348-75-4

Basic information

• Product Name: 3-Trifluoromethylbutyric acid
• Synonyms: 3-(TRIFLUOROMETHYL)BUTYRIC ACID;3-(Trifluoromethyl)butyric acid 95%;3-(Trifluoromethyl)butyricacid95%;4,4,4-Trifluoro-3-methylbutanoic acid;3-(Trifluoromethyl)butanoic acid 95%;3-(Trifluoromethyl)butyric acid, 3-Methyl-4,4,4-trifluorobutanoic acid;3-Methyl-4,4,4-trifluorobutyric acid
• CAS NO: 348-75-4
• Molecular Formula: C₅H₇F₃O₂
• Molecular Weight: 156.1
• Mol File: 348-75-4.mol

Chemical Properties

• Boiling Point: 90 °C
• Flash Point: 90-91°C/25mm
• Appearance: Clear to pale yellow liquid.
• Density: 1.274 g/cm³
• Refractive Index: 1.359
• PKA: 4.08±0.10(Predicted)
• BRN: 1760574
• CAS DataBase Reference: 3-Trifluoromethylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Trifluoromethylbutyric acid(348-75-4)
• EPA Substance Registry System: 3-Trifluoromethylbutyric acid(348-75-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 348-75-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
3-Trifluoromethylbutyric acid is used as a research compound for studying the effects of the trifluoromethyl group on the chemical properties of organic molecules. Its unique reactivity, polarity, and acidity make it a valuable tool for understanding the behavior of fluorinated compounds in various chemical reactions.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-Trifluoromethylbutyric acid is utilized as a starting material or intermediate in the synthesis of drug candidates. The presence of the trifluoromethyl group can enhance the lipophilicity, metabolic stability, and overall pharmacokinetic properties of the resulting compounds, potentially leading to improved drug efficacy and safety.
Used in Specialty Chemicals:
3-Trifluoromethylbutyric acid may also find applications in the development of specialty chemicals, such as agrochemicals, dyes, or materials with unique properties. The incorporation of the trifluoromethyl group can impart specific characteristics to these products, making them suitable for specific industrial applications.
Although the specific uses of 3-Trifluoromethylbutyric acid may not be widely documented, its unique properties and potential applications in chemical and pharmaceutical research, as well as in the development of specialty chemicals, highlight its importance in these fields. Further research and exploration of its properties and applications could lead to the discovery of new and innovative uses for 3-Trifluoromethylbutyric acid.

InChI:InChI=1/C5H7F3O2/c1-3(2-4(9)10)5(6,7)8/h3H,2H2,1H3,(H,9,10)

Upstream product

• 69056-67-3 3-methyl-4,4,4-trifluoro-2-butenoic acid 
• 93404-33-2 3-trifluoromethyl-2-butenoic acid 
• 691-77-0 (E)-3-trifluoromethyl-2-butenoic acid ethyl ester 
• 400-28-2 (2E)-4,4,4-Trifluoro-3-methylbut-2-enoic acid 
• 1680206-12-5 Grushin’s reagent 
• 107-92-6 butyric acid 
• 338-03-4 4,4,4-trifluoro-3-hydroxy-3-methyl-butanoic acid 
• 107103-94-6 2,3-bis(trifluoromethyl)butanoic acid 

Downstream Products

• 6975-13-9 (+/-)-ethyl 4,4,4-trifluoro-3-methylbutanoate 
• 2024-54-6 ethyl 2-bromo-3-methyl-4,4,4-trifluorobutyrate 
• 1026485-26-6 3-Methoxy-4-[1-methyl-5-(4,4,4-trifluoro-3-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-benzoic acid 
• 1027229-91-9 3-Methoxy-4-[1-methyl-5-(4,4,4-trifluoro-3-methyl-butylcarbamoyl)-1H-indol-3-ylmethyl]-benzoic acid methyl ester 
• 16063-79-9 2-amino-4,4,4-trifluoro-3-methylbutanoic acid 
• 1173692-53-9 1-[4-[4-[4,5-dihydro-5-(2-fluorophenyl)-3-isoxazolyl]-2-thiazolyl]-1-piperidinyl]-4,4,4-trifluoro-3-methyl-1-butanone 
• 952714-68-0 (S)-4-benzyl-3-((S)-4,4,4-trifluoro-3-methylbutanoyl)oxazolidin-2-one 
• 339-62-8 (+/-)-4,4,4-Trifluor-3-methyl-1-butanol 
• 1450616-12-2 4,4,4-trifluoro-3-methyl-1-(6-phenethyl-7-(trifluoromethyl)-3,4-dihydro-[1,4]diazepino[6,7,1-hi]indol-2(1H)-yl)butan-1-one 
• 1173178-36-3 (S)-4,4,4-trifluoro-N-((R)-2-hydroxy-1-phenylethyl)-3-methylbutanamide 
• 1189770-31-7 (R)-4,4,4-trifluoro-N-((R)-2-hydroxy-1-phenylethyl)-3-methylbutanamide 

Relevant articles and documents

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.

Csp3-H Trifluoromethylation of Unactivated Aliphatic Systems

A straightforward method for the undirected trifluoromethylation of unactivated methylene units was developed. The reaction proceeds in aqueous acetonitrile with Grushin's reagent, bpyCu(CF3)3, under broad-spectrum white-light irradiation. The trifluoromethylation tolerates a wide range of functional groups including ketones, esters, nitriles, amides, alcohols, and carboxylic acids. The C-H cleavage step is performed via intermolecular H atom abstraction, and the selectivities across a range of methylene units are reported. Mechanistic studies offer a general reaction coordinate for the overall transformation.

Catalytic asymmetric hydrogenation of α-CF3- or β-CF3-Substituted acrylic acids using Rhodium(I) complexes with a combination of chiral and achiral ligands

Only the mixture works! Acrylic acid derivatives with CF3 substituents in α or β position were efficiently hydrogenated in the presence of a RhI complex with a chiral secondary phosphine oxide (SPO; see scheme) and an achiral Ph3P as ligands. The corresponding propanoic acid derivatives were obtained with generally high conversion (>99 %) and high enantioselectivity (92->99 %). Copyright

Process for producing optically active carboxylic acid

A process for the production of an optically active carboxylic acid (I), which comprises subjecting an olefinic carboxylic acid (II) to asymmetric hydrogenation using a complex as a catalyst consisting of an optically active phosphine (III) and a ruthenium compound. Complex of STR1 with a ruthenium compound STR2 According to the process of the present invention, optically active carboxylic acids can be produced with high yield.