56539-85-6

Usage

Uses

Used in Organic Synthesis:
3,3,3-Trifluoro-2-phenylpropanoic acid serves as a building block in organic synthesis, contributing to the creation of complex organic molecules. Its trifluoromethyl and phenyl groups provide specific reactivity and steric properties that are beneficial in the synthesis of various compounds.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3,3,3-trifluoro-2-phenylpropanoic acid is utilized as a key intermediate in the development of new drugs. Its unique structure allows for the design of molecules with potential therapeutic effects, targeting a range of diseases and conditions.
Used in Agrochemical Development:
3,3,3-Trifluoro-2-phenylpropanoic acid also finds application in the agrochemical sector, where it is employed in the synthesis of new pesticides and other crop protection agents. Its chemical properties can be leveraged to create compounds with enhanced efficacy and selectivity in agricultural settings.
Used as a Laboratory Reagent:
In addition to its synthetic and research applications, 3,3,3-trifluoro-2-phenylpropanoic acid is used as a reagent in various laboratory reactions. Its availability in the catalogs of chemical suppliers underscores its importance as a versatile tool in scientific research and experimentation.

Upstream product

• 90784-42-2 ethyl 3,3,3-trifluoro-2-phenylpropionate 
• 837429-67-1 α-(trifluoromethyl)-β-methoxystyrene 
• 130865-83-7 Ethyl α-hydroxy-α-(trifluoromethyl)phenylacetate 
• 108-86-1 bromobenzene 
• 124-38-9 carbon dioxide 
• 434-42-4 1,1,1-trifluoro-2-bromo-2-phenylethane 
• 405-42-5 2',2'-difluorostyrene 
• 87405-86-5 1-chloro-1,1,3,3,3-pentafluoro-2-<4-(2-methylpropyl)-phenyl>-2-propanol 
• 87405-93-4 1-<1,2-dichloro-2,2-difluoro-1-(trifluoromethyl)-ethyl>-4-(2-methylpropyl)benzene 
• 538-93-2 1-phenyl-2-methylpropane 
• 175401-22-6 α-Mesyloxy-α-(trifluoromethyl)phenylacetamide 
• 20445-34-5 ICM-I 40N 
• 93923-55-8 3,3,3-trifluoro-2-hydroxy-2-phenyl-propionitrile 
• 180068-30-8 α-(Trifluoromethyl)phenylacetonitrile 

Downstream Products

• 13490-97-6 (+/-)-N-Methyl-α-trifluormethyl-phenylacetamid 
• 184414-29-7 methyl 3,3,3-trifluoro-2-phenylpropanoate 
• 90784-42-2 ethyl 3,3,3-trifluoro-2-phenylpropionate 
• 134704-22-6 4-Ethoxy-5-phenyl-6-chloromethylpyrimidine 
• 134704-08-8 4-Chloromethyl-6-fluoro-5-phenyl-pyrimidine 
• 134704-07-7 1-Chloro-4,4,4-trifluoro-3-phenyl-butan-2-one 
• 179031-82-4 1-methoxy-4-(3,3,3-trifluoro-2-phenylpropionyl)-benzene 
• 36029-60-4 (E)-3,3,3-trifluoro-1-(4-methoxyphenyl)-1,2-diphenylpropene 
• 34288-92-1 (Z)-1-(4-methoxyphenyl)-1,2-diphenyl-3,3,3-trifluoropropene 
• 51760-82-8 CF₃(Ph)CHC(O)Cl 

Relevant academic research and scientific papers

Efficient Synthesis of α-Trifluoromethyl Carboxylic Acids and Esters through Fluorocarboxylation of gem-Difluoroalkenes

A facile synthetic procedure for the preparation of α-trifluoromethyl carboxylic acids and esters was achieved through multicomponent coupling reactions between gem-difluoroalkenes, cesium fluoride, and carbon dioxide. The products were generated in moderate to excellent yields, and the synthetic utility of this method was demonstrated through the preparation of trifluoromethylated versions of popular nonsteroidal anti-inflammatory drugs (NSAIDs).

