20057-88-9

Upstream product

• 3768-61-4 N,N,N',N'-tetraethylthioamine 
• 108-98-5 thiophenol 
• 61775-35-7 phenylsulfenyl methyl thiocarbonate 
• 16906-70-0 phenyl N,N-dimethyl dithiocarbamate 
• 7647-01-0 hydrogenchloride 
• 60-29-7 diethyl ether 
• 75-15-0 carbon disulfide 
• 7719-09-7 thionyl chloride 
• 7783-06-4 hydrogen sulfide 
• 931-59-9 benzenesulfenyl chloride 
• 71-43-2 benzene 
• 882-33-7 diphenyldisulfane 
• 18156-74-6 1-(Trimethylsilyl)imidazole 
• 1208-20-4 S-phenyl benzenethiosulfinate 

Downstream Products

• 66552-69-0 Diisopropyl thiophosphonate 
• 7237-16-3 diisopropyl phenylphosphonate 
• 1041-99-2 4-diphenylthiophosphinoyl-N,N-dimethyl-aniline 
• 882-33-7 diphenyldisulfane 
• 6224-65-3 tri-p-tolylphosphine sulfide 
• 3878-45-3 triphenylphosphine sulfide 
• 513-02-0 triisopropyl phosphate 
• 2464-03-1 thiophosphoric acid O,O',O''-triisopropyl ester 
• 931-59-9 benzenesulfenyl chloride 
• 618-41-7 Benzenesulfinic acid 
• 14933-91-6 N-phenyl-benzenesulphenamide 
• 5633-57-8 1-methoxy-4-(phenylsulfanyl)benzene 
• 5633-55-6 4-phenylsulfanylphenol 
• 24380-79-8 S-phenyl-N,N-dimethylsulfenamide 

Relevant academic research and scientific papers

A NEW SYNTHESIS OF ORGANIC TRISULFIDES

Thiols react with diimidazolylsulfide under mild conditions to give simmetrical trisulfides in good yield and high purity.

3,4-Dichloro-1,2,5-thiadiazole: a commercially available electrophilic sulfur transfer agent and safe resource of ethanedinitrile

3,4-Dichloro-1,2,5-thiadiazole is introduced as a safe and efficient sulfur transfer reagent. By applying this commercially available reagent, the symmetrical trisulfides and ethanedinitrile were simultaneously obtained by reacting various thiols with this reagent at room temperature. This reagent is non-toxic, inexpensive, and commercially available. In addition, no higher-order polysulfides were detected in all cases after the completion of the reaction. The short reaction times (20–50 min), excellent selectivity, and high yield of the trisulfides are some attractive merits of this reagent for the preparation of trisulfides. The reaction is one-pot, and isolation-purification of intermediates is not required. The procedure was readily scaled up to 5 grams. A mechanism is presented to explain the chemistry.

Electrochemical Synthesis of Organic Polysulfides from Disulfides by Sulfur Insertion from S8 and an Unexpected Solvent Effect on the Product Distribution

An electrochemical synthesis of organic polysulfides through sulfur insertion from elemental sulfur to disulfides or thiols is introduced. The highly economic, low-sensitive and low-priced reaction gives a mixture of polysulfides, whose distribution can be influenced by the addition of different amounts of carbon disulfide as co-solvent. To describe the variable distribution function of the polysulfides, a novel parameter, the “absorbance average sulfur amount in polysulfides” (SAP) was introduced and defined on the basis of the “number average molar mass” used in polymer chemistry. Various organic polysulfides were synthesized with variable volume fractions of carbon disulfide, and the yield of each polysulfide was determined by quantitative 13C NMR. Moreover, by using two symmetrical disulfides or a disulfide and a thiol as starting materials, a mixture of symmetrical and asymmetrical polysulfides could be obtained.

