dixanthogen disulfide
:image:Diethyldixanthogendisulfide.svg.]]
Dixanthogen disulfides are a class of organosulfur compounds with the formula {{chem2|(ROC(S)S)2}}. Usually yellow solids, they are the product of the oxidation of xanthate salts.{{cite journal |doi=10.1021/jo00360a039|title=Novel Symmetrical and Mixed Carbamoyl and Aminopolysulfanes by Reactions of (Alkoxydichloromethyl)polysulfanyl Substrates with N-Methylaniline |year=1986 |last1=Schroll |first1=Alayne L. |last2=Barany |first2=George |journal=The Journal of Organic Chemistry |volume=51 |issue=10 |pages=1866–1881 }} A common derivative is diethyl dixanthogen disulfide. Diisopropyl dixanthogen disulfide is commercially available. They are structurally related to thiuram disulfides.
Uses and reactions
Diethyl dixanthogen disulfide is a component for froth flotations used, inter alia, for the separation of sulfide minerals like pyrrhotite. Diisopropyl dixanthogen disulfide is a reagent in the synthesis of sulfur heterocycles.{{cite journal |doi=10.3987/COM-98-8230|title=Free Radical Reaction of Diisopropyl Xanthogen Disulfide with Unsaturated Systems |year=1998 |last1=Gareau |first1=Yves |last2=Beauchemin |first2=André |journal=Heterocycles |volume=48 |issue=10 |page=2003 |doi-access=free }}
Dialkoxy dixanthogen disulfides undergo desulfurization by cyanide to give bis(alkoxythiocarbonyl)sulfides:{{cite journal |doi=10.1016/j.molstruc.2009.04.033|title=Spectroscopic and structural studies of bis[isopropoxy(thiocarbonyl)]sulfide, [(CH3)2CHOC(S)]2S |year=2009 |last1=Tobón |first1=Yeny A. |last2=Castellano |first2=Eduardo E. |last3=Piro |first3=Oscar E. |last4=Della Védova |first4=Carlos O. |last5=Romano |first5=Rosana M. |journal=Journal of Molecular Structure |volume=930 |issue=1–3 |pages=43–48 |bibcode=2009JMoSt.930...43T }}
:{{chem2|(ROC(S)S)2 + CN- -> (ROC(S))2S + SCN-}}
Dixanthogens are also ectoparasiticides.
References
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{{Anti-arthropod medications}}
Category:Thiocarbonyl compounds
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