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Dimethyl trisulfide is a clear yellow liquid with a powerful, diffusive, and penetrating odor reminiscent of fresh onion. It is a major aroma component in cooked Brassicaceous vegetables and is also found in various other food items, such as onion, garlic, and shellfish.

3658-80-8

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3658-80-8 Usage

Uses

Used in Flavor Industry:
Dimethyl trisulfide is used as a flavoring agent for its characteristic sulfureous, alliaceous, gassy, savory, and meaty taste with a fresh, vegetative nuance. It is particularly important in the flavoring of cooked vegetables of the Brassica genus.
Used in Pest Control:
Dimethyl trisulfide is used as a component in trap baits for capturing blowflies, such as Calliphora loewi, due to its attractive odor to these insects.
Used in Pollination:
Dimethyl trisulfide, along with dimethyl sulfide and dimethyl disulfide, is used to attract flies to the dead-horse arum (Helicodiceros muscivorus) plant, which relies on these flies for pollination. The flies are drawn to the odor of fetid meat, which is similar to the smell of dimethyl trisulfide.
Used in Chemical Research:
Dimethyl trisulfide's unique chemical properties and odor make it a valuable compound for research in various fields, including chemistry, biology, and environmental science. It can be used to study the effects of volatile organic compounds on ecosystems and human perception.

Preparation

It is produced by the microorganism, L. cremoris S2.

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 2995, 1989 DOI: 10.1016/S0040-4039(00)99178-0

Check Digit Verification of cas no

The CAS Registry Mumber 3658-80-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,6,5 and 8 respectively; the second part has 2 digits, 8 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 3658-80:
(6*3)+(5*6)+(4*5)+(3*8)+(2*8)+(1*0)=108
108 % 10 = 8
So 3658-80-8 is a valid CAS Registry Number.
InChI:InChI=1/C2H6S3/c1-3-5-4-2/h1-2H3

3658-80-8 Well-known Company Product Price

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  • Alfa Aesar

  • (H32913)  Dimethyl trisulfide, 98%   

  • 3658-80-8

  • 5g

  • 775.0CNY

  • Detail
  • Alfa Aesar

  • (H32913)  Dimethyl trisulfide, 98%   

  • 3658-80-8

  • 25g

  • 2594.0CNY

  • Detail
  • Sigma-Aldrich

  • (79592)  Dimethyltrisulfide  analytical standard

  • 3658-80-8

  • 79592-10MG-F

  • 645.84CNY

  • Detail

3658-80-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Dimethyl trisulfide

1.2 Other means of identification

Product number -
Other names Trisulfide, dimethyl

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3658-80-8 SDS

3658-80-8Relevant articles and documents

Formation of dimethyloligosulfides in Lake Kinneret: Biogenic formation of inorganic oligosulfide intermediates under oxic conditions

Ginzburg, Boris,Dor, Inka,Chalifa, Irit,Hadas, Ora,Lev, Ovadia

, p. 571 - 579 (1999)

The mechanism of formation of dimethyloligosulfides in Lake Kinneret was investigated by field and laboratory studies. The process was simulated under laboratory conditions using obligate aerobic and facultative bacteria that were isolated from Lake Kinneret and fed with different types of organo-sulfur nutrients. The lysis products of Peridinium gatunense - a dinoflagellate that dominates the phytoplankton population in Lake Kinneret during the winter - spring season - are the primary source of dimethyloligosulfides. Bacterial assimilation of the aged alga or algae lysis products yields inorganic oligosulfides, which are then methylated to form the dimethyloligosulfides. All the steps of this process are carried out under oxic conditions.

Allium discoloration: The color-forming potential of individual thiosulfinates and amino acids: Structural requirements for the color-developing precursors

Kubec, Roman,Velisek, Jan

, p. 3491 - 3497 (2007)

Structural requirements for compounds involved in Allium discoloration have been investigated in detail. The abilities of all 20 protein amino acids and six naturally occurring 1-propenyl-containing thiosulfinates to form the pigments have been studied. Furthermore, several analogues of these thiosulfinates were prepared by synthesis, and their color-forming abilities were evaluated, together with those of various amino compounds. It has been found that an unsubstituted primary amino group and a free carboxyl group are essential structural features required for amino compounds to be able to generate the pigments. Out of the thiosulfinate analogues tested, only those containing at least a three-carbon chain with the β-carbon bearing a hydrogen atom yielded the pigments after reacting with glycine. Thiosulfonates, sulfoxides, sulfides, and disulfides did not form any colored products when mixed with glycine. The pH optimum for pigment formation has been found to be between 5.0 and 6.0 for all thiosulfinates tested.

