35200-02-3Relevant academic research and scientific papers
Superoxide ion-promoted facile one-pot synthesis of O-alkyl-S-methyl dithiocarbonates from alcohol under mild reaction conditions
Singh, Satish Kumar,Singh, Krishna Nand
experimental part, p. 94 - 97 (2011/04/16)
A new, mild, and efficient protocol for the one-pot synthesis of O-alkyl-S-methyl dithiocarbonates (xanthates) has been described in reasonably good yields from a variety of alcohols employing carbon disulfide and methyl iodide using superoxide ion at room temperature. Copyright Taylor & Francis Group, LLC.
An efficient, one-pot, Triton-B catalyzed synthesis of O-alkyl-S-methyl dithiocarbonates
Chaturvedi, Devdutt,Ray, Suprabhat
, p. 1219 - 1223 (2007/10/03)
A novel process for the one-step conversion of a variety of primary and secondary alcohols into their O-alkyl-S-methyl dithiocarbonates using methyl iodide catalyzed by the Triton-B/CS2 system was developed. Thus, O-alkyl-S-methyl dithiocarbonates were obtained in very good to excellent yields. This protocol is mild and efficient compared to other methods.
1-(Methyldithiocarbonyl)imidazole: A Reagent of S-Methyldithiocarbonylation
Sun, Wei Yan,Hu, Ji Qing,Shi, Yong Ping
, p. 1279 - 1280 (2007/10/03)
The development, synthesis and use of the 1-(methyldithiocarbonyl)imidazole as a reactive reagent for the mild conversion of alcohols to O-alkyl, S-methyl dithiocarbonates is reported.
ONE POT TRANSFER SYNTHESIS OF O-ALKYL, S-METHYL DITHIOCARBONATES (XANTHATES)
Lee, Albert W. M.,Chan, W. H.,Wong, H. C.,Wong, M. S.
, p. 547 - 552 (2007/10/02)
O-Alkyl, S-methyl dithiocarbonates of phenol, benzyl, primary and secondary alcohols were prepared in a one pot procedure under phase transfer catalysis conditions.
Catalytic Rearrangement of O,S-Dialkyl Dithiocarbonates to S,S-Dialkyl Dithiocarbonates by Pyridine N-Oxides. The Reaction Mechanism
Harano, Kazunobu,Shinohara, Ikuo,Sugimoto, Shin-ichiro,Matsuoka, Toshikazu,Hisano, Takuzo
, p. 576 - 581 (2007/10/02)
The reaction of O-alkyl S-methyl dithiocarbonates (xanthates) (I) with pyridine N-oxides (II) gave the corresponding S-alkyl S-methyl dithiocarbonates (dithiolcarbonate) (III) together with the symmetric S,S-dialkyl and S,S-dimethyl dithiocarbonates in good yields.Pyridine N-oxides bearing electron-donating substituents are efficient catalysts for rearrangement of I to III.The reaction is pseudo-first-order and the apparent first-order rate constant is proportional to the concentration of II.The role of pyridine N-oxides and the reaction behavior of O,S-dialkyldithiocarbonates are discussed on the basis of kinetic and molecular orbital calculation data.The rearrangement may proceed by nucleophilic attack of -SCOSR derived from a complex of I and II on the O-alkyl group of xanthates.The reaction provides a useful preparation method for alkanethiols by aminolysis of the products with ethanolamine.Keywords O,S-dialkyl dithiocarbonate; S,S-dialkyl dithiocarbonate; pyridine N-oxide; thiol; charge transfer; catalytic rearrangement; kinetics; ethanolamine; frontier molecular orbital
Synthesis and Characterisation of Bispolysulphanes
Mott, Andrew W.,Barany, George
, p. 2615 - 2621 (2007/10/02)
Bispolysulphanes with a linear chain of 1-6 sulphurs have been prepared and characterised; in particular X-ray crystallographic analyses proved the structures of the tri- and tetra-sulphanes.The tri-to hexa-sulphanes were formed by reactions of O,S-dimethyl dithiocarbonate with the appropriate dichlorosulphane containing two less sulphurs.The disulphane was prepared by chlorination of O-t-butyl S-methyl dithiocarbonate or by controlled desulphurisation of the trisulphane using triphenylphosphine; further desulphurisation provided the monosulphide. (Methyl thio)carbonylsulphenyl chloride is proposed as an intermediate in the above chlorination; it was synthesised by an indirect route and shown to rearrange to its isomer, (methylthio)carbonyl chloride.
