Thiuram Disulfide
Thiuram disulfides are a class of organosulfur compounds with the formula (R2NCSS)2. Many examples are known, but popular ones include R = Me and Et. They are disulfides obtained by oxidation of the dithiocarbamates. These compounds are used in sulfur vulcanization of rubber as well as pesticides and drugs. They are typically white or pale yellow solids that are soluble in organic solvents. Preparation, structure, reactions They are prepared by the oxidation of the salts of the corresponding dithiocarbamates (e.g. sodium diethyldithiocarbamate). Typical oxidants are chlorine and hydrogen peroxide: :2 R2NCSSNa + Cl2 → (R2NCSS)2 + 2  NaCl Thiuram disulfides react with Grignard reagents to give esters of dithiocarbamic acid, as in the preparation of methyl dimethyldithiocarbamate: : e2NC(S)Ssub>2 + MeMgX → Me2NC(S)SMe + Me2NCS2MgX The compounds feature planar dithiocarbamate subunits and are linked by an S−S bond of 2.00  Å. The C(S)−N bond is ...
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