460-40-2

Usage

Uses

Used in Pharmaceutical Industry:
3,3,3-Trifluoropropanal is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new and effective medications.
Used in Agrochemical Industry:
In the agrochemical industry, 3,3,3-Trifluoropropanal is utilized as an intermediate in the production of agrochemicals, playing a role in the creation of substances that can enhance crop protection and yield.
Used in Specialty Chemicals Production:
3,3,3-Trifluoropropanal serves as a building block for the synthesis of complex organic molecules in the specialty chemicals sector, enabling the development of unique and high-value chemical products.
Safety Precautions:
Due to its potential risks to human health and the environment, 3,3,3-Trifluoropropanal should be handled with care and in accordance with safety guidelines to ensure the well-being of individuals and the preservation of the environment.

InChI:InChI=1/C3H5F3O/c1-7-2-3(4,5)6/h2H2,1H3

Upstream product

• 26885-67-6 E/Z-1-methoxy-3,3,3-trifluoropropene 
• 2240-88-2 3,3,3-Trifluoropropanol 
• 661-54-1 3,3,3-trifluoroprop-1-yne 
• 126015-38-1 1-ethoxy-3,3,3-trifluoro-1-propene 
• 685-03-0 (1,3,3,3-tetrafluoro-2-trifluoromethyl-propenyl)-phosphonic acid diethyl ester 
• 359-41-1 1,1,1-trifluoro-2,3-epoxypropane 
• 176214-18-9 N-[3-(dimethylamino)-2-(trifluoromethyl)-2-propenylidene]-N-dimethylammonium chloride 
• 67-56-1 methanol 
• 64-17-5 ethanol 
• 7664-93-9 sulfuric acid 
• 116586-94-8 3,3,3-trifluoropropanal dimethyl acetal 
• 110-89-4 piperidine 
• 102687-65-0 trans-1-chloro-3,3,3-trifluoropropene 
• 932395-39-6 (Z)-(((3,3,3-trifluoroprop-1-en-1-yl)oxy)methyl)benzene 

Downstream Products

• 438-36-8 5,5,5',5'-tetramethyl-2,2'-(3,3,3-trifluoro-propylidene)-bis-cyclohexane-1,3-dione 
• 446-01-5 3,3,3-trifluoro-propionaldehyde-(2,4-dinitro-phenylhydrazone) 
• 835883-54-0 7-iodo-9-(3',3',3'-trifluoro-propylamino)-methyl-sancycline 
• 357402-81-4 4-Chloro-5-fluoro-2-[[(1R)-1-phenyl-3-[(3 3.3-trifluoropropyl)amino]propyl]oxy]benzonitrile trifluoroacetate 
• 577712-98-2 (4R,9AR)-4-methyl-6-((RS)-3,3,3-trifluoro-1-hydroxy-propyl)-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester 
• 1035265-55-4 2-(4-chlorophenyl)-5-{3-methoxy-4-[1-(3,3,3-trifluoropropyl)azetidin-3-yloxy]phenyl}-5H-thiazolo[5,4-c]pyridin-4-one 
• 2516-99-6 3,3,3-Trifluoropropionic acid 
• 936107-87-8 3,3,3-trifluoro-1-(3,3,3-trifluoro-1-hydroxypropoxy)propan-1-ol 
• 936107-88-9 C₉H₉F₉O₃ 
• 1046788-57-1 ethyl 1-(3,3,3-trifluoropropyl)piperidine-4-carboxylate 
• 1046788-13-9 (2S,5R)-1-benzyl-2,5-dimethyl-4-(3,3,3-trifluoropropyl)piperazine 
• 41463-83-6 3,3,3-trifluoropropanoyl chloride 
• 19256-25-8 3,3,3-trifluoro-2-chloropropionaldehyde 
• 431-54-9 3,3,3-trifluoro-2-chloropropionyl chloride 

Relevant academic research and scientific papers

Preparation method of 3,3,3-trifluoropropionaldehyde

The invention discloses a preparation method of 3,3,3-trifluoropropionaldehyde.The method comprises the steps that 1,1-dialkoxyl-3,3,3-trifluoropropane (CF3CH2CH(OR)2), acetic acid and a catalyst are added into a three-mouth flask, the temperature is increased to 90 DEG C-140 DEG C, and reacting under stirring is performed for 2 h-8 h, wherein R in 1,1-dialkoxyl-3,3,3-trifluoropropane (CF3CH2CH(OR)2) is selected from CH3, C2H5C3H7, C4H9, C5H11, C6H13, C7H15, C8H17, C9H19 and C10H21, the catalyst is selected from sulfuric acid, hydrochloric acid, p-toluenesulfonic acid, methanesulfonic acid and trifluoroacetic acid, and the mole ratio of 1,1-dialkoxyl-3,3,3-trifluoropropane to acetic acid to the catalyst is 1:(2-2.5):(0.1-0.6).

