Monochloroacetic Acid
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Chloroacetic acid
Chloroacetic acid is the
chemical compound
with the formula ClCH2CO2H. This
carboxylic acid
is a useful building block in
organic synthesis
. Like other
chloroacetic acids
and related halocarbons, it is a potentially dangerous
alkylating agent
.Chloroacetic acid is synthesized by
chlorinating
of
acetic acid
in the presence of
red phosphorus
,
sulfur
, or
iodine
as a
catalyst
:CH3CO2H + Cl2 → ClCH2CO2H + HCl It also forms by the
hydrolysis
of
trichloroethylene
using
sulfuric acid
as a catalyst.Illustrative of its usefulness in organic chemistry is the O-alkylation of
salicylaldehyde
with chloroacetic acid followed by
decarboxylation
of the resulting
ether
affords
benzofuran
.
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