13250-88-9

Usage

InChI:InChI=1/C16H18S/c1-13-3-7-15(8-4-13)11-17-12-16-9-5-14(2)6-10-16/h3-10H,11-12H2,1-2H3

Upstream product

• 104-81-4 4-Methylbenzyl bromide 
• 4498-99-1 4-methylbenzylthiol 
• 74002-21-4 bis-(4-methyl-benzyl)-sulfoxide 
• 104-82-5 4-Methylbenzyl chloride 
• 201230-82-2 carbon monoxide 
• 622-29-7 N-Benzylidenemethylamine 
• 99-94-5 p-Toluic acid 
• 589-18-4 4-Methylbenzyl alcohol 
• 20193-94-6 bis-(4-methyl-benzyl)-disulfide 
• 38460-98-9 bis(4-methylbenzyl) ether 
• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 51392-39-3 (α-Chlor-4-methylbenzyl)(4-methylbenzyl)sulfon 
• 1576-67-6 3,6-dimethylphenanthrene 
• 20193-94-6 bis-(4-methyl-benzyl)-disulfide 
• 4498-99-1 4-methylbenzylthiol 
• 3335-35-1 4-methyl-1-(trichloromethyl)benzene 
• 7052-62-2 bis(4-methylbenzyl) sulphone 
• 74002-21-4 bis-(4-methyl-benzyl)-sulfoxide 
• 620-23-5 m-tolyl aldehyde 
• 62740-58-3 C₂₂H₂₂S₂ 
• 134164-22-0 tris(p-methylbenzyl)sulfonium tetrafluoroborate 

Relevant academic research and scientific papers

Indium-catalyzed reductive sulfidation of aromatic carboxylic acids and aldehydes with elemental sulfur to prepare symmetrical benzyl sulfides

Described herein is a direct approach to symmetrical thioethers from either aromatic carboxylic acids or aromatic aldehydes with elemental sulfur (S8) by using a reducing system combined with InI3 and 1,1,3,3-tetramethyldisiloxane (TMDS). This sulfidation does not require functionalized sulfur reagents, such as sulfides, disulfides, or metal sulfides, and it simultaneously forms two carbon-sulfur bonds in a single catalytic system. The coupling reaction of either aromatic carboxylic acids or aromatic aldehydes with elemental sulfur in the presence of a catalytic amount of InI3 and TMDS effectively produced the corresponding symmetrical benzyl sulfide derivatives.

Indium(III)-catalyzed reductive one-pot synthesis of thioethers from aromatic aldehydes and elemental sulfur

Described herein is that a combination of InI3 and 1,1,3,3-tetramethyldisiloxane (TMDS) effectively promotes the reductive thioetherification from aromatic aldehydes with elemental sulfur (S8).

Synthesis method of dibenzyl sulfide

As an important organic intermediate and a synthesis reagent, an organic sulfur compound also has unique pharmacological effects of resisting tumors, inflammation, bacteria and oxidation, preventing aging, preventing and treating cardiovascular diseases and the like. The patent develops a method for synthesizing dibenzyl sulfide without metal catalysis. In an acetonitrile solution, benzyl trifluoromethanesulfonic acid quaternary ammonium salt and sodium sulfide nonahydrate are used to synthesize dibenzyl sulfide in a wide substrate range with good to excellent yield through breakage of a carbon-nitrogen bond and generation of a carbon-sulfur bond. The method has the advantages of mild reaction conditions, simple operation, no metal, high yield, wide substrate applicability and the like.

SULFUR EXTRUSION FROM DISULFIDES BY CARBENES

The present invention relates to a method for preparing a compound T having a thioether group from a compound D having a disulfide group in the presence of a carbene.

Nanolayered cobalt-molybdenum sulphides (Co-Mo-S) catalyse borrowing hydrogen C-S bond formation reactions of thiols or H2S with alcohols

Nanolayered cobalt-molybdenum sulphide (Co-Mo-S) materials have been established as excellent catalysts for C-S bond construction. These catalysts allow for the preparation of a broad range of thioethers in good to excellent yields from structurally diverse thiols and readily available primary as well as secondary alcohols. Chemoselectivity in the presence of sensitive groups such as double bonds, nitriles, carboxylic esters and halogens has been demonstrated. It is also shown that the reaction takes place through a hydrogen-autotransfer (borrowing hydrogen) mechanism that involves Co-Mo-S-mediated dehydrogenation and hydrogenation reactions. A novel catalytic protocol based on the thioetherification of alcohols with hydrogen sulphide (H2S) to furnish symmetrical thioethers has also been developed using these earth-abundant metal-based sulphide catalysts.

Alkyl Sulfides as Promising Sulfur Sources: Metal-Free Synthesis of Aryl Alkyl Sulfides and Dialkyl Sulfides by Transalkylation of Simple Sulfides with Alkyl Halides

A site-selective metal-free dealkylative approach to synthesize aryl alkyl and symmetrical dialkyl sulfides has been developed. This procedure is convenient and has wide functional group tolerance giving rise to sulfides carrying various alkyl chains from simple alkyl sulfides and alkyl halides in good to excellent yields. This transalkylation proceeds by an ionic mechanism via sulfonium intermediates and it was proposed that dimethylacetamide (DMAC) may participate in part to promote the reaction.

Indium-catalyzed direct conversion of dibenzyl ethers to dibenzyl sulfides using elemental sulfur and a hydrosilane and its application to the preparation of benzyl selenides

Described herein is a catalytic system composed of an indium(III) compound, a hydrosilane and an easily handled form of elemental sulfur (S8) that effectively and directly catalyzes the sulfidation of dibenzyl ethers to produce dibenzyl sulfides. This system could also be applied to selenium in a straightforward conversion to dibenzyl selenides.

Indium-catalyzed direct preparation of dibenzyl sulfides from benzyl alcohols and elemental sulfur with a hydrosilane and its application to the preparation of dibenzyl selenide

We describe how a reducing system composed of InI3 and a hydrosilane efficiently and directly introduce elemental sulfur into the structure of dibenzyl sulfides via a nucleophilic substitution of benzyl alcohols. Also, we describe the application of this reducing system in the direct preparation of a dibenzyl selenide derivative with selenium.

Phase-vanishing method with gas evolution and its application to organic synthesis

Using a phase-vanishing (PV) system, hydrogen, oxygen, and hydrogen sulfide generated in situ from CaH2, KO2, and P2S5, respectively, were directly reacted with substances in the organic phase to afford the desired products. The selective synthesis of sulfides and disulfides was achieved with the evolution of H2S gas via tuning the bases used in the PV method. Using this PV system, reactions with hazardous gaseous reagents can be carried out easily and safely in a common test tube.

Dithiooxamide as an Effective Sulfur Surrogate for Odorless High-Yielding Carbon-Sulfur Bond Formation in Wet PEG200 as an Eco-Friendly, Safe, and Recoverable Solvent

In this study, we have employed dithiooxamide, a solid, odorless, and commercially available compound, as a sulfur surrogate for the preparation of dialkyl sulfides from available alkyl halides in high yields. This sulfur transfer agent was also used for a copper-catalyzed high-yielding preparation of diaryl sulfides from their available aryl halides and for the preparation of thia-Michael adducts in high yields. All the reactions were performed under odorless conditions in wet PEG200 (PEG = polyethylene glycol), which is an eco-friendly, safe, and recoverable solvent. The protocols were easily applicable to large-scale operation.