Effect of Zinc Oxide on the Thermal Decomposition of Dimethyl Sulfoxide

Chen, Liping,Chen, Wanghua,Guo, Zichao,Li, Huabo,Weng, Shichun,Wu, Wenqian

, (2022/03/14)

Dimethyl sulfoxide (DMSO) is widely used in the chemical industry. However, it has a non-neglectful thermal runaway risk due to the nature of self-accelerating decomposition near the boiling point. Under the background that zinc oxide (ZnO) may extend the isothermal induction period of thermal decomposition of DMSO, this article conducts an in-depth study for the phenomenon with the techniques such as differential scanning calorimetry (DSC), accelerating rate calorimetry (ARC), gas chromatography-mass spectrometry (GC-MS), X-ray photoelectron spectroscopy (XPS), and X-ray diffractometry (XRD). After being mixed with ZnO, the maximum decomposition rate of DMSO was significantly reduced and the adiabatic induction period of DMSO decomposition was extended by 3.27 times, indicating that the thermal decomposition intensity of DMSO was obviously reduced. It was experimentally demonstrated that ZnO did not change the decomposition pathways of DMSO, but it could promote the decomposition of methanethiol, which was a decomposition intermediate of DMSO and could potentially serve as a promoter on the decomposition of DMSO.

K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles

Deng, Guobo,Kuang, Daizhi,Liang, Yun,Yang, Yuan,Yu, Jiangxi,Zhang, Fuxing,Zhu, Xiaoming

supporting information, p. 3789 - 3793 (2020/06/04)

We describe a three-component reaction of o-iodoanilines with K2S and DMSO that provides 2-unsubstituted benzothiazoles in moderate to good isolated yields with good functional group tolerance. Electron-rich aromatic amines and o-phenylenediamines instead of o-iodoanilines provided 2-unsubstituted benzothiazoles and 2-unsubstituted benzimidazoles with and without K2S under similar conditions. Notably, DMSO plays three vital roles: carbon source, solvent, and oxidant.

Catalytic reactions of dimethyl disulfide with thiophene and benzene

Mashkina,Khairulina

, p. 72 - 81 (2016/04/20)

The gas-phase reaction of dimethyl disulfide with thiophene proceeds under the action of acid catalysts under atmospheric pressure at 160-350°C and a residence time of τ = 0.6-21 s to form thioalkylation and alkylation products. Dimethyl disulfide reacts with benzene to form only alkylation products. Catalysts containing both strong protic and Lewis acid sites, as well as basic sites of moderate strength, are the most active ones.

Chromatographic component of identification of the transformation products of 1,1-dimethylhydrazine in the presence of sulfur

Zenkevich,Ul'Yanov,Golub,Buryak

, p. 1106 - 1114 (2014/08/05)

The gas-chromatographic retention indices of the products of 1,1-dimethylhydrazine transformations in the presence of sulfur allows one to confirm and, in ceratin cases, make more exact the results of their gas chromatography-mass spectrometry identificat

Synthesis, stability, and reactivity of [(TPA)Zn(SH)]+ in aqueous and organic solutions

Galardon, Erwan,Tomas, Alain,Roussel, Pascal,Artaud, Isabelle

scheme or table, p. 3797 - 3801 (2011/11/29)

Reaction of the complex [(TPA)Zn(H2O)]2+ [TPA = tris(2-pyridylmethyl)amine] with hydrogen sulfide in aqueous buffered solution gives the corresponding monomeric hydrogensulfido complex [(TPA)Zn(SH)] +, which was fully characterized, including by XRD. This complex is stable at neutral pH, but decomposes under basic conditions to yield the free ligand and zinc sulfide, and under acidic conditions to give hydrogen sulfide and the starting aqua complex. In organic solvents, the coordinated sulfur atom reacts with electrophiles such as methylmethanethiosulfonate to yield methyltrisulfide. Reaction with the hydroxo complex [(TpPh,Me)Zn(OH)] [TpPh,Me = hydridotris{(5-methyl-3-phenyl)pyrazolyl}borate] promotes the formation of the unsymmetrical dinuclear μ-sulfido species [(TPA)Zn-S-Zn(TpPh,Me)]+, which, upon treatment with one molar equivalent of trifluoroacetic acid, dissociates into [(Tp Ph,Me)Zn(SH)] and [(TPA)Zn(CF3CO2)] +, resulting in the transfer of the hydrogensulfido ligand from one zinc center to another.

Process for the preparation of organic disulfides

-

Page column 5, (2008/06/13)

The invention relates to a process for the preparation of organic disulfides by oxidation of mercaptans with sulfur dissolved in an organic disulfide using an amine as catalyst, where the mercaptans are used as “crude mercaptan stream” from a reaction of alcohols with hydrogen sulfide over a catalyst suitable for mercaptan synthesis. Furthermore, the invention relates to the use of the organic disulfides for the preparation of alkanesulfonic acids.

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.

Three sulfur atom insertion into the S-S bond - Pentasulfide preparation

Hou,Abu-Yousef,Harpp

, p. 7809 - 7812 (2007/10/03)

Chloro(triphenylmethyl)trisulfide (1) reacts under mild conditions with symmetric primary dialkyl disulfides and aromatic disulfides giving pentasulfides as the main products in good yield and selectivity. A mechanism involving a triphenylmethyl alkyl/phenyl tetrasulfide intermediate is discussed. (C) 2000 Elsevier Science Ltd.

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