122243-33-8

Basic information

• Product Name: Ethanone, 2,2,2-trifluoro-1-[4-(methylthio)phenyl]- (9CI)
• Synonyms: Ethanone, 2,2,2-trifluoro-1-[4-(methylthio)phenyl]- (9CI)
• CAS NO: 122243-33-8
• Molecular Formula: C₉H₇F₃OS
• Molecular Weight: 220.2114896
• Product Categories: ACETYLHALIDE
• Mol File: 122243-33-8.mol

Chemical Properties

• Boiling Point: 263.8°Cat760mmHg
• Flash Point: 113.3°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 0.0101mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: Ethanone, 2,2,2-trifluoro-1-[4-(methylthio)phenyl]- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2,2,2-trifluoro-1-[4-(methylthio)phenyl]- (9CI)(122243-33-8)
• EPA Substance Registry System: Ethanone, 2,2,2-trifluoro-1-[4-(methylthio)phenyl]- (9CI)(122243-33-8)

Safety Data

• Hazardous Substances Data: 122243-33-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H7F3OS/c1-14-7-4-2-6(3-5-7)8(13)9(10,11)12/h2-5H,1H3

Upstream product

• 353-85-5 trifluoroacetonitrile 
• 104-95-0 (4-bromophenyl)thioanisole 
• 1073-72-9 4-hydroxythioanisole 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 122035-81-8 2,2,2-trifluoro-1-(4'-methylsulfanylphenyl)ethanol 
• 100-68-5 methyl-phenyl-thioether 
• 360-92-9 N,N-diethyl-2,2,2-trifluoroacetamide 
• 18620-04-7 4-thioanisolemagnesium bromide 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 96661-19-7 1,1,1-Trifluoro-2-(4-methylsulfanyl-phenyl)-propan-2-ol 
• 1096375-81-3 (R)-2,2,2-trifluoro-1-(4-methyltiophenyl)-1-(1H-pyrrol-2-yl)ethanol 

Relevant articles and documents

Access to Aryl and Heteroaryl Trifluoromethyl Ketones from Aryl Bromides and Fluorosulfates with Stoichiometric CO

We report a sequential one-pot preparation of aromatic trifluoromethyl ketones starting from readily accessible aryl bromides and fluorosulfates, the latter easily prepared from the corresponding phenols. The methodology utilizes low pressure carbon monoxide generated ex situ from COgen to generate Weinreb amides as reactive intermediates that undergo monotrifluoromethylation affording the corresponding aromatic trifluoromethyl ketones (TFMKs) in good yields. The stoichiometric use of CO enables the possibility for accessing 13C-isotopically labeled TFMK by switching to the use of 13COgen.

Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover

A benchtop stable, bifunctional reagent for the redox-neutral cyclopropanation of olefins has been developed. Triethylammonium bis(catecholato)iodomethylsilicate can be readily prepared on multigram scale. Using this reagent in combination with an organic photocatalyst and visible light, cyclopropanation of an array of olefins, including trifluoromethyl- and pinacolatoboryl-substituted alkenes, can be accomplished in a matter of hours. The reaction is highly tolerant of traditionally reactive functional groups (carboxylic acids, basic heterocycles, alkyl halides, etc.) and permits the chemoselective cyclopropanation of polyolefinated compounds. Mechanistic interrogation revealed that the reaction proceeds via a rapid anionic 3-exo-tet ring closure, a pathway consistent with experimental and computational data.

Oxime derivatives and the use thereof as latent acids

Compounds of formula I, II and III, wherein wherein R1is for example hydrogen, C1-C12alkyl, C3-C30cycloalkyl, C2-C12alkenyl, C4-C8cycloalkenyl, phenyl, whic

O-acyloxime photoinitiators

Oximeester compounds of the formulae I, II, III and IV whereinR1 is phenyl, C1-C20alkyl or C2-C20alkyl optionally interrupted by —O—, C2-C20alkanoyl or benzoyl, or R1 is C2-C12alkoxycarbonyl or phenoxycarbonyl; R1′ is C2-C12alkoxycarbonyl, or R1′ is phenoxycarbonyl, or R1′ is —CONR10R11 or CN; R2 is C2-C12alkanoyl, C4-C6alkenoyl, benzoyl, C2-C6alkoxycarbonyl or phenoxycarbonyl; R3, R4, R5, R6 and R7 are hydrogen, halogen, C1-C12alkyl, cyclopentyl, cyclohexyl, phenyl, benzyl, benzoyl, C2-C12alkanoyl, C2-C12alkoxycarbonyl, phenoxycarbonyl or a group OR8, SR9, SOR9, SO2R9 or NR10R11; R4′, R5′ and R6′ are hydrogen, halogen, C1-C12alkyl, cyclopentyl, cyclohexyl, phenyl, benzyl, benzoyl, C2-C12-alkanoyl, C2-C12alkoxycarbonyl, phenoxycarbonyl, or are a group OR8, SR9, SOR9, SO2R9, NR10R11; provided that at least one of R3, R4, R5, R6, R7, R′4, R′5 and R′6 is OR8, SR9 or NR10R11; R8, R9, R10 and R11 are for example hydrogen, C1-C12alkyl, phenyl; are suitable as initiators for the photopolymerization of radically polymerizable compounds.

A simple and efficient preparation of 3-aryl-3-trifluoromethyl-3H-diazirinyl sulfoxides and sulfones

All regioisomers of 3-aryl-3-trifluoromethyl-3H-diazirinyl sulfoxides and sulfones have been prepared in five steps from the corresponding bromothioanisoles in excellent overall yields. The key step involves a simultaneous oxidation of sulfide and diaziri

The invention of radical reactions. 30. Diazirines as carbon radical traps. Mechanistic aspects and synthetic applications of a novel and efficient amination process

A number of diazirines were synthesized for the purpose of exploring the addition of a carbon radical to the nitrogen-nitrogen double bond. Carbon radicals, generated from the photolysis of the O-acyl derivatives of N-hydroxy-2-thiopyridone or via radical exchange from the corresponding organotellurides, were shown to add smoothly to the diazirines leading to imines 34. When 3-(trifluoromethyl)-3-phenyldiazirine (13) is used as the trap, the thus formed imines can be easily hydrolyzed to amines. A mechanism that involves dimerization of the diaziridinyl radicals 32 to produce tetraazo intermediates 33 is suggested in accord with variable temperature NMR data for the reaction. Proof for this mechanistic scheme was furthermore obtained by isolation and X-ray structure determination of 33d. The first X-ray structure of a 3-(trifluoromethyl)-3-aryldiazirine is also reported.