Redox Activation of Hydrogen Sulfide, Thiols, and Sulfur in Electrosynthesis of Organic Di- and Polysulfides

A novel and efficient method for the synthesis of biologically active organic di-, tri- and tetrasulfides has been proposed. Different methods of redox activation of sulfur, hydrogen sulfide, and thiols in the reactions with organic compounds have been considered. Electrochemical initiation of the reactions of the mediator–H2S–S8 system with cyclohexane, methylcyclohexane, and benzene has occurred to the formation of polysulfides R2Sn (n = 2–4). The application of tetrabutylammonium bromide as a mediator of H2S oxidation has allowed to decrease the anodic overpotential of electrosynthesis. Di- and tetrasulfides have been obtained under anodic activation of the cycloalkanethiols (C5, C6) or thiophenol in the reaction with sulfur. Electroreduction of S8 in the presence of the same thiols has favored the formation of di- and trisulfides. The yield and the ratio of the R5Sn (n = 2–4) depend on the method of redox activation of the thiolating reagent.

Rhodium-catalyzed sulfur atom exchange reaction between organic polysulfides and sulfur

RhH(PPh3)4 and cis-1,2-bis(diphenylphosphino)ethylene (dppv) catalyze the exchange of sulfur atoms between sulfur and organic polysulfides. The exchange of dialkyl trisulfides with sulfur proceeds at a high efficiency within 5 min at room temperature yielding a mixture of organic polysulfides.

Fundamental reactivity of sulfur with organotins: Underexploited Ar-S bond formation under aqueous and aerobic conditions

This work describes a comprehensive study on the reactivity of organotins with elemental sulfur for producing organosulfur compounds and Ar-S bonds. Elemental sulfur, fluoride ions and organotins reacted under aqueous, aerobic and almost neutral conditions to selectively generate disulfides, without forming thiols or thioethers (or sometimes trisulfides). Several parameters were examined in depth: organotins, carbon ligands, fluoride sources, temperatures, solvents and equivalents of sulfur.

Optimization of the synthesis of symmetric aromatic tri- and tetrasulfides

The reaction of aromatic thiols with sulfur dichloride and sulfur monochloride to form the corresponding aromatic trisulfides, 2a-d, and tetrasulfides, 3a-d, has been optimized with respect to yield and purity. The use of pyridine as an amine base and the

Kaolinitic clay catalyzed reaction of sulfur monochloride with aromatics: An efficient and high yield synthesis of symmetrical disulfides

Kaolinitic clay efficiently catalyses the reaction of sulfur monochloride with arenes to yield symmetrical 4,4′ arene disulfides in a single step under heterogeneous phase.

Use of a sacriflcial-sulfur electrode in electroorganic chemistry. V. Formation of the sequence CSSSC from S and thiols or thiolates

At a working potential of about +2.0 V (vs SCE) the carbon-sulfur electrode is a source of the electrogenerated cation S2+. In organic media, this electrophile reacts with thiols (or thiolates) to give a mixture of polysulfides of which the trisulfide is the main product. The reaction between electrogenerated Sy2- and alkyl halides is less selective. Elsevier,.

A Convenient Synthesis of 1,2-Dithietes and 1,2-Dithioxo Compounds Stabilized by Buttressing and Resonance Effects, Respectively, by Sulfuration of Alkynes with Elemental Sulfur

Sulfuration of a series of alkynes by elemental sulfur was investigated.Alkynes carrying highly bulky substituents, 2,2,5,5-tetramethyl-3-hexyne (6a), 1,2-di-(1-adamantyl)ethyne (6b), 3,3-dimethyl-1-phenyl-1-butyne (6c), and 1-(1-adamantyl)-2-phenylethyne (6d), reacted with sulfur to give the corresponding stable 1,2-dithietes 7a-d in 46-65percent yields.Less hindered alkynes reacted with sulfur to afford 1,4-dithiins and thiophenes as the final products which were derived from the initial products, 1,2-dithietes, via their tautomerization to the corresponding 1,2-dithioxo compounds, while extremely congested alkynes failed to react with sulfur even under forcing conditions.On the other hand, ynamines, a typical electron-rich alkyne, 1-diethylamino-2-phenylthioethyne (6o), 1-diethylamino-2-phenylselenoethyne (6p), and tetraethylethynediamine (6q) were sulfurated under milder conditions to afford resonance-stabilized 1,2-dithioxo compounds 19o-q as the principal products.Mechanism of the formation of 1,2-dithietes, 1,2-dithioxo compounds, and other products is discussed.