Several other solvents were screened in this reaction to gain insights into how the reaction medium influences trisulfide metathesis (S36-S57). Pyridine, ε-caprolactone, and propylene carbonate led to moderate rates, with equilibrium established within hours at room temperature (Figure , Category 2 solvents). All other solvents tested led to very slow reactions or no reaction (Figure , Category 3 solvents). Two exceptions in this group of solvents were nitromethane and nitrobenzene, which promoted S-S metathesis over 24 hours at room temperature. In general, the trisulfide metathesis was very slow or did not occur in non-polar solvents, or solvents that contain hydrogen bond donating groups such as alcohols and acids.