Summary of alkyne reactions
Bromination/chlorination
Hydrohalogenation
Markovnikov
reactions form
geminal dihalides
Also occurs with
HCl
Terminal alkyne only
gives one product
Hydration-type reactions
Mixture of ketones
is possible
Terminal alkynes produce
methyl ketones (Markovnikov)
Terminal alkynes produce
aldehydes (non-Markovnikov)
Hydrogenations
Cis- alkene
Hydrogenation products
depend on the catalyst used.
Lindlar's only allows addition
of 1 equivalent H2.
Trans-alkene
Oxidative cleavage
Products are fully oxidized
to carboxylic acids
Alkylation with an acetylide
Coupling of C to
build longer chain