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Electrophilic addition to alkenes
Alkenes can act as nucleophiles, and halogens can add to them

Stereospecificity
The two groups always add anti to one another
Stereospecific but not asymmetric – gives two enantiomers out of four possible diastereomers

Electrophilic addition: mechanism

Specificity
Nucleophile must attack sigma orbital of C-X bond - backside attack
More substituted carbon is better at supporting positive charge

Electrophilic addition: energies

Electrophilic addition to alkynes
Alkynes can also act as nucleophiles, and halogens can add to them
