-
which affords acetoacetic esters. At
least one of the
reagents must be
enolizable (have an α-proton and be able to
undergo deprotonation to form the enolate...
- the
Mannich reaction,
which is
nucleophilic addition reaction of a non-
enolizable aldehyde and any
primary or
secondary amine to
produce resonance stabilized...
-
using sodium hydroxide as the base and plus benzaldehydes.
Because the
enolizable nucleophilic carbonyl compound and the
electrophilic carbonyl compound...
- and are
rarely displaced by halogens. Non-
enolizable aldehydes oxidize to the acyl halide, but
enolizable aldehydes typically halogenate at the α position...
-
involves the base-induced
disproportionation of two
molecules of a non-
enolizable aldehyde to give a
primary alcohol and a
carboxylic acid.
Cannizzaro first...
- 22 −O2CC(O)CH2CO2H ⇌ −O2CC(O)CH2CO2− + H+, pKa = 3.89 At high pH, the
enolizable proton is ionized: −O2CC(O)CH2CO2− ⇌ −O2CC(O−)CHCO2− + H+, pKa = 13.03...
- only one
product is formed: This
occurs because benzaldehyde lacks any
enolizable protons, so it
cannot form an enolate, and the
benzaldehyde is much more...
- one of the
compounds does not
contain an α-hydrogen,
rendering it non-
enolizable. In an
aldol condensation between an
aldehyde and a ketone, the ketone...
-
involves addition of CO2 to an enol.[citation needed]
Deprotonation of
enolizable ketones, aldehydes, and
esters gives enolates.
Enolates can be trapped...
-
methyl ketones in the
haloform reaction Base-catalyzed
cleavage of non-
enolizable ketones,
especially aryl ketones: R−C(=O)−Ar + H2O → R−CO2H + ArH Many...
