1610-04-4

Basic information

• Product Name: 2-BROMO-2,2-DIFLUORO-1-PHENYL-ETHANONE
• Synonyms: 2-BROMO-2,2-DIFLUORO-1-PHENYL-ETHANONE
• CAS NO: 1610-04-4
• Molecular Formula: C₈H₅BrF₂O
• Molecular Weight: 235.0255064
• Mol File: 1610-04-4.mol

Chemical Properties

• Boiling Point: 206.7°C at 760 mmHg
• Flash Point: 78.8°C
• Appearance: /
• Density: 1.619g/cm³
• Vapor Pressure: 0.234mmHg at 25°C
• Refractive Index: 1.522
• CAS DataBase Reference: 2-BROMO-2,2-DIFLUORO-1-PHENYL-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-2,2-DIFLUORO-1-PHENYL-ETHANONE(1610-04-4)
• EPA Substance Registry System: 2-BROMO-2,2-DIFLUORO-1-PHENYL-ETHANONE(1610-04-4)

Safety Data

• Hazardous Substances Data: 1610-04-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H5BrF2O/c9-8(10,11)7(12)6-4-2-1-3-5-6/h1-5H

Upstream product

• 354-08-5 bromodifluoroacetic acid 
• 86340-78-5 2,2-difluoro-1-phenyl-1-trimethylsiloxyethene 
• 667-27-6 Ethyl bromodifluoroacetate 
• 100-58-3 phenylmagnesium bromide 
• 108-86-1 bromobenzene 
• 434-45-7 2,2,2-Trifluoroacetophenone 

Downstream Products

• 115818-55-8 2,2-difluoro-3-hydroxy-1,3-diphenylpropan-1-one 
• 1247822-08-7 3-(4-bromophenyl)-2,2-difluoro-3-hydroxy-1-phenylpropan-1-one 
• 132365-90-3 2,2-difluoro-3-hydroxy-1-phenylpentan-1-one 
• 115818-53-6 2,2-difluoro-3-hydroxy-1-phenyl-1-hexanone 
• 1537172-42-1 (3-bromo-3,3-difluoroprop-1-en-2-yl)benzene 
• 116635-34-8 (1,1-difluoroprop-2-ene-1,2-diyl)dibenzene 
• 1537172-29-4 1-(tert-butyl)-4-(1,1-difluoro-2-phenylallyl)benzene 
• 1537172-30-7 1-bromo-4-(1,1-difluoro-2-phenylallyl)benzene 
• 1537172-31-8 1-(1,1-difluoro-2-phenylallyl)-4-vinylbenzene 
• 1537172-39-6 (E)-methyl 4,4-difluoro-3,4-diphenylbut-2-enoate 

Relevant articles and documents

Merging Visible Light with Cross-Coupling: The Photochemical Direct C-H Difluoroalkylation of Imidazopyridines

A transition-metal-free protocol for the difluoroalkylation of imidazopyridines with bromodifluoroaryl ketones promoted by visible light irradiation is presented. This protocol is distinguished by simple, mild, and catalyst-free reaction conditions with a

A general method of halogenation for synthesis of α-halodifluoromethyl ketones and [18F]-labeled trifluoromethyl ketones

A convenient general method of halogenations suitable for synthesis of α-halodifluoromethyl ketones is reported. Reaction of 2,2-difluoro-1-aryl-1-trimethylsiloxyethenes (difluoro silyl enol ethers) (2a-e) with halogens at low temperature (-30 to -78 °C) produced a high yield of α-halodifluoromethyl ketones (1a-j). This one-step simple method can be highly useful for synthesis of [18F]-labeled α-trifluoromethyl ketones.

CF2DSO2Na: An Effective Precursor Reagent for Deuteriodifluoromethylthiolation and Deuteriodifluoromethylation

Deuteriodifluoromethythio (SCF2D) and deuteriodifluoromethyl (CF2D) are important functional groups in pharmaceutical and agrochemical compounds, and the introduction of these functional groups remains a challenging. We herein report a robust reagent for deuteriodifluoromethylthiolation and deuteriodifluoromethylation. Its potentials were successfully showcased by deuteriodifluoromethylation and deuteriodifluoromethylthiolation of indoles with high-level deuterium incorporation. The reagent also has potential for deuteriodifluoromethylation and deuteriodifluoromethylthiolation of wide range of other natural or synthetic bioactive molecules.

Base-catalysed 18F-labelling of trifluoromethyl ketones. Application to the synthesis of 18F-labelled neutrophil elastase inhibitors

A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a-COCF3 functional group to a difluoro enol silyl ether followed by halogenation and fluorine-18 labelling. The utility of this new method was demonstrated by the synthesis of fluorine-18 labelled neutrophil elastase inhibitors, which are potentially useful for detection of inflammatory disorders.

Copper-Catalyzed Fluoroolefination of Silyl Enol Ethers and Ketones toward the Synthesis of β-Fluoroenones

A general and facile synthetic method for β-fluoroenones from silyl enol ethers or ketones, with a copper-amine catalyst system, has been developed. The reaction proceeded by a tandem process of difluoroalkylation-hydrolysis-dehydrofluorination. This method is characterized by high yields, excellent Z/E ratios, a low-cost catalyst, and a broad substrate scope. The synthetic potential of β-fluoroenones has been demonstrated by the construction of various complicated organofluorine molecules.

sp3 carbon-fluorine bond activation in 2,2-difluorohomoallylic alcohols via nucleophilic 5-endo-trig cyclisation: synthesis of 3-fluorinated furan derivatives

Nucleophilic 5-endo-trig cyclisation was achieved in 2,2-difluorohomoallylic alcohols. Upon treatment with potassium hydride, 2,2-difluorohomoallylic alcohols underwent an intramolecular SN2′-type reaction to afford 3-fluoro-2,5-dihydrofurans i

Synthesis of trifluoromethyl moieties by late-stage copper (I) mediated nucleophilic fluorination

The nucleophilic fluorination of bromodifluoromethyl derivatives mediated by the complex (PPh3)3CuF is described. Under the reaction conditions, different trifluoroacetates, trifluoroketones, trifluoroarenes and trifluoroacetamides were obtained in good yields.

Stereocontrolled synthesis of β-difluoromethylated materials

Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were p

Preparation of α, α-difluoroalkanesulfonic acids

Chlorodifluoromethanesulfonic acid (1) was prepared using a new procedure starting from perchloromercaptan, which is readily obtained from chlorination of CS2. Modified Swarts reaction transformed N, N-diethyl trichloromethanesulfenamide into N, N-diethyl chlorodifluoromethanesulfenamide, and the latter species was further oxidized and hydrolyzed into chlorodifluoromethanesulfonic acid. The preparations of other two new α,α-difluoroalkanesulfonic acids, phenyl difluoromethanesulfonic acid (2) and 2-phenyl-1,1,2,2, -tetrafluoroethanesulfonic acid (3), are also disclosed. The acids 2 and 3 are stable in the forms of sodium (lithium) salts or in aqueous solutions; however, the pure forms of 2 and 3 can readily undergo defluorinations. 1-3 and their salts have potential applications as superacid catalysts and lithium battery electrolytes.