Review Of Organic Chemistry Page 13

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Organic Chemistry I Review: Highlights of Key Reactions, Mechanisms, and Principles
13
Orientation
Stereo
Mechanism
8
CH
3
Br
Br
2
None
Trans
Be able to
draw
(or Cl
)
H
2
completely
Br
9
CH
3
Br
, H
O
OH
2
2
Markovnikov
Trans
Be able to
draw
(or Cl
)
H
2
completely
Br
10
CH
3
PhCO
H
3
None
Cis
Not
O
responsible
H
11
Be able to
CH
CH
CO
H
3
3
3
OH
None
Trans
draw
acid-
H
H
O
2
catalyzed
OH
epoxide
hydrolysis
12
CH
3
OsO
, H
O
OH
4
2
2
None
Cis
Not
responsible
OH
H
13
1. O
3
None
None
Not
O
2. Me
S
responsible
H
2
H
O
Note: H-bearing alkene carbon
ends up as aldehyde.
14
KMnO4
None
None
Not
O
responsible
H
OH
O
H-bearing alkene carbon
ends as carboxylic acid

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