FLUORINE-CONTAINING CARBOXYLIC ACID DERIVATIVES

PROBLEM TO BE SOLVED: To provide fluorine-containing carboxylic acid derivatives useful as, e.g., active ingredients of pharmaceuticals for prevention and/or treatment of various pains such as chronic pain including neuropathic pain. SOLUTION: The invention provides fluorine-containing carboxylic acid derivatives represented by the general formula (I), or salts thereof or esters thereof. (R1 is a C1-5 alkyl group substituted by at least one fluorine atom, e.g., a 2-fluoroethyl group, a 2,2-difluoroethyl group, or the like; and R2 and R3 are each independently H, an alkyl group, an alkenyl group, or an acyl group.) COPYRIGHT: (C)2015,JPO&INPIT

Alternative synthetic routes to hydrofluoroolefins

A series of hydrofluoroolefins with -CF=CH2, -CH=CHF and -CH=CF2 groups were designed and prepared via various synthetic routes, including HX or BrF elimination, Wittig-type olefination or fluorination using SF4.

Gas-phase epoxidation of 3,3,3-trifluoropropylene over Au/CuTiO2 catalysts with N2O as the oxidant

Gas-phase epoxidation of 3,3,3-trifluoropropylene (TFP) was conducted on a series of Au/CuTiO2 catalysts with different Cu contents with N 2O as the oxidant. These catalysts were effective for this reaction. The best catalytic performance was obtained on a catalyst containing 4.6 wt.% of Au and 0.9 wt.% of Cu (4.6Au/0.9CuTiO2), with a steady-state 3,3,3-trifluoropropylene oxide (TFPO) formation rate of 72.4g TFPOh-1kgcat-1, which was much higher than that on a 2.1Au/TiO2 catalyst (22.1gTFPOh-1kgcat-1). The enhancement was attributed to the higher Au content in the Cu-promoted catalyst and small Au particle size and more importantly to the complicated synergy between the AuCuTiO2 interaction which might be the active sites for epoxidation. Also, high selectivity to TFPO up to 88% was obtained on the Cu-promoted catalyst, due to the proper electronic structure induced by the interaction between Au and low valent Cu species. Catalyst deactivation was due to the significant growth of Au particles and loss of AuCuTiO2 interface because of the segregation of Cu species during the reaction.

Reaction of HppE with substrate analogues: Evidence for carbon-phosphorus bond cleavage by a carbocation rearrangement

(S)-2-Hydroxypropylphosphonic acid ((S)-2-HPP) epoxidase (HppE) is an unusual mononuclear non-heme iron enzyme that catalyzes the oxidative epoxidation of (S)-2-HPP in the biosynthesis of the antibiotic fosfomycin. Recently, HppE has been shown to accept (R)-1-hydroxypropylphosphonic acid as a substrate and convert it to an aldehyde product in a reaction involving a biologically unprecedented 1,2-phosphono migration. In this study, a series of substrate analogues were designed, synthesized, and used as mechanistic probes to study this novel enzymatic transformation. The resulting data, together with insights obtained from density functional theory calculations, are consistent with a mechanism of HppE-catalyzed phosphono group migration that involves the formation of a carbocation intermediate. As such, this reaction represents a new paradigm for biological C-P bond cleavage.

Chemoselective halogenation of 2-hydroperfluoroalkyl aldehydes

2-Hydroaldehydes, RfCH(R)CHO, where Rf = CF 3, C2F5, n-C3F7 and R = CF3, C2F5, n-C3F7, Ph, H, were prepared via acid hydrolysis of the corresponding vinyl ethers, R fC(R) = CHOCH3, which can be readily prepared by reaction of Ph3P+C?HOCH3 with the corresponding ketone. The 2-hydroaldehydes can be chemoselectively converted to the acyl halide, RfCH(R)C(O)X (X = Cl, Br), via free-radical halogenation. The perfluoroalkyl group deactivates the 2-position toward radical abstraction of the 2-hydrogen, and halogenation occurs exclusively at the formyl hydrogen. However, halogenations of the 2-hydroaldehydes in glacial acetic acid chemoselectively gives the 2-haloaldehydes, RfCX(R)CHO, X = Cl, Br. Hydrolysis of the 2-hydroperfluoroacyl halides provides a useful route to 2-hydroperfluoroalkyl branched carboxylic acids, useful ketene precursors. This route avoids the use of toxic fluoroolefins, such as perfluoroisobutylene.

