Alkene Reactions: II
Using the drawing pallet on the right, draw the structure of the major
organic product for the reaction shown below:
The addition of HOBr (formed from NBS in aqueous DMSO) to an alkene
proceeds through an intermediate bromonium ion and results in the
formation of a halohydrin with the hydroxide bonded to the alkene
carbon which would form the most stable carbocation (Markovnikov
addition). Since a bromonium ion intermediate is involved, the overall
stereochemistry is trans.
Using the drawing pallet on the right, draw the structure of the major
organic product for the reaction shown below:
The addition of H+/H2O to an alkene proceeds
through a carbocation intermediate and results in the formation of an
alcohol with the hydroxyl group bonded to the alkene carbon which would
form the most stable carbocation (Markovnikov addition).
Rearrangements are commonly observed.
Using the drawing pallet on the right, draw the structure of the major
organic product for the reaction shown below:
Oxymercuration of an alkene results in the formation of an alcohol with
the hydroxyl group bonded to the alkene carbon which would form the
most stable carbocation (Markovnikov addition). The work-up with
BH4- is necessary to reduce the organomercurial
intermediate. Rearrangements do not occur.
Using the drawing pallet on the right, draw the structure of the major
organic product for the reaction shown below:
The addition of HOBr (formed from NBS in aqueous DMSO) to an alkene
proceeds through an intermediate bromonium ion and results in the
formation of a halohydrin with the hydroxide bonded to the alkene
carbon which would form the most stable carbocation (Markovnikov
addition). Since a bromonium ion intermediate is involved, the overall
stereochemistry is trans.
Using the drawing pallet on the right, draw the structure of the major
organic product for the reaction shown below:
The addition of H+/H2O to an alkene proceeds
through a carbocation intermediate and results in the formation of an
alcohol with the hydroxyl group bonded to the alkene carbon which would
form the most stable carbocation (Markovnikov addition).
Rearrangements are commonly observed.
Using the drawing pallet on the right, draw the structure of the major
organic product for the reaction shown below:
(Do not show stereochemistry on this one!)
Oxymercuration of an alkene
results in the formation of an alcohol with the hydroxyl group bonded
to the alkene carbon which would form the most stable
carbocation (Markovnikov addition). The work-up with
BH4- is necessary to reduce the organomercurial
intermediate. Rearrangements do not occur. In this problem,
either of the alkene carbons could react with hydroxide anion to give
the alcohol, but 2-methylcyclopentanol should be the favored product
since this places the organomercurial furthest away from the bulky
methyl group.
Using the drawing pallet on
the right, draw the structure of the major organic product for the
reaction shown below:
The addition of
H+/H2O to an alkene proceeds through a
carbocation intermediate and results in the formation of an alcohol
with the hydroxyl group bonded to the alkene carbon which would form
the most stable carbocation (Markovnikov addition).
Rearrangements are commonly observed.
Using the drawing pallet on
the right, draw the structure of the major organic product for the
reaction shown below:
Oxymercuration of an alkene
results in the formation of an alcohol with the hydroxyl group bonded
to the alkene carbon which would form the most stable
carbocation (Markovnikov addition). The work-up with
BH4- is necessary to reduce the organomercurial
intermediate. Rearrangements do not occur.
Using the drawing pallet on
the right, draw the structure of the major organic product for the
reaction shown below:
The addition of HOBr
(formed from NBS in aqueous DMSO) to an alkene proceeds through an
intermediate bromonium ion and results in the formation of a halohydrin
with the hydroxide bonded to the alkene carbon which would form the
most stable carbocation (Markovnikov addition). Since a bromonium ion
intermediate is involved, the overall stereochemistry is
trans.
Using the drawing pallet on
the right, draw the structure of the major organic product for the
reaction shown below:
Oxymercuration of an alkene
results in the formation of an alcohol with the hydroxyl group bonded
to the alkene carbon which would form the most stable
carbocation (Markovnikov addition). The work-up with
BH4- is necessary to reduce the organomercurial
intermediate. Rearrangements do not occur.
That is
correct!
Sorry, that is not
correct. You should modify your structures and try again. If
cis-trans- stereochemistry is required, please make sure
you have drawn the appropriate isomer using the "wedge bonds".
Note: Stereochemistry is shown using the
"wedge" bond.
Click on the solid wedge to reverse orientation.
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