How to quench the DMS (dimethyl sulfide) in swern oxidation because it smells very bad while doing work up ?
Aq. Sodium hypochlorite (household bleach) will oxidize DMS and remove its smell. Problem is I wouldn't recommend doing a wash with it if you have have any oxidizable groups in your molecule. Might be useful to wash your column/glassware when you're done though.
connect your flask to a bubling system were you have bleach (concentrated) and use argon or N2 to push the DMS from your reaction mixture to the bleach solution.
the DMS will be oxydize and DMS gas will be remove from your reaction.
The same prossess can be use for H2S but with an additionnal bubling system containing NAOH to react with the acid after oxidation of the H2S
DMS forms an azeotrope with pentane (maybe MeOH as well), so repeated evaporation of pentane removes most of it. After that, a vacuum desiccator with blue Kieselgel (the cobalt-coated one) should remove it to a level where you can't smell it any more.
Tried and tested.
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