenoalkane (+ mechanism name)
Cl2 or Br2; UV light (free radical substitution)
Alkene to halogenoalkane (+ mechanism name)
HX (gas); rtp (electrophilic addition)
halogenoalkane to alkene (+ mechanism name)
NaOH in ethanol; heat (elimination)
alkene to dihalogenoalkane (+ mechanism name)
Br2 or Cl2; rtp (electrophilic addition)
alcohol to halogenoalkane (+ mechanism name)
HX (gas) at rtp
KCl and conc. H2SO4 or H3PO4
PCl3, heat
PCl5 at rtp
All nucleophilic substitution EXCEPT
SOCl2 at rtp
halogenoalkane to alcohol (+ mechanism name)
NaOH (aq); heat OR AgNO3 (aq) in ethanol; warm (nucleophilic substitution)
Halogenoalkane to amine (+ mechanism name)
NH3 in ethanol; heated under pressure in a sealed tube (nucleophilic substitution)
halogenoalkane to nitrile (+ mechanism name)
KCN in ethanol; heat (nucleophilic substitution)
Alkene to polyalkene (+ mechanism name)
heat and high pressure
alkene to diol (+ mechanism name)
cold, dilute KMnO4 (oxidation)