Synthesis of 2-aryl-3,3,3-trifluoropropanoic acids using electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes and its application to the synthesis of β,β,β-trifluorinated non-steroidal anti-inflammatory drugs

Electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes resulted in an efficient fixation of carbon dioxide to give the corresponding 2-aryl-3,3,3-trifluoropropanoic acids in good yields, and the present reactions were successfully applied to the synthesis of β,β,β-trifluorinated non-steroidal anti-inflammatory drugs (NSAIDs).

Process for producing α-(trifluoromethyl)arylacetic acid

α-(trifluoromethyl)arylacetic acid for use as raw materials for medicines, agricultural chemicals, liquid crystals etc. or reagents for determining an optical purity is readily obtained through very simple reaction steps, i.e. by reacting a perfluoro(2-methyl-1,2-epoxypropyl)ether compound obtainable by ozone, oxidation of a heptafluoroisobutenyl ether compound with an aromatic compound ArH to afford an α,α-bis(trifluoromethyl)arylacetic acid ester, followed by decarboxylation and hydrolysis of the resulting ester compound.

Practical synthesis of α-(trifluoromethyl)phenylacetic acid

α-(Trifluoromethyl)phenylacetic acid (1) was synthesized in good overall yield starting from the cyanohydrin of α,α,α-trifluoroacetophenone, via hydrogenolysis of α-mesyloxy-α-(trifluoromethyl)phenylacetamide or ethyl α-mesyloxy-a-(trifluoromethyl)phenylacetate followed by acidic hydrolysis.

Effect of fluorine substitution of α-and β-hydrogen atoms in ethyl phenylacetate and phenylpropionate on their stereoselective hydrolysis by cultured cancer cells

(±)-Ethyl 2-fluoro-2-phenylacetate was stereoselectively hydrolyzed by cultured cells of several rat cancer cell lines to give the carboxylic acid rich in the R enantiomer. The stereoselectivity increased for (±)-ethyl 2-fluoro-2-phenylpropionate (2b) with all present cell lines and for (±)-ethyl 2-phenyl-3,3,3-trifluoropropionate (3b) with rat hepatoma McA-RH7777 cell line. The stereoselectivity was different for the different cell lines, as McA-RH7777 cells preferred (R)-2b in contrast with the preference towards (S)-2b by other cells such as ras oncogene-transformed rat liver Anr4 cells. These stereoselectivities were different from those for non-fluorinated (±)-ethyl 2-phenylpropionate. Thus fluorine atoms are recognized by ester hydrolases of cancer cells, and fluorine substitution on the acyl group will be useful for making ester-type anticancer prodrugs more specific to cancer cells.

Synthesis of α-(trifluoromethyl)phenylacetonitrile. Anomalous reactions of α-tosyloxy-α-(trifluoromethyl)phenylacetonitrile with sodium borohydride

The hitherto unknown α-(trifluoromethyl)phenylacetonitrile has been synthesized by reduction of the cyanohydrin of α,α,α-trifluoroacetophenone.Sodium borohydride reduction of the corresponding cyanohydrin tosylate resulted in reductive decyanation in dimethyl sulphoxide and in reduction of the nitrile group in t-butanol. - Keywords: Synthesis; α-(Trifluoromethyl)phenylacetonitrile; Anomalous reactions; Sodium borohydride; NMR spectroscopy; IR spectroscopy, Mass spectrometry

A novel access to 4-fluoropyrimidines from α-chloro-α'-trifluoromethylketones

When treated with formamidine acetate and KOH, α-chloro-α'-trifluoromethyl ketones afford, though in moderate yield, 4-fluoropyrimidine derivatives.

THE SYNTHESIS OF ANTIINFLAMMATORY &α-(TRIFLUOROMETHYL)ARYLACETIC ACIDS

Several novel α-trifluoromethylarylacetic acids were synthesized, utilizing chloropentafluoroacetone as the source of the trifluoromethyl group.One of these new acids, the trifluoro-analog (30) of ibuprofen, showed antiinflammatory, analgesic, and ulcerogenic properties similar to ibuprofen.