699-20-7

Usage

InChI:InChI=1/C8H10S2/c1-9-7-3-5-8(10-2)6-4-7/h3-6H,1-2H3

Upstream product

• 67-56-1 methanol 
• 124-41-4 sodium methylate 
• 624-39-5 benzene-1,4-dithiol 
• 77-78-1 dimethyl sulfate 
• 1122-97-0 4-methylsulfanyl-thiophenol 
• 74-88-4 methyl iodide 
• 106-37-6 1.4-dibromobenzene 
• 4856-13-7 cuprous methylmercaptide 
• 106-46-7 para-dichlorobenzene 
• 74-93-1 methylthiol 
• 5188-07-8 sodium thiomethoxide 
• 104-96-1 4-methylsulfanylaniline 
• 120-82-1 1,2,4-Trichlorobenzene 
• 624-92-0 Dimethyldisulphide 

Downstream Products

• 132180-53-1 1,4-bis-(2,4-dinitro-phenylsulfanyl)-benzene 
• 22821-86-9 1,4-bis(methanesulfonyl)benzene 
• 90953-82-5 1,4-bis(methylsulfinyl)benzene 
• 84910-84-9 2,5-dibromo-1,4-bis(methylthio)benzene 
• 86636-07-9 p-(methylthio)phenyl benzyl sulphide 
• 71790-50-6 1-(methylsulfinyl)-4-(methylthio)benzene 
• 179748-74-4 1,4-bis-trichloromethylsulfanyl-benzene 
• 199381-81-2 C₈H₇⁽²⁾H₃OS₂ 
• 84910-77-0 4-methyl-2,5-bis(methylthio)benzaldehyde 
• 84910-83-8 2,5-bis(methylthio)-4-bromotoluene 

Relevant academic research and scientific papers

Palladium-catalyzed intermolecular transthioetherification of aryl halides with thioethers and thioesters

Functional group transfer reactions are an important synthetic tool in modern organic synthesis. Herein, we developed a new palladium-catalyzed intermolecular transthioetherification reaction of aryl halides with thioethers and thioesters. The synthetic utility and practicality of this catalytic protocol are demonstrated in a wide range of successful transformations (>70 examples). This catalytic protocol is applicable in carbonylative coupling processes as well, and the first example of carbonylative methylthioesterification of aryl halides has been achieved. Notably, this work also provides an approach to using natural products, such as methionine and selenomethionine, as the functional group sources.

β-alkyl substituted dithieno[2,3-d;2′,3′-d′]benzo[1, 2-b;4,5-b′]dithiophene semiconducting materials and their application to solution-processed organic transistors

A novel highly π-extended heteroacene with four symmetrically fused thiophene-ring units and solubilizing substituents at the terminal β-positions on the central ring, dithieno[2,3-d;2′,3′-d′] benzo[1,2-b;4,5-b′]dithiophene (DTBDT) was synthesized via int

Copper-mediated methylthiolation of aryl halides with DMSO

A copper-mediated methylthiolation of aryl halides with the widely available DMSO is described. The procedure tolerates a series of functional groups such as methoxy, nitro, chloro, fluoro, trifluoromethyl, formyl and methoxycarbonyl groups. Thus, it represents a simple and facile methylthiolation procedure.

Frustrated rotations in single-molecule junctions

(Graph Presented) We compare the conductance of 1,4-bis(methylthio)benzene with that of 2,3,6,7-tetrahydrobenzo[1,2-b:4,5-b′]dithiophene and the conductance of 1,4-bis(methylseleno)benzene with that of 2,3,6,7- tetrahydrobenzo[1,2-b:4,5-b′]diselenophene a

Conjugated ladder-type heteroacenes bearing pyrrole and thiophene ring units: Facile synthesis and characterization

(Chemical Equation Presented) Ladder-type heteroacenes containing pyrrole and thiophene rings, dibenzo[b,b′]thieno[2,3-f:5,4-f′]-carbazoles (DBTCZ, 1), and diindolo[3,2-b:2′,3′-h]benzo[1],2-b:4,5-b′] bis[1]benzothiophene (DIBBBT, 2), were facilely synthes

Photoinduced nucleophilic substitution of aryl halides with potassium thioacetate - A one-pot approach to aryl methyl and diaryl sulfides

Aryl methyl sulfides and diaryl sulfides were prepared by photoinduced reactions of potassium thioacetate with aryl halides under entrainment conditions. Without isolation, the arene thiolates obtained by the aromatic substitution were quenched with methyl iodide to afford the aryl methyl sulfides in 26-59% yields in a "one-pot" procedure together with the diaryl sulfides in variable yields (3-31 %). By optimization of the reaction conditions it was possible to improve the formation of the Ar2S, going from moderate to good yields (64-83%). Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Dithia-s-indacene derivative

A 1,5-dithia-s-indacene or 1,7-dithia-s-indacene derivative represented by general formula (1): wherein R1 and R2 each independently represents a hydrogen atom, an alkyl group or an alkoxy group; R3-R12 each ind

One-Pot Two-Step Synthesis of Aryl Sulfur Compounds by Photoinduced Reactions of Thiourea Anion with Aryl Halides

(Equation presented) The photoinduced reactions of aryl halides with the thiourea anion afford arene thiolate ions in DMSO. These species without isolation, and by a subsequent aliphatic nucleophilic substitution, S RN1 reaction, oxidation, or protonation, yield aryl methyl sulfides, diaryl sulfides, diaryl disulfides, and aryl thiols with good yields (50-80%). This is a simple and convenient approach which involves the use of the commercially available and inexpensive thiourea in a one-pot two-step process for the synthesis of aromatic sulfur compounds.

Evidence for intermolecular interaction between sulfonium and sulfide sulfur atoms and its application to synthesis of cyclic bis(disulfide) dimer

On the basis of the remote Pummerer reaction of p-bis(alkylthio)-aromatic S-oxide, the intermolecular interaction between the sulfonium and sulfide sulfur atoms is described. (1) In marked contrast to the Pummerer reaction of 1b-d3 with (CF3CO)2O (J. Org. Chem. 1999, 64, 3190-3195), the reaction of 3,3′,5,5′-tetramesityl-4-(trideuteriomethylsulfinyl)-4′- (methylthio)biphenyl (1a-d3) as a sterically hindered analogue of 1b gave only 2a-d2. (2) Both reactions of the two unsymmetrical regioisomers of 1-(ethylthio)-4-(methylthio)benzene S-oxide (5a and 5b) with (CF3CO)2O afforded a mixture of the mono-Pummerer products 6a and 6b, the bis-Pummerer product 7, and the bissulfide 8 in a similar ratio. The quenching at the initial stage of both reactions produced 5a, 5b, 8, and the bis-sulfoxide 10 in a similar ratio. These results indicate the equilibrium in the intermolecular interaction between the sulfur atoms. (3) The reaction of the p-bis(benzylthio)aromatic S-oxide 16 with (CF3SO2)2O gave the cyclic bis(disulfide) dimer 17 for the diphenyl sulfide and diphenylmethane spacers or the cyclic tetrakis(disulfide) tetramer 19 for the benzene and biphenyl spacers via the debenzylation of an intermolecular dithia dication. The cyclic bis(dithia dication) dimer A resulting from the intermolecular interaction between the sulfonium and sulfide sulfur atoms is proposed as an intermediate throughout the present reactions.

Electrochemical electrophilic aromatic methylthiation in liquid SO2

Controlled potential electrolysis of dimethyldisulfide in liquid sulfur dioxide provides a strongly electrophilic methylthiating agent. This species methylthiates strongly to weakly activated arenes in good to excellent yield.