Illustrated Glossary of Organic Chemistry
Sulfoxide:
A
functional group
characterized by a sulfur atom bearing one
lone pair
, one
double bond
to oxygen, and two
single bonds
to carbon. When the carbon
groups
are different the sulfur atom is a
stereocenter
.
General sulfoxide
Molecular structure.
The sulfur atom of (
S
)-
ethyl
methyl
sulfoxide is a
stereocenter
.
Dimethylsulfoxide (DMSO)
, a
polar
aprotic solvent
. An older notation for the highly
polar
S-O
pi bond
is an
arrow
, starting at the less
electronegative
element (sulfur
EN
= 2.5) and pointing toward the more
electronegative
element (oxygen
EN
= 3.5).
Related terms:
Sulfide
,
thioether
,
thiol
,
mercaptan
,
thioester
,
thiolester
,
disulfide
,
sulfone
,
sulfonic acid
,
sulfonamide
,
sulfonyl chloride
,
ketone
,
R group
Wikipedia entry
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