53451-90-4

Basic information

• Product Name: 4-TRIFLUOROMETHYL DIPHENYL SULFIDE
• Synonyms: 4-TRIFLUOROMETHYL DIPHENYL SULFIDE;4-TRIFLUOROMETHYL DIPHENYL SULFIDE 97%MIN;phenyl(4-(trifluoromethyl)phenyl)sulfane;4-TRIFLUOROMETHYL DI
• CAS NO: 53451-90-4
• Molecular Formula: C₁₃H₉F₃S
• Molecular Weight: 254.27
• Mol File: 53451-90-4.mol
• Article Data: 61

Chemical Properties

• Melting Point: 36 °C
• Boiling Point: 314.8 °C at 760 mmHg
• Flash Point: 144.2 °C
• Appearance: /
• Density: 1.29g/cm³
• Vapor Pressure: 0.000841mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: 4-TRIFLUOROMETHYL DIPHENYL SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIFLUOROMETHYL DIPHENYL SULFIDE(53451-90-4)
• EPA Substance Registry System: 4-TRIFLUOROMETHYL DIPHENYL SULFIDE(53451-90-4)

Safety Data

• Hazardous Substances Data: 53451-90-4(Hazardous Substances Data)

Usage

General Description

4-Trifluoromethyl diphenyl sulfide is a chemical compound with the molecular formula C14H9F3S. It is a white crystalline solid that is insoluble in water but soluble in organic solvents. 4-TRIFLUOROMETHYL DIPHENYL SULFIDE is commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals. It has potential applications in the fields of material science and organic synthesis due to its unique chemical properties, such as its ability to act as a ligand in catalytic reactions. 4-Trifluoromethyl diphenyl sulfide is also used as a reagent in the production of various organic compounds, making it an important intermediate in chemical manufacturing processes.

InChI:InChI=1/C13H9F3S/c14-13(15,16)10-6-8-12(9-7-10)17-11-4-2-1-3-5-11/h1-9H

Upstream product

• 10442-39-4 tetra-n-butylammonium cyanide 
• 111278-49-0 C₁₃H₉F₃N₂S 
• 114650-56-5 C₁₃H₉F₃N₂S 
• 930-69-8 sodium thiophenolate 
• 98-56-6 4-chlorobenzotrifluoride 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 455-13-0 4-Iodobenzotrifluoride 
• 882-33-7 diphenyldisulfane 
• 108-98-5 thiophenol 
• 108-86-1 bromobenzene 
• 156098-13-4 phenyl triisopropylsilyl sulfide 
• 88519-49-7 (4-iodophenyl)(phenyl)thioether 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 18715-45-2 4-trifluoromethylphenyl disulfide 

Downstream Products

• 53451-93-7 1-(trifluoromethyl)-4-(phenylsulfonyl)benzene 
• 50986-93-1 1-(phenylsulfinyl)-4-(trifluoromethyl)benzene 

Relevant articles and documents

Dimsyl Anion Enables Visible-Light-Promoted Charge Transfer in Cross-Coupling Reactions of Aryl Halides

A methodology is reported for visible-light-promoted synthesis of unsymmetrical chalcogenides enabled by dimsyl anion in the absence of transition-metals or photoredox catalysts. The cross-coupling reaction between aryl halides and diaryl dichalcogenides proceeds with electron-rich, electron-poor, and heteroaromatic moieties. Mechanistic investigations using UV-Vis spectroscopy, time-dependent density functional theory (TD-DFT) calculations, and control reactions suggest that dimsyl anion forms an electron-donor-acceptor (EDA) complex capable of absorbing blue light, leading to a charge transfer responsible for generation of aryl radicals from aryl halides. This previously unreported mechanistic pathway may be applied to other light-induced transformations performed in DMSO in the presence of bases and aryl halides.

Rh(I)-Catalyzed Intramolecular Decarbonylation of Thioesters

Decarbonylative synthesis of thioethers from thioesters proceeds in the presence of a catalytic amount of [Rh(cod)Cl]2 (2 mol %). The protocol represents the first Rh-catalyzed decarbonylative thioetherification of thioesters to yield valuable thioethers. Notable features include the absence of phosphine ligands, inorganic bases, and other additives and excellent group tolerance to aryl chlorides and bromides that are problematic using other metals to promote decarbonylation. Gram scale synthesis, late-stage pharmaceutical derivatization, and orthogonal site-selective cross-couplings by C-S/C-Br cleavage are reported.

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