CHEMISTRY OF SINGLET OXYGEN - 38. TEMPERATURE EFFECT ON THE PHOTOOXIDATION OF SULFIDES.

Article abstract of DOI:10.1021/ja00386a036

The reactivity of diethyl sulfide with singlet oxygen has been determined at room temperature (23-24 degree C) and at minus 78 degree C in various solvents. Although the consumption of sulfide is much faster at minus 78 degree C, the rate of removal of singlet oxygen by sulfide is relatively independent of solvent and temperature. A comparison of the rate of product formation with the rate of singlet oxygen removal shows that over 97% quenching is observed in aprotic and about 10% in protic solvents at room temperature. At minus 78 degree C, the quenching process is suppressed in both protic and aprotic solvents. Surprisingly, 2,5-diphenylfuran showed a similar but much smaller effect of solvent and temperature.