Discussion
Why is deuterated dimethyl sulfoxide often chosen over chloroform for a polar compound?
Answer: C
DMSO dissolves sugars, amides and salts that chloroform will not touch, and because it accepts hydrogen bonds strongly it slows hydroxyl exchange enough that OH protons appear as resolved, coupled multiplets, which is genuinely informative. It does give a residual peak, a quintet at 2.50 ppm from the incompletely deuterated methyl, it boils high and is difficult to remove, and its lock signal is unremarkable. The trade is solubility and information against recovery of the sample.
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