alkene addition reaction predicting products

H and OH

what does acid catalyzed hydration add?

no stereoselectivity

is acid catalyzed hydration syn or anti?

markovnikov

is acid catalyzed hydration markovnikov or anti markovnikov?

H and halogen X

what does hydrohalogenation add?

not stereoselective (carbocation forms)

is hydrohalogenation syn or anti?

markovnikov

is hydrohalogenation markovnikov or anti?

2 halogens X

what does halogenation add?

neither

is halogenation markovnikov or anti-markovnikov?

anti

is halogenation syn or anti?

halogen X and OH

what does halohydrin formation add?

anti

is halohydrin formation syn or anti?

anti (OH goes on more subbed C)

is halohydrin formation markovnikov or anti?

H and OH

what does hydroboration oxidation add?

anti

is hydroboration oxidation markovnikov or anti?

syn

is hydroboration oxidation syn or anti?

OsO₄

what reagent does SYN dihydroxylation use?

RCO₃H

what reagent does ANTI dihydroxylation use?

2 OH’s

what does dihydroxylation add?

2 ketones

what does ozonolysis add?

2 H’s

what does hydrogenation add?

syn (both H’s come from same direction of plate)

is hydrogenation syn or anti?