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Disulfur dichloride is the chemical compound with the formula S2Cl2. An alternative name for this compound is sulfur monochloride, the name implied by its empirical formula, SCl. S2Cl2 has the structure implied by the formula Cl-S-S-Cl, wherein the angle between the Cla-S-S and S-S-Clb planes is 90°. This structure is referred to as gauche, and is akin to that for H2O2. A different isomer of S2Cl2 is S=SCl2; this isomer forms transiently when S2Cl2 is exposed to UV-radiation.
Additional recommended knowledge
Synthesis and basic properties
Disulfur dichloride is an orange/yellow liquid that smokes in air due to reaction with water:
It is synthesized by partial chlorination of elemental sulfur:
Excess chlorine gives sulfur dichloride:
Both reactions are reversible, and upon standing, SCl2 releases chlorine to revert to the disulfur dichloride. It has the ability to dissolve sulfur, which reflects in part the formation of polysulfanes:
Applications in synthesis
S2Cl2 has been used to introduce C-S bonds. In the presence of AlCl3, S2Cl2 reacts with benzene to give diphenyl sulfide:
Anilines react with S2Cl2 in the presence of NaOH via the so-called Herz reaction to give ortho-aminothiophenolates. These species are precursors to thioindigo dyes. It is also used to prepare the sulfur mustard "gas" by reaction with ethylene:
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Disulfur_dichloride". A list of authors is available in Wikipedia.|