Hydrohalogenation
MARKOVNIKOV addhalogen tothe moresubstitutedcarbon
NO STEREOSELECTIVITY
CARBOCATION REARRANGEMENT hydrideshift
Ex
Ha u
t j
at
the c i
H
O
Etc O
HBr Br
HALOALKENE
NON MARKOVNIKOV halogengoeson the least substituted carbonatom
Ex
Br Br
I i
TE I
Rook
5 YX
Yg rook Br
HBR NON SELECTIVE
I
poor m Br
bothcisandtrans
Acid Catalyzed Hydration
MARKOVNIKOV OH goes onmoresubstitutedcarbon
NOSTEREOSELECTIVITY racemicmixture isformed if there is a chiral center
CARBOCATIONREARRANGEMENT
Ex7 OH
cat H2504 racemic lit adding an alcohol like
a H2O CHZOH justremove the it
andfollowsamerules
re
H CatH2504 Off
H2O 1
Int A OHH ALCOHOL
azo
MARKOVNIKOV addhalogen tothe moresubstitutedcarbon
NO STEREOSELECTIVITY
CARBOCATION REARRANGEMENT hydrideshift
Ex
Ha u
t j
at
the c i
H
O
Etc O
HBr Br
HALOALKENE
NON MARKOVNIKOV halogengoeson the least substituted carbonatom
Ex
Br Br
I i
TE I
Rook
5 YX
Yg rook Br
HBR NON SELECTIVE
I
poor m Br
bothcisandtrans
Acid Catalyzed Hydration
MARKOVNIKOV OH goes onmoresubstitutedcarbon
NOSTEREOSELECTIVITY racemicmixture isformed if there is a chiral center
CARBOCATIONREARRANGEMENT
Ex7 OH
cat H2504 racemic lit adding an alcohol like
a H2O CHZOH justremove the it
andfollowsamerules
re
H CatH2504 Off
H2O 1
Int A OHH ALCOHOL
azo