reaction reagents

alkene > markovnikov bromine addition

HBr

alkene > anti markovnikov bromine addition

HBr, ROOR

Alkene > anti Br and OH addition

Br2 H2O

Alkene > OH markovnikov addition

H2SO4 H2O and heat

alkene > markovnikov OH addition with no rearrangements

1. Hg(OAC)2 H2O

2. NaBH4

alkene > antimarkovnikov OH addition

1. BH3 THF

2. H2O2, NaOH

Alkene > syn addition of 2 H

H2 + catalyst

alkene > epoxide

mcPBA or other peroxyacid

epoxide > 2 anti OH additions

H3O+

alkene > 2 syn OH additions

OsO4, NaHSO3

alkene > 2 syn OH additions (method 2)

KMnO4 NaOH cold

alkene > cleavage, formation of aldehydes and ketones

O3, Zn+, H3O+

alkene > clevage, formation of carboxylic acid

KMnO4 warm

alkyne > addition of something

1. NaNH2

2. Whatever is being added

Alkyne > alkene or alkane with bromine on same carbon (markovnikov)

HBr

alkyne > ketone

H2O, H2SO4, HgSO4

alkyne > aldehyde

1. BH3, THF

2. H2O2, NaOH

alkyne > alkane

H2, catalyst

alkyne > cis alkene

H2, Lindlar’s catalyst

alkyne > trans alkene

Na0, NH3

alkyne > carboxylic acid

KMnO4 or O3