447-15-4

Basic information

• Product Name: Ethanone, 2-chloro-2-fluoro-1-phenyl- (9CI)
• Synonyms: Ethanone, 2-chloro-2-fluoro-1-phenyl- (9CI)
• CAS NO: 447-15-4
• Molecular Formula: C₈H₆ClFO
• Molecular Weight: 172.5840432
• Product Categories: ACETYLHALIDE
• Mol File: 447-15-4.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Ethanone, 2-chloro-2-fluoro-1-phenyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 2-chloro-2-fluoro-1-phenyl- (9CI)(447-15-4)
• EPA Substance Registry System: Ethanone, 2-chloro-2-fluoro-1-phenyl- (9CI)(447-15-4)

Safety Data

• Hazardous Substances Data: 447-15-4(Hazardous Substances Data)

Usage

General Description

Ethanone, 2-chloro-2-fluoro-1-phenyl- (9CI) is a chemical compound with the molecular formula C8H6ClFO. It is a colorless liquid with a boiling point of 40-45°C and a density of 1.238 g/cm3. Ethanone, 2-chloro-2-fluoro-1-phenyl- (9CI) is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also used as a reagent in organic synthesis and as a solvent in various chemical reactions. Additionally, it has potential applications in the field of medicinal chemistry for the development of new drugs. However, it is important to handle this compound with care, as it may be harmful if ingested, inhaled, or in contact with skin.

Upstream product

• 98-86-2 acetophenone 
• 70-11-1 α-bromoacetophenone 
• 199387-64-9 1-phenyl-2-(pyrimidin-2-ylthio)ethanone 
• 1241899-76-2 1-phenyl-2-(pyrimidin-2-ylsulfonyl)ethanone 
• 98-88-4 benzoyl chloride 
• 163667-29-6 2-Chloro-4,4,4-trifluoro-1-phenyl-butane-1,3-dione 
• 326-06-7 1-Phenyl-4,4,4-trifluorobutane-1,3-dione 
• 532-27-4 1-chloroacetophenone 
• 401-56-9 ethyl chlorofluoroacetate 
• 100-58-3 phenylmagnesium bromide 
• 16629-89-3 2,2-dichloro-2-fluoro-1-phenylethanol 
• 384-66-7 2,2-dichloro-2-fluoro-1-phenylethanone 
• 401-54-7 (1,2-Difluor-2-chlorvinyl)-ethylether 
• 591-51-5 phenyllithium 

Downstream Products

• 321-76-6 C₈H₈ClFO 
• 321-76-6 C₈H₈ClFO 
• 321-76-6 2-chloro-2-fluoro-1-phenylethanol 

Relevant articles and documents

High Chemo-/Stereoselectivity for Synthesis of Polysubstituted Monofluorinated Pyrimidyl Enol Ether Derivatives

A novel intramolecular Smiles rearrangement of α-fluoro-β-keto-pyrimidylsulfones (usually used as a carbon nucleophile) was developed, providing a versatile avenue for synthesis of tri/tetra-substituted monofluorinated pyrimidyl enol ethers. Among these, diverse (Z)-monofluorovinylsulfones and sulfinates were efficiently assembled by adding extra electrophile and fine-tuning reaction conditions. The process is triggered by a keto-enol tautomerism from enol oxyanion to pyrimidine 2-carbon, completely different from the classical carbon nucleophilic addition reaction approach.

Detrifluoroacetylative Generation of Halogenated Enolates: Practical Access to Perhalogenated Ketones and Alkenes

Sequential chlorination/fluorination of aromatic trifluoroacetylated ketones gives 1-aryl 2-chloro-2,4,4,4-tetrafluorobutan-1,3-dione hydrates that are used for the synthesis of ketones and alkenes exhibiting a terminal bromochlorofluoromethyl group. The

Expanding the scope of alcohol dehydrogenases towards bulkier substrates: Stereo- and enantiopreference for α,α-dihalogenated ketones

Alcohol dehydrogenases (ADHs) were identified as suitable enzymes for the reduction of the corresponding α,α-dihalogenated ketones, obtaining optically pure β,β-dichloro- or β,β-dibromohydrins with excellent conversions and enantiomeric excess. Among the different biocatalysts tested, ADHs from Rhodococcus ruber (ADH-A), Ralstonia sp. (RasADH), Lactobacillus brevis (LBADH), and PR2ADH proved to be the most efficient ones in terms of activity and stereoselectivity. In a further study, two racemic α-substituted ketones, namely α-bromo- α-chloro- and α-chloro-α-fluoroacetophenone were investigated to obtain one of the four possible diastereoisomers through a dynamic kinetic process. In the case of the brominated derivative, only the (1R)-enantiomer was obtained by using ADH-A, although with moderate diastereomeric excess (>99 % ee, 63 % de), whereas the fluorinated ketone exhibited a lower stereoselectivity (up to 45 % de). Bulking up: A series of β,β-dihalohydrins are obtained through alcohol dehydrogenase (ADH) catalyzed bioreduction of the synthesized α,α-dihalogenated ketones. Two racemic acetophenone derivatives are also subjected to this protocol to obtain stereoenriched alcohols through dynamic kinetic resolution (DKR).