2365-82-4

Usage

Uses

Used in Chemical Synthesis:
Methyl 4,4,4-trifluorobutyrate is used as a reagent in the synthesis of various chemical compounds. Its unique properties, such as a higher boiling point and stability, make it a valuable component in the production of different chemicals.
Used in Pharmaceutical Industry:
Methyl 4,4,4-trifluorobutyrate is used as an intermediate in the synthesis of pharmaceutical compounds. Its versatility in chemical reactions allows for the creation of new drug molecules with potential therapeutic applications.
Used in Flavor and Fragrance Industry:
Methyl 4,4,4-trifluorobutyrate is used as a flavoring agent and a fragrance ingredient. Its sharp, sweet odor makes it a suitable component for creating various scents and flavors in consumer products.
Used in Material Science:
Methyl 4,4,4-trifluorobutyrate is used in the development of new materials with specific properties, such as improved thermal stability or chemical resistance. Its incorporation into polymers or other materials can enhance their performance in various applications.

InChI:InChI=1/C5H7F3O2/c1-10-4(9)2-3-5(6,7)8/h2-3H2,1H3

Upstream product

• 292638-85-8 acrylic acid methyl ester 
• 76-05-1 trifluoroacetic acid 
• 67-56-1 methanol 
• 677-21-4 1,1,1-trifluoropropylene 
• 201230-82-2 carbon monoxide 
• 554-12-1 propanoic acid methyl ester 
• 1680206-12-5 Grushin’s reagent 
• 616-38-6 carbonic acid dimethyl ester 

Relevant academic research and scientific papers

Direct C(sp3)?H Trifluoromethylation of Unactivated Alkanes Enabled by Multifunctional Trifluoromethyl Copper Complexes

A mild and operationally simple C(sp3)?H trifluoromethylation method was developed for unactivated alkanes by utilizing a bench-stable CuIII complex, bpyCu(CF3)3, as the initiator of the visible-light photoinduced reaction, the source of a trifluoromethyl radical as a hydrogen atom transfer reagent, and the source of a trifluoromethyl anion for functionalization. The reaction was initiated by the generation of reactive electrophilic carbon-centered CF3 radical through photoinduced homolytic cleavage of bpyCu(CF3)3, followed by hydrogen abstraction from an unactivated C(sp3)?H bond. Comprehensive mechanistic investigations based on a combination of experimental and computational methods suggested that C?CF3 bond formation was enabled by radical–polar crossover and ionic coupling between the resulting carbocation intermediate and the anionic CF3 source. The methylene-selective reaction can be applied to the direct, late-stage trifluoromethylation of natural products and bioactive molecules.

Regioselective Hydroesterification and Hydrocarboxylation of 3,3,3-Trifluoropropene and Pentafluorostyrene Catalyzed by Phosphine-Palladium Complex

The hydroesterification and hydrocarboxylation of 3,3,3-trifluoropropene (TFP) and pentafluorostyrene (PFS) catalyzed by phosphine-palladium complexes were studied.It was found that the efficiency and the product distribution of the reaction depended markedly on the nature of nucleophile, i. e., water or alcohol, the structures of olefin and phosphine ligand, and other reaction variables such as solvent, temperature, and carbon monoxide pressure.Under optimal conditions either unbranched products or branched products were obtained in high yields with high regioselectivities.For example, 4,4,4-trifluorobutyric acid (5a) was obtained in 93percent yield with 99percent regioselectivity by using PdCl2(dppf)-SnCl2 as the catalyst in the hydrocarboxylation of TFP while ethyl 2-methyl-3,3,3-trifluoropropionate (2a) was obtained in 96percent yield with 79percent regioselectivity in the hydroesterification of TFP by using PdCl2(PPh3)2 as the catalyst.Similarly, 3-(pentafluorophenyl)propionic acid (5b) was obtained in 93percent yield with 99percent regioselectivity in the hydrocarboxylation of PFS catalyzed by PdCl2(dppf), and methyl 2-(pentafluorophenyl)propionate (2b) was obtained in 89percent yield with 95percent regioselectivity in the hydroesterification of PFS catalyzed by PdCl2(PPh3)2.Possible mechanisms of the present reactions are discussed.The hydrocarboxylations of TFP and PFS may involve (hydroxycarbonyl)palladium(II) intermediates while the hydroesterifications of TFP and PFS may proceed via alkylpalladium(II) and acylpalladium(II) intermediates.