4,5-Dichloro-1,2,3-dithiazolium Chloride
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4,5-Dichloro-1,2,3-dithiazolium chloride (Appel's salt) is an
organosulfur compound Organosulfur chemistry is the study of the properties and synthesis of organosulfur compounds, which are organic compounds that contain sulfur. They are often associated with foul odors, but many of the sweetest compounds known are organosulfur der ...
. It is the chloride salt of the 4,5-dichloro-1,2,3-dithiazolium cation. It is a green solid that is poorly soluble in organic solvents.


Synthesis

The compound is obtained by the reaction of
acetonitrile Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not class ...
with
sulfur monochloride Disulfur dichloride (or disulphur dichloride by the British English spelling) is the inorganic compound of sulfur and chlorine with the formula . It is an amber oily liquid. Sometimes, this compound is incorrectly named ''sulfur monochloride'' (o ...
. The initial phases of this reaction entail chlorination of the acetonitrile. The resulting dichloro
acetonitrile Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not class ...
undergoes cycloaddition with sulfur monochloride: : The cation is highly electrophilic. It hydrolyzes readily. Protic nucleophiles displace one chloride: : The compound was discovered by Appel ''et al''.


References

{{DEFAULTSORT:Dichloro-1,2,3-dithiazolium chloride, 4,5- Sulfur heterocycles Nitrogen heterocycles Heterocyclic compounds with 1 ring Chlorides Organochlorides Sulfur–nitrogen compounds