| name of reaction | type of reaction | substrate | product | reagents | leaving group | solvent | environment | substrate class | product class | notes | mechanisn |
| | | | | | | | | | |
| catalytic hydrogenation | alkyne | alkane | 2 H2
| | | | alkynes | alkanes | syn addition of H2 |
| poisoned catalytic hydrogenation | alkyne | alkene | H2, CaCO3 | | quinoline | Pd | alkynes | alkenes | syn addition of H2 |
| poisoned catalytic hydrogenation | alkyne | alkene | H2, Ni2B | | | | alkynes | alkenes | syn addition of H2 |
| hydrogenation | alkyne | alkene | Li, RNH2 | | | | alkynes | alkenes | anti addition of H2 |
| hydrohalogenation | alkene | 1º alkyl halide | HBr | | ROOR | | alkenes | alkyl halides | anti-Markovnikov addition |
| hydrohalogenation | alkene | 1º alkyl halide | Cl2 | | CCl4 | 500ºC | alkenes | alkyl halides | allylic substitution |
| hydrohalogenation | alkene | 1º alkyl halide | NBS | | CCl4 | hv | alkenes | alkyl halides | allylic substitution |
| hydrohalogenation | alkene | 1º alkyl halide | NBS | | CCl4 | ROOR | alkenes | alkyl halides | allylic substitution |
| hydrohalogenation | alkene | 2º alkyl halide | HX | | | | alkenes | alkyl halides | Markovnikov addition |
| hydrohalogenation | alkene | 3º alkyl halide | HX | | | | alkenes | alkyl halides | Markovnikov addition |
| | | | | | | | | | |
| hydrobromination | hydrohalogenation | alkene | 3º alkyl bromide | HBr | | ROOR | | alkenes | alkyl halides | |
| halogenation | alkyne | dihaloalkene | X2 | | CCl4 | | alkynes | alkyl halides | anti addition via halonium ion |
| halogenation | dihaloalkene | tetrahaloalkane | X2 | | CCl4 | | alkyl halides | alkyl halides | anti addition via halonium ion |
| halogenation | alkyne | gem-dihaloalkane | 2 HBr | | | | alkynes | alkyl halides | |