446-66-2

Basic information

• Product Name: 1-(4-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANOL
• Synonyms: 1-(4-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANOL
• CAS NO: 446-66-2
• Molecular Formula: C₈H₆ClF₃O
• Molecular Weight: 210.58
• Mol File: 446-66-2.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 249.3 °C at 760 mmHg
• Flash Point: 104.6 °C
• Appearance: /
• Density: 1.414g/cm³
• Vapor Pressure: 0.0121mmHg at 25°C
• Refractive Index: 1.485
• CAS DataBase Reference: 1-(4-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANOL(446-66-2)
• EPA Substance Registry System: 1-(4-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANOL(446-66-2)

Safety Data

• Hazardous Substances Data: 446-66-2(Hazardous Substances Data)

Usage

General Description

1-(4-chlorophenyl)-2,2,2-trifluoroethanol is a chemical compound with the molecular formula C8H6ClF3O. It is a colorless liquid with a faint sweet odor, and it is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 1-(4-CHLOROPHENYL)-2,2,2-TRIFLUOROETHANOL is also used as a solvent in organic reactions and as a reagent in the production of other chemical compounds. It is important to handle this compound with care, as it is toxic if ingested, inhaled, or in contact with the skin, and it can cause irritation to the eyes and respiratory tract. Additionally, it is flammable and should be stored and handled away from sources of ignition.

InChI:InChI=1/C8H6ClF3O/c9-6-3-1-5(2-4-6)7(13)8(10,11)12/h1-4,7,13H

Upstream product

• 321-37-9 4'-chloro-2,2,2-trifluoroacetophenone 
• 75-63-8 Bromotrifluoromethane 
• 104-88-1 4-chlorobenzaldehyde 
• 106-39-8 bromochlorobenzene 
• 76-05-1 trifluoroacetic acid 
• 75-46-7 trifluoromethan 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 2314-97-8 iodotrifluoromethane 
• 2923-18-4 sodium 2,2,2-trifluoroacetate 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 

Downstream Products

• 1996-64-1 2.2.2-Trifluor-1-phenyl-1-(4-chlor-phenyl)-aethan 
• 321-37-9 4'-chloro-2,2,2-trifluoroacetophenone 
• 80418-11-7 (R)-2,2,2-trifluoro-1-(4'-chlorophenyl)ethanol 
• 72487-06-0 (S)-1-(4-chlorophenyl)-2,2,2-trifluoroethan-1-ol 
• 81577-16-4 1-(1-bromo-2,2,2-trifluoroethyl)-4-chlorobenzene 
• 862731-91-7 2-[2,2,2-trifluoro-1-(4-chlorophenylethyl)]diethylphosphinite 
• 394-54-7 1-chloro-1-(4-chlorophenyl)-2,2,2-trifluoroethane 
• 82907-01-5 1-chloro-4-(1,2,2-trifluoroethenyl)benzene 
• 1135311-91-9 (S)-2,2,2-trifluoro-1-(4'-chlorophenyl)ethyl isobutyrate 
• 1135312-26-3 2,2,2-trifluoro-1-(4'-chlorophenyl)ethyl isobutyrate 
• 1202576-95-1 1-(4-chlorophenyl)-2,2,2-trifluoroethyl trifluoromethanesulfonate 
• 1202575-37-8 3-{4-[1-(4-Chlorophenyl)-2,2,2-trifluoro ethoxy]phenyl}-3-ethoxypropionic acid 
• 1202576-96-2 4-[1-(4-chlorophenyl)-2,2,2-trifluoroethoxy]benzaldehyde 
• 1202576-97-3 Ethyl 3-{4-[1-(4-chlorophenyl)-2,2,2-trifluoroethoxy]phenyl}-3-hydroxypropionate 

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.

Asymmetric Hydrogenation of Aryl Perfluoroalkyl Ketones Catalyzed by Rhodium(III) Monohydride Complexes Bearing Josiphos Ligands

The asymmetric hydrogenation of 2,2,2-trifluoroacetophenones and aryl perfluoroalkyl ketones was developed using a unique, well-defined chloride-bridged dinuclear rhodium(III) complex bearing Josiphos-type diphosphine ligands. These complexes were prepared from [RhCl(cod)]2, Josiphos ligands, and hydrochloric acid. As catalyst precursors, they allow for the efficient and enantioselective synthesis (up to 99 % ee) of chiral secondary alcohols with perfluoroalkyl groups. This system does not require an activating base for the hydrogenation of 2,2,2-trifluoroacetophenones. Additionally, the enantioselective C=O hydrogenations of 2-phenyl-3-(haloacetyl)-indoles, a class of privileged structures in medicinal chemistry, is reported for the first time.

A method of manufacturing a trifluoromethyl group-containing compound

PROBLEM TO BE SOLVED: To provide a method for producing a trifluoromethyl group-containing compound useful as a synthetic intermediate for a pharmaceutical or an agricultural chemical product.SOLUTION: There is provided a method for producing a trifluoromethyl group-containing compound represented by the following general formula (2) which is obtained by reacting a carbonyl compound having a specific structure with trifluoromethane and an organic base in an organic solvent (wherein, Rrepresents a methyl group, an ethyl group, a linear, branched or cyclic alkyl group having 3 to 10 carbon atoms, a phenyl group, a substituted phenyl group, a naphthyl group, a substituted naphthyl group, an ethenyl group, a 2-phenylethenyl group, a 9-anthryl group or a hetero ring; Rrepresents a hydrogen atom, a methyl group or a phenyl group.)