Oxidation of pent-4-enyl thiosulphate with iodine in refluxing water–ethanol yielded 2-ethoxymethyltetrahydrothiophen and 2-hydroxymethyltetrahydrothiophen instead of the expected pentenyl disulphide; treatment of pentenyl disulphide with iodine in refluxing water–ethanol produced the same products and the same percent yields as the oxidation of the 4-pentenyl-1-thiosulphate.
R. D. Rieke, S. E. Bales and L. C. Roberts, J. Chem. Soc., Chem. Commun., 1972, 974 DOI: 10.1039/C39720000974
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