Ethylene Sulfide

[420-12-2] C2H4S (MW 60.13) InChI = 1/C2H4S/c1-2-3-1/h1-2H2 InChIKey = VOVUARRWDCVURC-UHFFFAOYAI (mercaptoethylation reagent for primary and secondary amines2) Alternate Name: thiirane. Physical Data: bp 55–56 °C; d 1.010 g cm−3; nD20 1.4935. Solubility: insol H2O; sol most common organic solvents. Form Supplied in: colorless liquid; commercially available, stabilized with 0.5% BuSH. Analysis of Reagent Purity: by IR,3a 1H NMR,3b and GLC.4 Preparative Methods: readily obtained from ethylene carbonate and Potassium Thiocyanate.5 Handling, Storage, and Precautions: highly toxic,6 flammable liquid; must be stored in a freezer to prevent gradual polymerization, which is promoted by mineral and organic acids, bases, aqueous ammonia, strong amines, and heavy metal salts. Stabilizers against polymerization: H2S, alkyl and benzyl thiols, alkyl sulfides, and thioacetamide. Use in a fume hood.