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sulfamate

Sulfamate is a term used for compounds that contain the sulfamate functional group, derived from sulfamic acid (NH2SO3H). In this context, sulfamates can be either salts formed with a counterion (often a metal or organic cation) or esters in which the hydrogen of the sulfonic group is replaced by an alkyl or aryl group. The common ester family includes alkyl sulfamates with the general structure RO-SO2-NH2, sometimes referred to as sulfamate esters.

Chemical structure and naming

- Sulfamate esters: RO-SO2-NH2, where R is an alkyl or aryl substituent.

- Sulfamate salts: formed when sulfamic acid or its derivatives pair with a cation such as Na+, K+,

- The sulfamate group is related to sulfamic acid, but the hydrogen on the sulfonic acid can be

Preparation

- Sulfamate esters are commonly prepared by reacting sulfamic acid with alcohols in the presence of an

- Alternative routes include formation of sulfamoyl chlorides or related intermediates followed by reaction with alcohols or

Applications and significance

- Sulfamate esters and sulfamate-containing salts are used as intermediates in organic synthesis and can serve as

- The sulfamate moiety appears in medicinal chemistry; sulfamate-containing compounds are studied as carbonic anhydrase inhibitors and

- In coordination chemistry, sulfamate ligands can bind metal centers and form various complex structures.

Safety and properties

- Sulfamate compounds vary in solubility and stability; sulfamic acid derivatives are generally handled with standard chemical-safety

or
an
organic
ammonium,
producing
water-soluble
or
semi-soluble
salts.
replaced
by
an
alkyl
group
in
esters
or
by
a
counterion
in
salts.
acid
catalyst
to
form
the
corresponding
alkyl
sulfamate.
amines
to
yield
sulfamate
esters
or
salts.
protecting
groups
or
building
blocks
in
complex
molecules.
in
other
pharmacological
contexts.
Some
anticonvulsants
and
related
drugs
contain
sulfamate
functionality,
reflecting
its
relevance
in
drug
design.
precautions.
As
with
many
sulfur-containing
compounds,
appropriate
ventilation
and
protective
equipment
are
recommended
to
minimize
exposure.