107-47-1Relevant articles and documents
Phase-Transfer-Catalyzed Oxidation and Reduction of Organosulfur Compounds with Dichlorocarbene. Mechanism and Synthetic Utility
Dyer, John C.,Evans, Slayton A.
, p. 5350 - 5355 (1980)
Diaryl and dialkyl sulfoxides undergo facile phase-transfer-catalyzed (PTC) deoxygenation with dichlorocarbene at 25 deg C to afford excellent yields of sulfides.Comparisons of deoxygenation rates of dialkyl and diaryl sulfoxides suggest that steric acceleration occurs with the bulky sulfoxides while resonance interactions from aromatic rings retard the reduction.Less bulky sulfides also undergo the reverse reaction: addition of dichlorocarbene to the sulfide with hydrolysis of the dialkyl dichloromethylide with hydroxide ion to afford the corresponding sulfoxide. "Oxidation" of trans-thiadecalin by reaction with PTC dichlorocarbene addition followed by basic hydrolysis is highly stereoselective, affording 94 percent axial and 6 percent equatorial sulfoxide.
A Method To Generate and Study (CH3)2S+. Radical Cations. Reduction of Me2SO by H. Atoms in Aqueous HClO4 Solutions
Chaudhri, Shamim A.,Goebl, Manfred,Freyholdt, Torsten,Asmus, Klaus-Dieter
, p. 5988 - 5992 (1984)
Radical cations (CH3)2S+. were found to be formed as intermediates in the reaction of dimethyl sulfoxide with hydrogen atoms in aqueous solutions containing high concentrations of HClO4.This method allows one to study the properties of this cation, e.g., by pulse radiolysis, under conditions which are not disturbed by usually rapid complexation with excess sulfide.Absolute rate constants were measured for the reactions of (CH3)2S+. with (CH3)2S (k=3.0+/-0.3)E9 M-1s-1), CH3SSCH3 (k=(4.0+/-0.4)E9 M-1s-1) and (t-Bu)2S (k=2.1E9 M-1s-1).The latter reaction leads to the formation of S(t-Bu)2>+ three electron-bonded radical cations which exhibit an optical absorption at 545 nm and equilibrate with the molecular radical cation (t-Bu)2S+. (λmax 310 nm).In the presence of chloride ions (CH3)2SCl (or its protonated form) with λmax 380 nm is formed.The (CH3)2S+. itself absorbs at 285 nm and is, in fact, assumed to exist as O(H)ClO3>+, possibly in equilibrium with OH2>+, i.e., in stochiometrically defined three-electron-bonded complexes with HClO4 or H2O.In pure H2O/HClO4 matrix an optically absorbing transient with λmax 335 nm is observed which is attributed to (HClO4)2+..
Clive et al.
, p. 657 (1977)
Chemical Conversions using Sheet Silicates: Novel Intermolecular Eliminations of Hydrogen Sulphide from Thiols
Ballantine, James A.,Galvin, Robert P.,O'Neil, Robert M.,Purnell, Howard,Rayanakorn, Mongkon,Thomas, John M.
, p. 695 - 696 (1981)
Aliphatic primary and secondary thiols react in the interlamellar layers of ion-exchanged montmorillonite catalysts to produce dialkyl sulphides via intermolecular elimination of hydrogen sulphide; similar processes result in the production of diphenyl sulphide from benzenethiol and poly(phenylenemethylene) from α-toluenethiol.
Oxidation of Thiols by Radical Cations of Organic Sulfides
Bonifacic, M.,Weiss, J.,Chaudhri, Shamim A.,Asmus, K.-D.
, p. 3910 - 3914 (1985)
Sulfur-centered radical cations from organic sulfides have been foun to oxidize thiols and thiolates to yield thiyl radicals.Absolute rate constants have been measured for the reaction of (t-But)2S(1+) radical with EtSH (1.6E9 M-1s-1), C6H5SH (6.0E9 M-1s-1), and cystaine, CySH (1.9E9 M-1s-1).The reactions of Me2S(1+) radical with EtSH, t-ButSH, C6H5SH, and cysteine occur with k = 1.8E9, 2.5E9, 7.2E9. and 9.4E8 M1-s-1, respectively.The three-electron bonded (Me2SSMe2)(1+) radical cation oxidizes the cysteine anion (CyS(1-)) with k = 8.1E9 M-1s-1 and C6H5SH with k = 5E8 M-1s-1, while its reactions with EtSH, t-ButSH, and CySH are slower by several orders of magnitude.The results of kinetics and product analysis are discussed in view of the pronounced tendency of the thiyl radical to undergo electrophilic addition reactions. the optical absorption spectrum of C6H5S radical is also repoted and shown to exhibit maxima at 460 and 295 nm with extintion coefficients of 2 500 and 10 000 M-1 cm-1, respectively.
Jones, S. O.,Reid, E. E.
, p. 2452 - 2455 (1938)
A di-tert-butyl-terminated chain multi-sulfide synthesis method
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Paragraph 0017; 0041; 0041, (2017/03/24)
The invention provides a synthesis method for di-tert-butyl terminated chain polythiaether. The method is characterized by comprising the steps of: putting elemental sulfur and a catalyst (amino based metal-organic framework microporous material) into a reaction kettle, replacing the air in the reaction kettle with nitrogen, then injecting hydrogen sulfide, conducting stirring heating to 120-160DEG C, slowly injecting isobutene into the reaction kettle, then carrying out reaction at a pressure of 4-7MPa for 2-6 h, then cooling the reaction product to 100DEG C, performing purging with nitrogen, condensing the low-boiling point by-product tert-butyl mercaptan and di-tert-butyl sulfide, then performing recovery for reuse as a raw material, conducting filtering when the product is cooled to room temperature to obtain a di-tert-butyl terminated chain polythiaether product, and using the catalyst obtained by filtering repeatedly. The synthesis method provided by the invention has the characteristics of high yield, reusable catalyst, and reaction atom economy near 100%, realizes zero pollution and zero emission, and belongs to an environment-friendly synthesis method.
Process for the Removal By Oxidation, of Mercaptans Contained in Hydrocarbons
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Page/Page column 3, (2009/05/29)
The mercaptans R—SH contained in a hydrocarbon stream are oxidized to the corresponding (di)sulfides by means of a redox system which comprises trivalent iron and a heteropolyacid which allows the complete reoxidation of the reduced iron also with air.
Preparation of thioethers using SN1-active halides and zinc mercaptides
Srinivas, S.,Srinivas, P.,Gurudutt, K. N.
, p. 1174 - 1176 (2007/10/03)
SN1-Active (tertiary alkyl, allylic and benzylic) halides react with zinc mercaptides, prepared in situ by contacting mercaptans with either zinc carbonate or zinc sulphide, under optimised conditions, to afford thioethers in moderate to very good yields (50-95 percent). The method is particularly useful for the preparation of thioethers with at least one bulky alkyl group.
