oxymercuration reaction
you tube url : http://youtu.be/u4v9GPYhPYE
Oxymercuration is a special electrophilic addition
The oxymercuration reaction is an electrophilic
addition organic reactionthat transforms an alkene into a
neutral alcohol.
In oxymercuration, the alkene reacts with mercuric acetate (AcO–Hg–OAc) in aqueous solution to yield the
addition of an acetoxymercuri (HgOAc) group and a hydroxy
(OH) group across the double bond.
Carbocations are not formed in this process and thus rearrangements are not observed.
The reaction follows Markovnikov's rule (the hydroxy group
will always be added to the more substituted carbon) and it
is an anti addition (the two groups will be trans to each
other)
. It is anti-stereospecific and regioselective. Regioselectivity
is a process in which the substituents choses one direction it
prefers to be attached to over all the other possible
directions. The good thing about this reaction is that there are no carbocation rearrangement.
http://youtu.be/u4v9GPYhPYE
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