This compound is most popular as a solvent for SN2 reactions because it is polar and aprotic.
The ylide made by the reaction of this compound with methyl iodide, followed by subsequent deprotonation, is used to cyclopropanate double bonds. When reacted with oxalyl chloride, an intermediate is formed that is used to oxidize alcohols to aldehydes and ketones. A reduced form of this compound is used for the reductive work-up step of ozonolysis; this compound is the waste product of that work-up. In addition to its use in the aforementioned Swern oxidation, a deuterated version of this non-chloroform compound is used as an NMR solvent. This compound is most popular as a solvent for SN2 reactions because it is polar and aprotic. For 10 points, name this organic solvent consisting of a sulfur bonded to two methyl groups and an oxygen atom.
The ylide made by the reaction of this compound with methyl iodide, followed by subsequent deprotonation, is used to cyclopropanate double bonds.
dimethyl sulfoxide [or DMSO; accept dimethyl sulfide or DMS until "oxalyl chloride" is read] &lt;Pendyala&gt;