58928-28-2

Usage

Uses

Used in Pharmaceutical Industry:
2-(TRIFLUOROMETHYL)PROPIONALDEHYDE is used as an intermediate for the production of pharmaceuticals, contributing to the development of new drugs and medicines. Its unique trifluoromethyl group enhances the properties of the resulting pharmaceutical compounds, making them more effective and stable.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(TRIFLUOROMETHYL)PROPIONALDEHYDE is utilized as a key component in the synthesis of various agrochemicals. Its incorporation into these products helps improve their performance, such as increasing their effectiveness in pest control and resistance to environmental factors.
Used in Fragrance and Flavor Industry:
2-(TRIFLUOROMETHYL)PROPIONALDEHYDE is used as a building block for the synthesis of fragrances and flavors. Its distinctive chemical structure allows for the creation of unique and complex scents and tastes, enriching the variety of products available in these industries.
Used in Organic Synthesis:
As a valuable reagent in organic synthesis, 2-(TRIFLUOROMETHYL)PROPIONALDEHYDE is employed for the synthesis of other organic compounds. Its trifluoromethyl group is instrumental in introducing this functionality into a wide range of chemical structures, expanding the possibilities for new compound development.

InChI:InChI=1/C4H5F3O/c1-3(2-8)4(5,6)7/h2-3H,1H3

Upstream product

• 677-21-4 1,1,1-trifluoropropylene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 81328-26-9 2-phenyl-4-<2-(trifluoromethyl)propylidene>-5-oxazolone 
• 81328-25-8 2-phenyl-4-<2-(trifluoromethyl)propylidene>-5-oxazolone 
• 88486-65-1 3,3,3-trifluoro-2-methyl-1-phenylpropan-1-ol 
• 381-97-5 (2RS)-3,3,3-trifluoro-2-methylpropanoic acid 
• 81619-01-4 C₁₃H₁₂F₃NO₃ 

Relevant academic research and scientific papers

3-(PERFLUOROALKYL)PROPANAL PRODUCTION METHOD

PROBLEM TO BE SOLVED: To provide a method of producing 3-(perfluoroalkyl)propanal with high selectivity, which is an important compound as a fluorine-containing building block for drug and functional material synthesis. SOLUTION: (Perfluoroalkyl)ethylene represented by the general formula (2) is reacted with carbon monoxide and hydrogen in the presence of a rhodium compound and diphosphine to produce 3-(perfluoroalkyl)propanal represented by the general formula (3). (In the formulas, Rf represents the same C1-16 perfluoroalkyl group.) COPYRIGHT: (C)2015,JPOandINPIT

Highly selective hydroformylation of 3,3,3-trifluoropropene to 4,4,4-trifluorobutanal using Rh/Xantphos catalyst

Synthesis of 4,4,4-trifluorobutanal by Rh-catalyzed hydroformylation of 3,3,3-trifluoropropene with bis(4,5-diphenylphosphino)xanthene as a ligand was investigated. The uses of [Rh(OH)(cod)]2 (cod = 1,5-cyclooctadinene) and dimethylformamide in CO/H2 = 75/25 mixed gas under atmospheric pressure at 80 C for 15 h provided the highest aldehyde yield 90%. The molar ratio of linear aldehyde (4,4,4-trifluorobutanal) to branched aldehyde (3,3,3-trifluoro-2-methylpropanal) was 99/1. The successive addition of dimethylformamide solution of 3,3,3-trifluoropropene under atmospheric pressure revealed that 4,4,4-trifluorobutanal formation increased linearly with the reaction time and the total turnover number reached 500 after 10 h retaining 99% selectivity of 4,4,4-trifluorobutanal at 80 C.

Studies on the preparation of 2-(trifluoromethyl)acrylic acid and its esters from 3,3,3-trifluoropropene via hydrocarbonylation reactions

The synthesis of methyl α-(trifluoromethyl)acrylate (MTFMA) has been carried out in three steps starting from commercially available 3,3,3,-trifluoropropene; this route involving the cobalt-catalyzed carbonylation of 2-bromo-3,3,3-trifluoropropene (2-Br-TFP) under very mild reaction conditions, gave only about 30% yield of the desired methyl ester. 2-(Trifluoromethyl)propanal, available in 90% yield by rhodium catalyzed hydroformylation of 3,3,3-trifluoropropene, proved to be an interesting starting product for the preparation of MTFMA: while the synthetic route involving the α-halogenation of 2-(trifluoromethyl)propanoic acid (TFMPA) failed to give any results, the reaction scheme based on the α-selenenylation of the above aldehyde followed by H2O2-oxidation afforded 68% yield of 2-(trifluoromethyl)acrylic acid (TFMAA).

Hydroformylation of Fluoro Olefins, RfCH=CH2, Catalyzed by Group VIII Transition-Metal Catalysts. Crucial Factors for Extremely High Regioselectivity

Hydroformylations of fluoro olefins, trifluoroprop-1-ene (TFP), pentafluorobut-1-ene (PFB), heptafluoropent-1-ene (HPFP), heptadecafluorodec-1-ene (HPDFD), vinyl fluoride (VF), pentafluorostyrene (PFS), and allylpentafluorobenzene (4a), promoted by transition-metal catalysts were studied.Remarkable dependency of the regioselectivity of the reaction on the catalyst metal species (Co, Pt, Ru, and Rh) was found in the reactions of TFP and PFS; e.g., n-aldehyde was obtained with >93percent selectivity by a cobalt catalyst whereas iso-aldehyde was obtained with >96percent selectivity by a rhodium catalyst for the reaction of TFP.On the contrary, the reaction of VF gave 2-fluoropropanal (2-FPA) exclusively, regardless of the metal catalyst species.The effects of temperature and carbon monoxide pressure on the regioselectivity were investigated.Possible mechanisms for the uniquely regioselective hydroformylations are discussed on the basis of the results obtained, and a mechanism that involves an initial formation of isoalkyl-metal species followed by isomerization to n-alkyl-metal species and/or followed by carbon monoxide insertion to form isoacyl-metal intermediate was proposed to be the one operating in these reactions.