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

Palladium-catalysed thioetherification of aryl and alkenyl iodides using 1,3,5-trithiane as sulfur source

Thioetherification reaction of aryl iodides catalysed by palladium(II) complexes in the presence of 1,3,5-trithiane as sulphur source is reported. The paper presents the first homogeneous catalytic application of 1,3,5-trithiane in synthesis. Detailed optimization steps, the frames of the novel reaction are described, as well as the limitations and the substrate scope are also demonstrated. Moderate to good thioether yields were achieved in the presence of various substituted iodobenzenes and some alkenyl iodides, using palladium-xantphos catalyst system. Competitive reactions in the presence of mixed substrates were also performed and mechanistic considerations were assumed.

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.

Preparation of Recyclable and Versatile Porous Poly(aryl thioether)s by Reversible Pd-Catalyzed C–S/C–S Metathesis

Porous organic materials (polymers and COFs) have shown a number of promising properties; however, the lability of their linkages often limits their robustness and can hamper downstream industrial application. Inspired by the outstanding chemical, mechanical, and thermal resistance of the 1D polymer poly(phenylene sulfide) (PPS), we have designed a new family of porous poly(aryl thioether)s, synthesized via a mild Pd-catalyzed C–S/C–S metathesis-based method, that merges the attractive features common to porous polymers and PPS in a single material. In addition, the method is highly modular, allowing to easily introduce application-oriented functionalities in the materials for a series of environmentally relevant applications including metal capture, metal sensing, and heterogeneous catalysis. Moreover, despite their extreme chemical resistance, the polymers can be easily recycled to recover the original monomers, offering an attractive perspective for their sustainable use. In a broader context, these results clearly demonstrate the untapped potential of emerging single-bond metathesis reactions in the preparation of new, recyclable materials.