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A series of organic chemistry reactions with accompanying structures and mechanisms. Students are required to identify the major organic products and propose reasonable mechanisms, including stereochemistry where relevant. Some reactions involve hydride or alkyl shifts.
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a.
b.
""I 111/ OTs
NaI
acetone
Mechanism
E Mechanism
heat
H3C
6 ..
E Mec hanism
Mechanism
d.
CH 3 H3C~ ;-Br H3C
E Mech anism
----- ~~--
H
o
pee =
Br
o
Br~OH
NaOH,DMSO
-
o ~",,,,,, HCI (dilute), CH^3 CH^2 0H^ ••
I ~H
~H
a
-
UOH
d H^ e .- (^) ••
~
~ ~ f ~
c
GJ-
b (^) .------=---- __PBr3' DMSO e. __ 2. H30+
Reagents and Solvents
OH
---------7'> 7
Starting Materials
Reagents and Solvents
b.
OH
Starting Materials