alkene reactions

hydrohalogenation produces

markov alkyl/halides

hydration (acid catalysed) produces

mark alcohols

1. hydroboration

2. oxidation

produce

anti-mark alcohols

1. oxy mercuration

2. DeMarc

produce

mark alcohols

halogenation/polar produces

1,2 dihalide

hydrohalogenation/radical produces

anti-mark alkyl/halide

halohydrin formation produces

halohydrin

dihydroxylation produces

syn diols

hydrogenation produces

alkanes

epoxidation produces

epoxides

1. ozonolysis (O3) usually in DCM

2. stronger reducing workup

aldehydes, ketones

electrophile and condition of hydrohalogenation

HX/ HBr HX- acid

electrophile and condition of hydration (acid)

H3O+

electrophile and condition of hydroboration and oxidation

BH3 THF H2O2 NaOH

electrophile and condition of oxymercuration and DeMarc

Hg H2O (oxymerc) NaBH4 MeOH (demarc)

electrophile and condition of halogenation polar

X2 in halogenated solvent

electrophile and condition of hydrohalogentation radical

HBr with peroxide

electrophile and condition of Halohydrin formation

X2 in water

electrophile and condition of hydrogenation

H2 Pd MeOH

electrophile and condition of Dihydroxylation

OsO4 NaHSO3 H2O

electrophile and condition of epoxidation

CH3OOOH H2O

electrophile and condition of Ozonolysis

O3

addition of hydrohalogenation

rearrangment, random stereo

addition of hydration (acid)

rearrangement, random stereo

addition of hydroboration and oxidation

syn addition

addition of oxymercuration and demarc

anti addition, H removes Hg OAc

addition of halogenation polar

Anti addition

addition of hydrohalogenation radical

radical reaction random

addition of halohydrin formation

anti addition

addition of hydrogenation

syn, transition metals

addition of dihydroxylation

syn addition, several variants

addition of epxoidation

syn addition

addition of ozonolysis

alcohols possible