703-18-4

Basic information

• Product Name: Phenyl trifluoromethyl sulphoxide
• Synonyms: Phenyl trifluoromethyl sulphoxide;1-(trifluoroMethylsulfinyl)benzene
• CAS NO: 703-18-4
• Molecular Formula: C₇H₅F₃OS
• Molecular Weight: 194.1742096
• Mol File: 703-18-4.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 82°C/10mmHg(lit.)
• Appearance: /
• Density: 1.3810 g/cm3
• Refractive Index: 1.4870 to 1.4910
• CAS DataBase Reference: Phenyl trifluoromethyl sulphoxide(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl trifluoromethyl sulphoxide(703-18-4)
• EPA Substance Registry System: Phenyl trifluoromethyl sulphoxide(703-18-4)

Safety Data

• Hazardous Substances Data: 703-18-4(Hazardous Substances Data)

Usage

General Description

Phenyl trifluoromethyl sulphoxide is a chemical compound with the molecular formula C8H7F3OS. It is a colorless liquid that is soluble in organic solvents and is commonly used as a reagent in chemical synthesis. Phenyl trifluoromethyl sulphoxide is known for its ability to act as a highly efficient and selective oxidizing agent in various chemical reactions. It has been utilized in the synthesis of pharmaceuticals and other organic compounds due to its unique reactivity and high selectivity. Additionally, it is known for its stability and relatively low toxicity, making it a versatile and valuable tool in organic chemistry research and industrial applications.

Upstream product

• 456-56-4 phenyl trifluoromethylsulfide 
• 708-67-8 4-aminophenyl trifluoromethylsulfoxide 
• 4972-29-6 benzenesulphinyl chloride 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 670-98-4 methyl benzenesulfinate 
• 2926-29-6 Langlois reagent 
• 71-43-2 benzene 
• 1493-13-6 trifluorormethanesulfonic acid 
• 2926-30-9 sodium triflate 
• 394-60-5 1-nitro-4-[(R,S)-(trifluoromethyl)sulfinyl]benzene 
• 403-66-7 p-nitrophenyl trifluoromethyl sulfide 

Downstream Products

• 95414-68-9 imino(phenyl)(trifluoromethyl)-λ⁶-sulfanone 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 
• 120120-26-5 (trifluoromethyl)triethylsilane 
• 536975-47-0 (trifluoromethyl)(t-butyl)dimethylsilane 
• 1178899-29-0 N-butyryl-S-phenyl-S-(trifluoromethyl)sulfilimine 
• 1199956-76-7 2-[2-(trifluoromethylsulfanyl)phenyl]butanenitrile 
• 1178899-32-5 N-(phenylacetyl)-S-phenyl-S-(trifluoromethyl)sulfilimine 
• 1199956-78-9 2-phenyl-2-[2-(trifluoromethylsulfanyl)phenyl]acetonitrile 
• 1178899-30-3 N-(cyclopropylcarbonyl)-S-phenyl-S-(trifluoromethyl)sulfilimine 
• 237424-20-3 2-[2-(trifluoromethylsulfanyl)phenyl]acetonitrile 
• 1178899-17-6 N-acetyl-S-phenyl-S-(trifluoromethyl)sulfilimine 
• 1260111-91-8 propyl-(1-{[phenyl(trifluoromethyl)-λ4-sulfanylidene]amino}ethylidene)ammonium trifluoromethanesulfonate 
• 1260111-93-0 dimethyl-{1-[(phenyl(trifluoromethyl)-λ4-sulfanylidene)amino]ethylidene}ammonium trifluoromethanesulfonate 
• 1260111-65-6 phenyl trifluoromethyl sulfilimine 

Relevant articles and documents

Structure and Reactivity of N-Heterocyclic Alkynyl Hypervalent Iodine Reagents

Ethynylbenziodoxol(on)e (EBX) cyclic hypervalent iodine reagents have become popular reagents for the alkynylation of radicals and nucleophiles, but only offer limited possibilities for further structure and reactivity fine-tuning. Herein, the synthesis o

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

One pot synthesis of trifluoromethyl aryl sulfoxides by trifluoromethylthiolation of arenes and subsequent oxidation with hydrogen peroxide

Hydrogen peroxide was used for oxidation of various aryl trifluoromethyl sulfides. Trifluoroacetic acid was used as an activating solvent that enables non-catalyzed oxidation and increases selectivity for sulfoxide formation. As shown by oxidation of thianthrene TFA enhances electrophilic character of the oxidant and further oxidation of sulfoxide group is blocked. We have joined trifluoromethylthiolation of arenes using a modified Billard reagent (p-ClPhNHSCF3) with oxidation of aryl trifluoromethyl sulfides using 1.2 equiv. of 30% aqueous hydrogen peroxide and this one-pot process has superior yields than would have been obtained in a two step process.