3278-35-1Relevant articles and documents
Preparation method of xanthate compound
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Paragraph 0051; 0052, (2020/11/05)
The invention discloses a preparation method of an xanthate compound. The method is characterized in that an xanthate and a chloride react at 0-60 DEG C in the presence of a phase transfer catalyst toprepare the xanthate compound with high purity and high yield. Compared with the existing method, the process for preparing xanthate compounds by phase transfer catalysis without solvent (self-solvent) is simple, the product purity is good, the yield is high, and the method is economic and environment-friendly and is suitable for industrial production.
Kinetics and Mechanism of the Reactions of S-Ethoxycarbonyl O-Ethyl Dithiocarbonate with O-Ethyl Xanthate and O-Ethyl Thiocarbonate Ions
Castro, Enrique A.,Meneses, Beatriz,Santos, Jose G.,Vega, Juan C.
, p. 1863 - 1866 (2007/10/02)
The forward and back reactions of S-ethoxycarbonyl O-ethyl dithiocarbonate (1) with O-ethyl thiocarbonate (4) and O-ethyl xanthate (5) in 95percent ethanol are studied kinetically.The back reaction products are bis(ethoxycarbonyl) sulfide (3) with 5 and bis(ethoxythiocarbonyl) sulfide (2) with 4, respectively.Compound 1 reacts faster than 2 with 4, which means that the carbonyl group is more reactive than the thiocarbonyl toward 4.On the other hand, the reaction of 5 with 1 is faster than that with 3, which indicates that 5 reacts more readily with the thiocarbonyl than the carbonyl group.Two mechanisms are proposed to account for the kinetics results: one through tetrahedral intermediates (two-step reactions) and the other concerted.The reactions of 4 exibit ΔS >0, whereas those of 5 show ΔS 0.These ΔS values are explained by a larger solvation of 4 relative to 5 and similar degrees of solvation of transition states and substrates.The observed activation parameters do not allow discrimination between the two mechanisms.
A General Strategy for Elaboration of the Dithiocarbonyl Functionality, -(C=O)SS-: Application to the Synthesis of Bis(chlorocarbonyl)disulfane and Related Derivatives of Thiocarbonic Acids
Barany, George,Schroll, Alayne L.,Mott, Andrew W.,Halsrud, David A.
, p. 4750 - 4761 (2007/10/02)
A variety of sulfenyl chlorides have been reacted with a variety of alkoxythiocarbonyl compounds to give adducts which then lose (spontaneously, or upon thermolysis, or in the presence of Lewis acid catalyst) the alkyl chloride to provide an assortment of dithiocarbonyl compounds in good to excellent yields.The preparations of bis(chlorocarbonyl)disulfane (1), ((trichloromethyl)dithio)carbonyl chloride (2), ((alkoxycarbonyl)dithio)carbonyl chlorides (3 and 4), and (((alkylthio)carbonyl)dithio)carbonyl chlorides (5 and 6) by this methodology were optimized; some of the (alkoxydichloromethyl)disulfanyl adducts, e.g., ROCCl2SS(C=O)Cl (10) and ROCCl2SS(C=O)OR'(54), were reasonable stable and could be isolated.All new compounds were characterized by analytical data, 1H and 13C NMR, IR, UV, and mass spectrometry, and high-yield derivatizations with alcohols or N-methylaniline.The reaction with N-methylaniline was also adapted to a rapid, convenient, and precise analytical-scale assay of mixtures of compounds containing acid chloride and/or sulfenyl chloride functionalities.The kinetics, mechanism, and stereochemistry of the dithiocarbonyl synthesis are discussed.