1234908-22-5

Basic information

• Product Name: ethyl 2-fluoro-2-[4-(trifluoromethyl)phenyl]acetate
• Synonyms: ethyl 2-fluoro-2-[4-(trifluoromethyl)phenyl]acetate
• CAS NO: 1234908-22-5
• Molecular Weight: 250.193
• Mol File: 1234908-22-5.mol

Chemical Properties

• CAS DataBase Reference: ethyl 2-fluoro-2-[4-(trifluoromethyl)phenyl]acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-fluoro-2-[4-(trifluoromethyl)phenyl]acetate(1234908-22-5)
• EPA Substance Registry System: ethyl 2-fluoro-2-[4-(trifluoromethyl)phenyl]acetate(1234908-22-5)

Safety Data

• Hazardous Substances Data: 1234908-22-5(Hazardous Substances Data)

Upstream product

• 401-55-8 ethyl bromofluoroacetate 
• 128796-39-4 4-trifluoromethylphenylboronic acid 
• 401-56-9 ethyl chlorofluoroacetate 
• 402-43-7 p-trifluoromethylphenyl bromide 
• 188748-63-2 4-trifluoromethylphenyltriethoxysilane 

Downstream Products

• 142044-52-8 2-Fluoro-2-(4-trifluoromethylphenyl)acetic acid 

Relevant articles and documents

Nickel-Catalyzed Monofluoroalkylation of Arylsilanes via Hiyama Cross-Coupling

The first example of nickel-catalyzed monofluoroalkylation of arylsilanes has been developed with readily available fluoroalkyl halides. This novel transformation has demonstrated high reactivity, broad substrate scope, excellent functional group tolerance, and mild reaction conditions. The selective activation of a relatively inert C-Si bond for slow release of aryl carbanion is the key reason for reducing the amount of arylmetal species, which makes this method more promising for fluorine-containing modification of complex bioactive molecules. Mechanistic investigations indicate that a free fluoroalkyl radical is involved in this catalytic cycle.

Nickel-Catalyzed Cross-Coupling of Ethyl Chlorofluoroacetate with Aryl Bromides

A combinatorial nickel-catalyzed monofluoroalkylation of aryl bromides with the industrial raw regent ethyl chlorofluoroacetate has been developed. The two key factors to successful conversion are the combination of nickel with readily available nitrogen and phosphine ligands and the using of a mixture of different solvents. Mechanistic investigations indicated a new zinc regent might generated in situ and be involved in the reaction process.

Synthesis of 18F-difluoromethylarenes using aryl boronic acids, ethyl bromofluoroacetate and [18F]fluoride

Herein, we report the radiosynthesis of 18F-difluoromethylarenes via the assembly of three components, a boron reagent, ethyl bromofluoroacetate, and cyclotron-produced non-carrier added [18F]fluoride. The two key steps are a copper-catalysed cross-coupling reaction, and a Mn-mediated 18F-fluorodecarboxylation.

Nickel-catalyzed monofluoromethylation of aryl boronic acids

Aryl boronic acids can be monofluoromethylated under nickel catalysis. The utility of this method is demonstrated by the monofluoromethylation of a borylated and acyl-protected derivative of the statin drug ezetimibe. Mechanistic investigations indicate that a fluoromethyl radical is involved in the NiI/NiIII catalytic cycle.

Palladium-catalyzed cross-coupling of ethyl α-bromo-α- fluoroacetate with arylboronic acids: Facile synthesis of α-aryl-α- fluoroacetate

Palladium-catalyzed Suzuki-Miyaura coupling reactions of ethyl α-bromo-α-fluoroacetate with various structurally diverse arylboronic acids using a phosphine ligand proceeded smoothly to afford α-aryl-α-fluoroacetate in moderate to good yields. This method provides a practical and efficient route to diverse α-monofluorinated α-arylcarbonyl compounds. Georg Thieme Verlag Stuttgart New York.