2050-87-5Relevant articles and documents
Thermal Degradation of Allyl Isothiocyanate in Aqueous Solution
Chen, Chung-Wen,Ho, Chi-Tang
, p. 220 - 223 (1998)
Allyl isothiocyanate in an aqueous solution was heated and refluxed at 100 °C for 1 h. The reaction mixtures were then extracted with methylene chloride and analyzed using gas chromatography (GC) and gas chromatography-mass spectrometry (GC-MS). The mixtures in aqueous phase were analyzed by high-performance liquid chromatography (HPLC) and liquid chromatography-mass spectrometry (LC-MS) equipped with an atmospheric-pressure chemical ionization (APCI) interface. The compounds identified in the methylene chloride extracts included diallyl sulfide, diallyl disulfide, diallyl trisulfide, diallyl tetrasulfide, allyl thiocyanate, 3H-1,2-dithiolene, 2-vinyl-4H-1,3-dithiin, 4H-1,2,3-trithiin, and 5-methyl-1,2,3,4-tetrathiane. N,N′-Diallylthiourea, which was the major degradation product in the aqueous phase from the thermal reaction of allyl isothiocyanate, was identified by using LC-MS (APCI+), direct-probe EI-MS, and 1H-NMR. The possible mechanism for the formation of these products was proposed.
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.
Selectivity of diallyl trisulfides (DATS) in reducing HAuCl4 to produce gold nanoparticles: a detailed investigation
Chatterjee, Arunavo,Mandal, Niladri Sekhar,Purkayastha, Pradipta
, (2021/09/08)
The bulbous root garlic (Allium sativum) with a strong taste and pungent odor is used widely in culinary preparations and folk medicine. Silver and gold nanoparticles (NPs) synthesized using this ingredient have also shown medicinal and therapeutic potency. Garlic contains organosulfur compounds, such as diallyl sulfide (DAS), diallyl disulfide (DADS) and diallyl trisulfide (DATS). These compounds are of crucial significance as anticancer drugs. Reported here is a synthesis of a series of DATS with varying substituents and plausible application as capping as well as reducing agent to synthesize gold nanoparticles (TS-GNPs). In the process, it was discovered that among the selected DATs, only 1,3-di(but-1-ene)trisulfane could serve the purpose because of structural reasons. The reason for this intriguing selectivity has been investigated in detail using the experimental findings and theoretical calculations of the frontier molecular orbitals (FMO). Graphic abstract: Synthesis of a series of medicinally important symmetrical organic trisulfides as a structural analogue of diallyl trisulfides (DATS) in an attempt to construct organosulfur compound induced gold nanoparticles (GNPs), has been reported. Only 1,3-Di(but-1-ene)trisulfane in the lot is capable of reducing the chloroauric acid to synthesize the protected GNPs.[Figure not available: see fulltext.].
Trisulfides over disulfides: Highly selective synthetic strategies, anti-proliferative activities and sustained H2S release profiles
Bhattacherjee, Debojit,Sufian, Abu,Mahato, Sulendar K.,Begum, Samiyara,Banerjee, Kaustav,De, Sharmistha,Srivastava, Hemant Kumar,Bhabak, Krishna P.
supporting information, p. 13534 - 13537 (2019/11/14)
Temperature-and solvent-induced selective synthesis of trisulfides and disulfides is demonstrated. A remarkable selectivity was achieved using Na2S as a sulfur-Transfer agent under mild, greener, catalyst-free and additive-free conditions. This study reveals trisulfides as a better model than disulfides in general for a sustained release of H2S and potent anti-cancer activities.
GARLIC PROCESSING
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Page/Page column 10-12, (2008/12/05)
A method of producing polysulfides comprising the step of adding elemental sulphur to an allicin-containing plant extract. In preferred embodiments, the plant extract is mechanically treated members of the genus Allium, especially garlic. In further preferred aspects of the invention, the plant extract and sulphur mixture is heated, and the pH is controlled to allow manipulation of the polysulfide chain length. The addition of organic bases, containing nitrogen lone pairs, allows further control of polysulfide chain length.
PROCESS FOR PRODUCING DIALLYL DISULFIDE
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Page/Page column 9-12, (2010/10/20)
The invention provides a process for forming diallyl disulfide. The process comprises A) mixing together sulfur and at least one alkali metal sulfide in an initial aqueous medium in which at least about 90 volume percent of said aqueous medium is water, such that a disulfide source is formed in said initial aqueous medium thereby forming a disulfide source-conatining aqueous medium, and B) mixing together at least a portion of said disulfide source-containing aqueous medium and at lease one allyl halide selected from allyl cloride, allyl bromide, or a mixture of any two or all three of these, in the absence of any additional solvent other than water, at a temperature in the range of about 40?C to about 60?C, such that diallyl disulfide is formed.
Process for the preparation of diorganotrisulfide
-
, (2008/06/13)
The present invention discloses a process for the preparation of a diorganotrisulfide said process by reacting an organic halide and elemental sulfur (α-rhombic) using catalytic copper (II) halide and tin (II) halide in a mixture of organic solvents at 30-70° C.
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,.
A simple method to prepare unsymmetrical di- tri- and tetrasulfides
Derbesy, Gerard,Harpp, David N.
, p. 5381 - 5384 (2007/10/02)
Unsymmetrical di- tri- and tetrasulfides can be prepared in a one-pot reaction using SO2Cl2 SCl2 and S2Cl2 respectively to permit coupling of the appropriate thiols.
(E,Z)-Ajoene: A potent antithrombotic agent from garlic
Block,Ahmad,Jain,et al.
, p. 8295 - 8296 (2007/10/02)
A report is presented of the structural characterization and simple synthesis of (E,Z)-ajoene.
