33667-80-0

Usage

Uses

Used in Chemical Synthesis:
2,4,6-Trimethyl diphenyl sulfide is used as a solvent for facilitating various chemical reactions, enhancing the efficiency and selectivity of the processes involved.
Used in Organic Synthesis:
It serves as a reducing agent in organic synthesis, contributing to the formation of desired products by influencing the reactivity of other compounds in the reaction mixture.
Used in Pharmaceutical Industry:
2,4,6-Trimethyl diphenyl sulfide is used as an intermediate in the production of pharmaceutical compounds, playing a crucial role in the synthesis of drugs with specific therapeutic applications.
Used in Agrochemical Industry:
2,4,6-TRIMETHYL DIPHENYL SULFIDE finds application in the agrochemical sector, potentially serving as an intermediate in the synthesis of pesticides or other agrochemical products to protect crops and enhance agricultural productivity.

InChI:InChI=1/C15H16S/c1-11-9-12(2)15(13(3)10-11)16-14-7-5-4-6-8-14/h4-10H,1-3H3

Upstream product

• 1541-10-2 mesitylthiol 
• 108-98-5 thiophenol 
• 576-83-0 2,4,6-trimethylphenyl bromide 
• 17314-33-9 tributyltin phenyl sulfide 
• 42157-57-3 2-(ethylsulfanyl)-1,3,5-trimethylbenzene 
• 118-92-3 anthranilic acid 
• 3541-14-8 phenyl toluene-4-thiosulfonate 
• 108-67-8 1,3,5-trimethyl-benzene 
• 14204-27-4 N-phenylthiophthalimide 
• 14204-24-1 N-(phenylthio)succinimide 
• 136918-14-4 phthalimide 
• 5980-97-2 mesitylboronic acid 
• 931-59-9 benzenesulfenyl chloride 
• 16182-15-3 2,4,6-trimethylbenzenesulfonohydrazide 

Downstream Products

• 3112-82-1 (2,4,6-trimethylphenyl) phenyl sulfone 

Relevant academic research and scientific papers

Safe, Scalable, Inexpensive, and Mild Nickel-Catalyzed Migita-Like C?S Cross-Couplings in Recyclable Water

A new approach to C?S couplings is reported that relies on nickel catalysis under mild conditions, enabled by micellar catalysis in recyclable water as the reaction medium. The protocol tolerates a wide range of heteroaromatic halides and thiols, including alkyl and heteroaryl thiols, leading to a variety of thioethers in good isolated yields. The method is scalable, results in low residual metal in the products, and is applicable to syntheses of targets in the pharmaceutical area. The procedure also features an associated low E Factor, suggesting a far more attractive entry than is otherwise currently available, especially those based on unsustainable loadings of Pd catalysts.

Chan-Lam-Type C-S Coupling Reaction by Sodium Aryl Sulfinates and Organoboron Compounds

A Chan-Lam-Type C-S coupling reaction using sodium aryl sulfinates has been developed to provide diaryl thioethers in up to 92% yields in the presence of a copper catalyst and potassium sulfite. Both electron-rich and electron-poor sodium aryl sulfinates and diverse organoboron compounds were tolerated for the synthesis of aryl and heteroaryl thioethers and dithioethers. The mechanistic study suggested that potassium sulfite was involved in the deoxygenation of sulfinate through a radical process.

A Robust Pd-Catalyzed C-S Cross-Coupling Process Enabled by Ball-Milling

An operationally simple mechanochemical C-S coupling of aryl halides with thiols has been developed. The reaction process operates under benchtop conditions without the requirement for a (dry) solvent, an inert atmosphere, or catalyst preactivation. The reaction is finished within 3 h. The reaction is demonstrated across a broad range of substrates; the inclusion of zinc metal has been found to be critical in some instances, especially for coupling of alkyl thiols.

Syntheses of Thioethers and Selenide Ethers from Anilines

In this study, a general procedure was proposed for synthesizing thioethers and selenide ethers from anilines under solvent-free and transition-metal-free conditions. Thioethers were formed when anilines reacted with thiols under blue light-emitting-diode (LED) irradiation at room temperature without a photocatalyst. When reactions were performed using anilines and diselenides, the corresponding selenide ethers were obtained with satisfactory to excellent yields. The reaction was performed under photocatalyst-free and solvent-free conditions without blue LEDs. The advantages of this system include convenient operations, mild reaction conditions, satisfactory functional group tolerance, and late-stage selenylation of drug molecules.

Copper-Catalyzed Electrophilic Thiolation of Organozinc Halides by Using N-Thiophthalimides Leading to Polyfunctional Thioethers

(Hetero)aryl, benzylic, and alkyl zinc halides were thiolated with N-thiophthalimides at 25 °C within 1 h in the presence of 5–10 % Cu(OAc)2?H2O to furnish the corresponding polyfunctionalized thioethers in good yields. This electrop

Iodine(III) Enabled Dehydrogenative Aryl C?S Coupling by in situ Generated Sulfenium Ion

Due to the normal polarity preferences, arenes form stable complexes with thiols through S?H???π interaction and direct dehydrogenative aryl C?S coupling is usually restricted. We report here an umpolung based one pot and direct C?S coupling approach unde

CuI promoted sulfenylation of organozinc reagents with arylsulfonyl chlorides

A CuI promoted sulfenylation of organozinc reagents with arylsulfonyl chlorides/PPh3 has been explored. This reaction proceeded smoothly through an alkyl/aryl radical (generated from organometallics) under mild conditions and produced the desired sulfide products in excellent yields.

The copper-nicotinamide complex: Sustainable applications in coupling and cycloaddition reactions

The crystalline copper(ii)-nicotinamide complex, synthesized via simple mixing of copper chloride and nicotinamide solution at room temperature, catalyzes the C-S, C-N bond forming and cycloaddition reactions under a variety of sustainable reaction conditions.

Synthesis of Aryl Sulfides: Metal-Free C-H Sulfenylation of Electron-Rich Arenes

A simple, efficient, and practical metal-free C-H sulfenylation of substituted electron-rich arenes has been developed. This method is highly regioselective, and the corresponding aryl sulfides were obtained in moderate to excellent yields from stable and

Copper-catalyzed sulfenylation of boronic acids with sulfonyl hydrazides

An unprecedented sulfenylation reaction of carbon-boron bonds has been developed using sulfonyl hydrazides as sulfenyl sources. A range of sulfonyl hydrazides underwent tetrakis(acetonitrile)copper(I) tetrafluoroborate [Cu(CH3CN)4BF4]/2,2′-bipyridine-catalyzed sulfenylation with boronic acids under air to give structurally diverse thioethers in moderate to good yields. Preliminary mechanistic studies show that sulfonyl hydrazides are subjected to decomposition into thiosulfonates and disulfides followed by formation of carbon-sulfur bonds with boronic acids.