<p>The hydroconversion of model organosulfur compounds with different formal oxidation states of sulfur (thiophene, dimethyl disulfide, dimethyl sulfoxide, dimethyl sulfone, sulfolane, and dimethyl sulfate) was mimicked under transfer hydrogenation (TH) reaction conditions in supercritical methanol and isopropanol. The reactions were carried out in a continuous flow reactor at 250&#xa0;°C and 350&#xa0;°C. At 350&#xa0;°C, only dimethyl disulfide and dimethyl sulfoxide underwent complete or nearly complete conversion within 5&#xa0;min of contact time, mainly by reductive cleavage of S–S, S–O, and S–C bonds to form dimethyl sulfide MeSMe and methyl mercaptan MeSH.</p> Graphical Abstract <p>Description</p> <p>Simple organosulfur compounds with different formal oxidation states of sulfur in their molecules were studied in high-temperature transfer hydrogenation reaction with supercritical methanol and isopropanol in continuous flow mode.</p> <p></p>

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High-temperature S–S, S–O, and S–C bond transfer hydrogenolysis by lower alcohols in continuous flow mode

  • Andrey M. Chibiryaev,
  • Ivan V. Kozhevnikov,
  • Oleg N. Martyanov

摘要

The hydroconversion of model organosulfur compounds with different formal oxidation states of sulfur (thiophene, dimethyl disulfide, dimethyl sulfoxide, dimethyl sulfone, sulfolane, and dimethyl sulfate) was mimicked under transfer hydrogenation (TH) reaction conditions in supercritical methanol and isopropanol. The reactions were carried out in a continuous flow reactor at 250 °C and 350 °C. At 350 °C, only dimethyl disulfide and dimethyl sulfoxide underwent complete or nearly complete conversion within 5 min of contact time, mainly by reductive cleavage of S–S, S–O, and S–C bonds to form dimethyl sulfide MeSMe and methyl mercaptan MeSH.

Graphical Abstract

Description

Simple organosulfur compounds with different formal oxidation states of sulfur in their molecules were studied in high-temperature transfer hydrogenation reaction with supercritical methanol and isopropanol in continuous flow mode.