81577-09-5

Basic information

• Product Name: 2-(3-Chlorophenyl)-1,1,1-trifluoroethane
• Synonyms: 1-Chloro-3-(2,2,2-trifluoroethyl)benzene;2-(3-Chlorophenyl)-1,1,1-trifluoroethane
• CAS NO: 81577-09-5
• Molecular Weight: 194.5814496
• Mol File: 81577-09-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(3-Chlorophenyl)-1,1,1-trifluoroethane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3-Chlorophenyl)-1,1,1-trifluoroethane(81577-09-5)
• EPA Substance Registry System: 2-(3-Chlorophenyl)-1,1,1-trifluoroethane(81577-09-5)

Safety Data

• Hazardous Substances Data: 81577-09-5(Hazardous Substances Data)

Usage

General Description

2-(3-Chlorophenyl)-1,1,1-trifluoroethane, also known as chlorotrifluoroethane, is a halogenated organic compound with the chemical formula C8H5ClF3. It is a colorless, volatile liquid that is used as a refrigerant and as a propellant in aerosol products. It is classified as a hydrochlorofluorocarbon (HCFC) and has been used as a replacement for the ozone-depleting chlorofluorocarbons (CFCs). However, like other HCFCs, chlorotrifluoroethane is considered a greenhouse gas and contributes to global warming. Its use has been regulated and restricted under the Montreal Protocol and other international agreements aimed at protecting the ozone layer and mitigating climate change.

Upstream product

• 81577-14-2 1-Chloro-3-(1-chloro-2,2,2-trifluoro-ethyl)-benzene 
• 84750-91-4 1-chloro-3-(2,2-difluorovinyl)benzene 
• 873-63-2 m-chlorobenzyl alcohol 
• 129946-88-9 Umemoto's reagent 

Downstream Products

• 309-12-6 1-chloro-3-(1,1-dichloro-2,2,2-trifluoro-ethyl)-benzene 
• 81577-14-2 1-Chloro-3-(1-chloro-2,2,2-trifluoro-ethyl)-benzene 

Relevant articles and documents

Copper-mediated deoxygenative trifluoromethylation of benzylic xanthates: Generation of a C-CF3 bond from an O-based electrophile

The conversion of an alcohol-based functional group, into a trifluoromethyl analogue is a desirable transformation. However, few methods are capable of converting O-based electrophiles into trifluoromethanes. The copper-mediated trifluoromethylation of benzylic xanthates using Umemoto's reagent as the source of CF3 to form C-CF3 bonds is described. The method is compatible with an array of benzylic xanthates bearing useful functional groups. A preliminary mechanistic investigation suggests that the C-CF3 bond forms by reaction of the substrate with in situ generated CuCF3 and CuOTf. Further evidence suggests that the reaction could proceed via a radical cation intermediate. Highly compatible and useful: The copper-mediated trifluoromethylation of benzylic xanthates using Umemoto's reagent as the source of CF3 to form C-CF3 bonds is described (see scheme). The method is compatible with an array of benzylic xanthates bearing useful functional groups. A preliminary mechanistic investigation suggests that the C-CF3 bond forms by reaction of the substrate with in situ generated CuCF3 and CuOTf. Copyright

Novel Synthesis of 2,2,2-Trifluoroethyl Compounds from Homoallylic Alcohols: A Copper(I) Iodide-initiated Trifluoromethyl-Dehydroxylation Process

Benzyl, prop-2-enyl and allyl chlorodifluoroacetates 3a, bromodifluoroacetates 3b or fluorosulfonyldifluoroacetates 3c, when decomposed in the presence of 1 equivalent of copper(I) iodide at an appropriate temperature in dimethylformamide, gave the corresponding trifluoromethyl derivatives in good to excellent yields.The products can also be obtained directly by ester exchange of XCF2CO2Et (X = FSO2, Cl, Br) 6 and the corresponding alcohols in the presence of KF and CuI.A trifluoromethylation-dehydroxylation mechanism, initiated by CuI, is proposed.