In the presence of copper(II), hydrogen sulfide reacts with thiols
(methanethiol and ethanethiol) to
yield symmetrical or unsymmetrical trisulfides (dimethyl trisulfide,
diethyl trisulfide, and ethyl
methyl trisulfide). In alcoholic beverages, these compounds are
known for their nauseous character,
reminiscent of onion smell, and for their low detection levels
(dimethyl trisulfide: 0.1 μg/L). A
mechanism for trisulfide formation is proposed that involves a two-step
redox reaction.
Keywords: Symmetrical and unsymmetrical disulfides; symmetrical and
unsymmetrical trisulfides;
copper catalysis
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