321-31-3

Basic information

• Product Name: 3'-CHLORO-2,2,2-TRIFLUOROACETOPHENONE
• Synonyms: m-chloro-ω,ω,ω-trifluoroacetophenone;trifluoromethyl3-chlorophenylketone;1-(3-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANONE;3'-CHLORO-2,2,2-TRIFLUOROACETOPHENONE;1-(3-chlorophenyl)-2,2,2-trifluoroethan-1-one
• CAS NO: 321-31-3
• Molecular Formula: C₈H₄ClF₃O
• Molecular Weight: 208.56
• Product Categories: Fluorine series
• Mol File: 321-31-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 177.66°C (rough estimate)
• Flash Point: 84.8 °C
• Appearance: /
• Density: 1.396 g/cm³
• Vapor Pressure: 0.139mmHg at 25°C
• Refractive Index: 1.469
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3'-CHLORO-2,2,2-TRIFLUOROACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-CHLORO-2,2,2-TRIFLUOROACETOPHENONE(321-31-3)
• EPA Substance Registry System: 3'-CHLORO-2,2,2-TRIFLUOROACETOPHENONE(321-31-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 321-31-3(Hazardous Substances Data)

Usage

Uses

3''-Chloro-2,2,2-trifluoroacetophenone

InChI:InChI=1/C8H4ClF3O/c9-6-3-1-2-5(4-6)7(13)8(10,11)12/h1-4H

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 71-43-2 benzene 
• 383-63-1 ethyl trifluoroacetate, 
• 625-99-0 3-iodochlorobenzene 
• 360-92-9 N,N-diethyl-2,2,2-trifluoroacetamide 
• 541-73-1 1,3-Dichlorobenzene 
• 108-37-2 1-bromo-3-chlorobenzene 
• 587-04-2 m-Chlorobenzaldehyde 
• 81577-11-9 1-(3-chlorophenyl)-2,2,2-trifluoroethan-1-ol 
• 340-07-8 N-(trifluoroacetyl)piperidine 
• 407-25-0 trifluoroacetic anhydride 
• 353-85-5 trifluoroacetonitrile 
• 36229-42-2 (3-chlorophenyl)magnesium bromide 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 309-12-6 1-chloro-3-(1,1-dichloro-2,2,2-trifluoro-ethyl)-benzene 
• 81577-11-9 1-(3-chlorophenyl)-2,2,2-trifluoroethan-1-ol 
• 69843-11-4 1-chloro-3-(3,3,3-trifluoroprop-1-en-2-yl)benzene 
• 173676-59-0 1-(2-amino-5-chlorophenyl)-2,2,2-trifluoroethanone hydrochloride 
• 202070-36-8 1-(3-chloro-phenyl)-2,2,2-trifluoro-1-p-tolyl-ethanol 
• 202070-30-2 1-(3-chloro-phenyl)-2,2,2-trifluoro-1-(4-methylsulfanyl-phenyl)-ethanol 
• 202070-31-3 1-(3-chloro-phenyl)-2,2,2-trifluoro-1-(4-phenoxy-phenyl)-ethanol 
• 202070-33-5 1-(3-chloro-4-methylsulfanyl-phenyl)-1-(3-chloro-phenyl)-2,2,2-trifluoro-ethanol 
• 202070-32-4 1-(3-chloro-4-methoxy-phenyl)-1-(3-chloro-phenyl)-2,2,2-trifluoro-ethanol 
• 76953-99-6 1-(3-chlorophenyl)-1-(trifluoromethyl)ethanol 
• 35462-60-3 1-Chloro-3-(2,2,2-trifluoro-1-trifluoromethyl-ethyl)-benzene 
• 202070-76-6 C₂₀H₁₃BrClF₃O 

Relevant articles and documents

Highly enantioselective construction of CF3-bearing all-carbon quaternary stereocenters: Hiral spiro-fused bisoxazoline ligands with 1,1′-binaphthyl sidearm for asymmetric Michael-type Friedel-Crafts reaction

A novel class of chiral spiro-fused bisoxazoline ligands possessing a deep chiral pocket was prepared. The developed ligands have been employed in the nickel-catalyzed highly enantioselective Michael-type Friedel-Crafts reaction, affording the products bearing a trifluoromethylated all-carbon quaternary stereocenter with moderate to excellent yields (up to 99%) and good to excellent enantioselectivies (up to > 99.9% ee). Moreover, a proposed model of chiral pocket revealed that the attack of indole from the Re-face of β-CF3-β-disubstituted nitroalkene was favorable.

Visible light-promoted umpolung coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines

Tertiary alcohols bearing a trifluoromethyl group are of considerable medicinal interest. Using an umpolung strategy, we herein report the first intermolecular reductive cross-coupling of aryl tri-/difluoroethanones with 2-alkenylpyridines with the aid of a Br?nsted acid catalyst upon visible-light irradiation. This metal-free reaction is operationally simple and performed at ambient temperature, allowing access to desired tertiary alcohols with tri-/difluoromethyl groups in moderate to excellent yields. The commercially available and easily handled Hantzsch ester effectively serves as an electron donor, as well as a hydrogen atom source.

Domino C-F Bond Activation of the CF3 Group: Synthesis of Fluorinated Dibenzo[a,c][7]annulenes from 2-(Trifluoromethyl)-1-alkenes and 2,2′-Diceriobiaryls

The construction of ring-fluorinated seven-membered carbocycles was readily achieved via the domino SN2′-type/SNV reaction between 2-(trifluoromethyl)-1-alkenes and 1,4-carbodianions. The SN2′-type reaction of 2-(trifluoromethyl)-1-alkenes with 2,2′-diceriobiaryls generated the intermediary 1,1-difluoro-1-alkenes bearing a monoceriobiaryl moiety, which in turn underwent intramolecular SNV reaction to afford fluorinated 5H-dibenzo[a,c][7]annulenes.