708-64-5

Usage

Uses

Used in Chemical Synthesis:
2,2,2,3'-TETRAFLUOROACETOPHENONE is used as a chemical intermediate for the synthesis of various organic compounds, particularly those requiring fluorine substitution. Its unique electron transfer quenching properties make it a valuable component in the development of new chemical reactions and processes.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,2,2,3'-TETRAFLUOROACETOPHENONE is used as a building block for the synthesis of fluorinated drug molecules. The presence of fluorine atoms can significantly influence the pharmacokinetic and pharmacodynamic properties of the resulting compounds, potentially leading to improved drug efficacy and safety.
Used in Material Science:
2,2,2,3'-TETRAFLUOROACETOPHENONE is also utilized in the field of material science for the development of novel materials with specific properties. The incorporation of fluorine atoms can enhance the stability, reactivity, or other characteristics of the materials, making them suitable for various applications such as coatings, adhesives, or polymers.

Upstream product

• 360-92-9 N,N-diethyl-2,2,2-trifluoroacetamide 
• 1073-06-9 3-fluorobromobenzene 
• 17318-03-5 bromo(3-fluorophenyl)magnesium 
• 76-05-1 trifluoroacetic acid 
• 407-25-0 trifluoroacetic anhydride 
• 81577-10-8 2,2,2-trifluoro-1-(3'-fluorophenyl)ethanol 
• 456-48-4 3-Fluorobenzaldehyde 
• 75-46-7 trifluoromethan 
• 451-02-5 ethyl 3-fluorobenzoate 
• 383-63-1 ethyl trifluoroacetate, 

Downstream Products

• 122243-29-2 1,1,1-Trifluoro-2-(3-fluoro-phenyl)-propan-2-ol 
• 2396-10-3 1-fluoro-3-(pentafluoroethyl)benzene 
• 1123496-06-9 diethyl 1,1,1-trifluoro-2-(3-fluorophenyl)-4,4-dimethyl-3-oxopentan-2-yl phosphate 
• 1123496-02-5 diethyl 3,3,3-triflluro-2-(3-fluorophenyl)-1-oxo-1-phenylpropan-2-yl phosphate 
• 1096375-95-9 (R)-2,2,2-trifluoro-1-(3-fluorophenyl)-1-(1H-pyrrol-2-yl)ethanol 
• 1228172-14-2 2,2,2-trifluoro-1-(3-fluorophenyl)ethyl benzoate 
• 1269657-03-5 (R)-1,1,1-trifluoro-2-(3-fluorophenyl)-3-nitropropan-2-ol 
• 1135312-06-9 (R)-2,2,2-trifluoro-1-(3'-fluorophenyl)ethanol 
• 172748-78-6 (R)-1-(3-fluoro-phenyl)-propan-1-ol 

Relevant academic research and scientific papers

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.

Domino C-F Bond Activation of the CF3 Group: Synthesis of Fluorinated Dibenzo[a,c][7]annulenes from 2-(Trifluoromethyl)-1-alkenes and 2,2′-Diceriobiaryls

The construction of ring-fluorinated seven-membered carbocycles was readily achieved via the domino SN2′-type/SNV reaction between 2-(trifluoromethyl)-1-alkenes and 1,4-carbodianions. The SN2′-type reaction of 2-(trifluoromethyl)-1-alkenes with 2,2′-diceriobiaryls generated the intermediary 1,1-difluoro-1-alkenes bearing a monoceriobiaryl moiety, which in turn underwent intramolecular SNV reaction to afford fluorinated 5H-dibenzo[a,c][7]annulenes.

MECHANISMS OF FREE-RADICAL REACTIONS. XIII. MECHANISM AND SELECTIVITY OF THE FREE-RADICAL HALOGENATION OF ALKYL AROMATIC HYDROCARBONS WITH FLUOROALKYL SUBSTITUENTS

The free-radical chlorination and bromination of 1-fluoro-2-arylethanes and 1,1,1-trifluoro-2-arylethanes was studied by the method of competing reactions.In all cases a good correalation between log krel and the Brown ?+ constants was observed.The variation of the selectivity in the transition from one reaction series to the other indicates that two independent factors which determine the reactivity (the change in the dissociation energy of the C-H bond and the polar effect of the substituents) have a simultaneous effect.

Reduction by a Model of NAD(P)H. 29. Kinetics and Isotope Effects for the Reduction of Substituted Trifluoroacetophenone

Kinetics for the reduction of substituted and unsubstituted α,α,α-trifluoroacetophenone by a model of NAD(P)H in acetonitrile in the presence and absence of a magenesium ion, a catalyst, has been studied.The catalyzed and uncatalyzed reactions show linear free-energy relationships.It is found that the magnesium ion retards the reaction of ceratain substituted trifluoroacetophenones.The kinetic isotope effect and the isotopic ratio in the product are also studied.These values vary depending on the substituent and on the presence or absence of the magnesium ion.The result indicates that there is at least one intermediate in the reaction and is discussed in relation to the stability of the intermediate as well as that of the transition states.