- the
oxymercuration reaction is an
electrophilic addition reaction that
transforms an
alkene (R2C=CR2) into a
neutral alcohol. In
oxymercuration, the...
- Hydrohalogenations: HX
Hydration reactions: H2O Hydrogenations: H2
Oxymercuration reactions:
mercuric acetate,
water Hydroboration-oxidation reactions:...
- to
other hydration reactions such as acid-catalyzed
addition and the
oxymercuration–reduction process. The
reaction was
first reported by
Herbert C. Brown...
-
producing alcohols,
including the hydroboration–oxidation reaction, the
oxymercuration–reduction reaction, the
Mukaiyama hydration, the
reduction of ketones...
- the
hydroxyl group attaches to the more
substituted carbon.
Alkene oxymercuration-demercuration Stereospecific: Can only be anti
addition –
water kicks...
- and
hydration is
shown on the right: The hydroboration-oxidation and
oxymercuration-reduction of
alkenes are more
reliable in
organic synthesis. Alkenes...
- R3Hg+ (protonated
organomercury compounds;
formed as
intermediates in
oxymercuration reactions) diphenylcarbenium, (C6H5)2CH+ (di-substituted methenium)...
- Hydroboration–oxidation
alcohols reagents: borane, then a
peroxide Oxymercuration-reduction
alcohols electrophilic addition of
mercuric acetate, then...
-
Oxidation Oxidative addition Oxidative decarbonylation Oxygenation Oxymercuration reaction Pauson–Khand
reaction Photodissociation Pseudorotation Protonation...
- low nucleophilicity,
organomercury compounds find
limited use. The
oxymercuration reaction of
alkenes to
alcohols using mercuric acetate proceeds via...
