quality:corruption, information:extraction
Thioketones, thioaldehydes, and related compounds

Compounds with double bonds between carbon and sulfur are relatively uncommon, but include the important compounds carbon disulfide, carbonyl sulfide, and thiophosgene. Thioketones (RC(=S)R′) are uncommon with alkyl substituents, but one example is thiobenzophenone. Thioaldehydes are rarer still, reflecting their lack of steric protection (" thioformaldehyde " exists as a cyclic trimer). Thioamides, with the formula R C(=S)N(R)R are more common. They are typically prepared by the reaction of amides with Lawesson's reagent. Isothiocyanates, with formula R−N=C=S, are found naturally. Vegetable foods with characteristic flavors due to isothiocyanates include wasabi, horseradish, mustard, radish, Brussels sprouts, watercress, nasturtiums, and capers.