5860-95-7

Basic information

• Product Name: 2'-Chloro-2,2,2-Trifluoroacetophenone
• Synonyms: Ethanone, 1-(2-chlorophenyl)-2,2,2-trifluoro-
• CAS NO: 5860-95-7
• Molecular Formula: C₈H₄ClF₃O
• Molecular Weight: 208.565
• Product Categories: Fluorine series
• Mol File: 5860-95-7.mol
• Article Data: 8

Chemical Properties

• Melting Point: 77-80℃
• Boiling Point: 180℃
• Flash Point: 63℃
• Appearance: /
• Density: 1.396
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2'-Chloro-2,2,2-Trifluoroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-Chloro-2,2,2-Trifluoroacetophenone(5860-95-7)
• EPA Substance Registry System: 2'-Chloro-2,2,2-Trifluoroacetophenone(5860-95-7)

Safety Data

• Hazardous Substances Data: 5860-95-7(Hazardous Substances Data)

Usage

General Description

2'-Chloro-2,2,2-Trifluoroacetophenone is a chemical compound with the formula C8H4ClF3O. It is a colorless liquid with a strong, pungent odor. 2'-Chloro-2,2,2-Trifluoroacetophenone is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a building block in the production of specialty chemicals. In addition, 2'-Chloro-2,2,2-Trifluoroacetophenone is known for its use as a reagent in organic chemistry reactions, particularly in the synthesis of heterocyclic compounds. It is important to handle this chemical with caution due to its potential health hazards, including skin and eye irritation, and its flammability.

Upstream product

• 353-85-5 trifluoroacetonitrile 
• 694-80-4 2-bromo-1-chlorobenzene 
• 75-46-7 trifluoromethan 
• 7335-25-3 ethyl 2-chlorobenzoate 
• 610-96-8 methyl chlorobenzoate 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 89-98-5 2-chloro-benzaldehyde 
• 251352-64-4 1-(2-chlorophenyl)-2,2,2-trifluoroethanol 

Downstream Products

• 935265-34-2 1-(2-(2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazol-5-yl)phenyl)-2,2,2-trifluoroethanone 
• 351002-89-6 1-(2-amino-5-phenyl)-2,2,2-trifluoroethanone 
• 1050445-66-3 2-(2-chlorophenyl)-1,1,1-trifluorobutan-2-ol 

Relevant articles and documents

Fluoroform: an Efficient Precursor for the Trifluoromethylation of Aromatic Esters by Sodium Diisopropylamide with Trialkylamines

The trifluoromethanide anion is the postulated key intermediate in nucleophilic trifluoromethylation reactions. It is believed to be incompatible with Na+ cation due to the strong Na–F bond. However, herein we demonstrate that it could be prepared for the first time. Trialkylamines can be used as cation chelating agents to stabilize the isolated –CF3 ion to realize trifluoromethylation reaction. With this strategy, trifluoromethyl aromatic ketones could be effectively synthesized from fluoroform and aromatic esters with diisopropyl aminosodium (NaDA) and trialkylamines.

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.

Synthesis of 3-fluoromethyl-2,1-benzisoxazoles

A convenient synthetic method to access hitherto unknown 3-(trifluoromethyl)- and 3-(difluoromethyl)-2,1-benzisoxazoles by the reaction of sodium azide with 1-(2-halophenyl)-2,2,2-trifluoroethanones or 1-(2-halophenyl)-2,2-difluoroethanones was developed. 3-Fluoromethyl-2,1-benzisoxazoles are versatile precursors for o-fluoroacetylanilines.