Sulfoxide (R2SO) is any of various organic sulfur compounds having the group -SO
(sulfinyl group) whereas sulfone (RSOOR) with the group -SO2 (sulfonyl group).
They are derived from oxidation of sulfides ((R-S-R). Thioethers (organic sulfides) can be oxidized either to oxidation state -1
disulfides (R-S-S-R) or to oxidation state 0 sulfoxides (R-S(=O)-R)
which can be
further oxidized to the corresponding oxidation state +2 sulfones (R-S(=O)2-R)
depending on the structure of the thioether. They are widely used as solvent of
both extraction and reaction as well as intermediates for the synthesis of
textile chemicals and pharmaceuticals and agrochemicals.
Dimethyl sulfoxide
(DMSO) is a clear hygroscopic liquid; melting point
18 C; boiling point 189 C. It is has little odor. It
smells garlic like odor due to the impurity of dimethyl sulfide.
It is miscible with water; readily
soluble in almost all organic solvents such as alcohols, esters, ketones,
chlorinated solvents and aromatic hydrocarbons. Dimethyl sulfoxide is produced
as a by-product of wood pulping. DMSO is a highly dipolar organic liquid, that is used as a powerful
solvent
in organic synthesis and industrial applications including paint stripper
and coating remover as the alternative to chlorinated
solvents and nitroalkanes.
DMSO's high polarity solvates polymeric materials
by itself or in combination with other solvents. Its application
is extended as a chemical reactant undergoing a
chemical change. DMSO proved to be an excellent
reaction solvent for SN2
alkylation. DMSO is used in oxidation reactions which a primary or
secondary alcohol is oxidized to the corresponding aldehyde or ketone (Swern oxidation).
Sulfoxonium ion reacts with sodium hydride
to form sulfur ylide which converts carbonyl to epoxide (Johnson-Corey-Chaykovsky reaction). It
is widely used in the synthesis of pharmaceuticals,
biocides and pesticides insecticides as a
reactant, reaction solvent, in combinations of these
applications. Some examples are diphenyl ether compounds, imidazolinone compounds, and
pyrethroids. The
catalysts in hydrocracking, hydrodenitrification, hydrodesulfurization
and reforming processes are used in oxide forms, which
must be converted to the active sulfide form during
the start-up to prevent the reduction of the catalysts
to their base material by heat. The sulfur sources include
alkyl mercaptans (methyl mercaptan, ethyl mercaptan,
butyl mercaptan), dimethyl sulfide, dimethyl sulfoxide,
dimethyl disulfide, and tert-nolyl polysulfide. They
are used to modify the reactivity of catalysts to use
in high temperature process furnaces. Dimethyl Sulfoxide is
used as an effective extraction solvent and
solvent improver for the separation of aromatic compounds
(benzene, toluene and xylenes) from aliphatic hydrocarbons, and for fractionation of
unsaturated components (olefins and alkynes) from saturated feedstock.
Pharmaceutical grade
DMSO demonstrates a range of
pharmacological activity including analgesia and anti-inflammation. Due to its ability to penetrate biological membranes, it is used as a
vehicle for the transdermal delivery of active pharmaceuticals. It is also used to protect
tissue during cryopreservation
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