20057-92-5Relevant academic research and scientific papers
Electrochemical Synthesis of Organic Polysulfides from Disulfides by Sulfur Insertion from S8 and an Unexpected Solvent Effect on the Product Distribution
F?hrmann, Jan,Hilt, Gerhard
, p. 11141 - 11149 (2021/06/09)
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.
3,4-Dichloro-1,2,5-thiadiazole: a commercially available electrophilic sulfur transfer agent and safe resource of ethanedinitrile
Gorjian, Hayedeh,Khaligh, Nader Ghaffari
, (2021/11/04)
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.
Rhodium-catalyzed sulfur atom exchange reaction between organic polysulfides and sulfur
Arisawa, Mieko,Tanaka, Ken,Yamaguchi, Masahiko
, p. 4797 - 4800 (2007/10/03)
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.
Sulfur-atom insertion into the S-S bond - Formation of symmetric trisulfides
Hou, Yihua,Abu-Yousef, Imad A.,Doung, Yen,Harpp, David N.
, p. 8607 - 8610 (2007/10/03)
The reaction of triphenylmethanesulfenyl chloride (3a) with acyclic disulfides 4 or 5 give the respective trisulfides 1 or 2 in moderate to good yield and selectivity. A mechanism is advanced to explain the chemistry.
Kaolinitic clay catalyzed reaction of sulfur monochloride with aromatics: An efficient and high yield synthesis of symmetrical disulfides
Vyas, Renu,Chanda, Bhanu,Sudalai
, p. 43 - 44 (2007/10/03)
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
Do, Quang Tho,Elothmani, Driss,Simonet, Jacques,Guillanton, Georges Le
, p. 273 - 281 (2007/10/03)
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,.
Desulfurization of Organic Trisulfides by Tris(dialkylamino)phosphines. Mechanistic Aspects
Harpp, David N.,Ash, David K.,Smith, Roger A.
, p. 5155 - 5160 (2007/10/02)
Tris(dialkylamino)phosphines effect a rapid desulfurization of trisulfides to disulfides under mild conditions.The reaction mechanism involves a bimolecular process, proceeding by the rate-determining formation of a phosphonium salt intermediate.The central sulfur atom of a diaryl trisulfide is removed in the process, while a dialkyl trisulfide loses a terminal sulfur atom to the aminophosphine.