Photochemistry of CF3(CH2)2CHO in air: UV absorption cross sections between 230 and 340 nm and photolysis quantum yields at 308 nm

This work constitutes the first study on the photochemical degradation process of CF3(CH2)2CHO. Firstly, the wavelength and temperature dependence of the UV absorption cross sections, σλ, was determined. The n → π* electronic transition band of CO chromophore was characterized between 230 and 340 nm in the 269-323 K range. A hyperchromic effect was observed in the structured part of the band when the temperature decreases. Maximum σ λ = 283, 291 nm at 323 K is ca. 22% larger than those at 269 K. Secondly, the pulsed laser photolysis of a stationary mixture of CF 3(CH2)2CHO/cyclohexane (OH-scavenger)/air or N2 was carried out at 308 nm. On-line Fourier transform infrared (FTIR) spectroscopy was employed to monitor the decay of CF3(CH 2)2CHO and to obtain the photolysis quantum yield, Φλ = 308 nm, as a function of total pressure (20.5-760 Torr). A slight curvature in the Stern-Volmer plot was observed at pressures lower than 75 Torr. At high pressures, the pressure dependence of Φλ = 308 nm can be described by a Stern-Volmer relationship. Photodissociation of CF3(CH2)2CHO at 308 nm can produce HCO and CF3(CH2)2 radicals (1a), CF3CH2CH3 and CO (1b) and CF3(CH2)2CO radicals and H atoms (1c). HCO radicals are rapidly converted into CO in the presence of O2. Formation of CF3CH2CHO and CF3CH 2CH2OH evidences the importance of secondary chemistry involving CF3(CH2)2 radicals formed in channel (1a). Further photodegradation of CF3CH2CHO yields mainly CF3CHO. Small quantities of HC(O)OH were also detected. CF 3(CH2)2C(O)OH was only observed in the absence of OH-scavenger, implying that formation of CF3(CH2) 2CO radicals in channel (1c) is not an important photolysis pathway. Consequently, photodissociation of CF3(CH2)2CHO in the actinic region is a source of shorter fluorinated oxygenated compounds, but it is not expected to be a source of fluorinated acids.

Atmospheric lifetimes and global warming potentials of CF 3CH2CH2OH and CF3(CH 2)2CH2OH

A comprehensive study of several atmospheric degradation routes for two hydrofluoroalcohols, CF3(CH2)x=1,2CH 2OH, is presented. The gas-phase kinetics of their reactions with hydroxyl radicals (OH) and chlorine (Cl) atoms are investigated by absolute and relative techniques, respectively. The room-temperature rate coefficients (±σ, in cm3 molecule-1 s-1) k OH and kCl, are respectively (9.7±1.1)× 10-13 and (1.60±0.45)× 10-11 for CF 3CH2CH2OH, and (2.62±0.32)× 10-12 and (8.71±0.24)× 10-11 for CF 3(CH2)2CH2OH. Average lifetimes of CF3CH2CH2OH and CF3(CH 2)2CH2OH due to the OH and Cl reactions are estimated to be 12 and 4 days, and greater than 20 and 4 years, respectively. Also, the IR and UV absorption cross sections of CF3(CH 2)x=1,2CH2OH are determined in the spectral ranges of 500-4000 cm-1 and 200-310 nm. Photolysis of CF 3(CH2)x=1,2CH2OH in the actinic region (I≥290 nm) is negligible compared to their homogeneous removal. Additionally, computational IR spectra are consistent with the experimental ones, thus giving high confidence in the obtained results. The lifetimes of CF3(CH2)x=1,2CH2OH and IR spectra reported herein allow the calculation of the direct global warming potential of these hydrofluoroalcohols. The contribution of CF3(CH 2)xCH2OH to radiative forcing of climate change will be negligible.

PROCESS FOR PRODUCING 3,3,3-TRIFLUOROPROPIONIC ACID

A benzyl vinyl ether represented by the following formula is hydrolyzed in the presence of a catalyst selected among Arrhenius acids and Lewis acids to obtain 3,3,3-trifluoropropionaldehyde. Subsequently, the 3,3,3-trifluoropropionaldehyde is oxidized with an oxidizing agent. Thus, 3,3,3-trifluoropropionic acid can be more advantageously produced than in conventional techniques from an inexpensive starting material.

Convenient synthesis of 3,3,3-trifluoropropanoic acid by hydrolytic oxidation of 3,3,3-trifluoropropanal dimethyl acetal

A convenient and efficient method for preparing 3,3,3-trifluoropropanoic acid (1) is reported. The starting material is 1-chloro-3,3,3-trifluoropropene (2) that can be easily transformed into 3,3,3-trifluoropropanal dimethyl acetal (4) on treatment with methanol and KOH followed by acid-catalyzed addition of methanol. Direct transformation of 4 into 1 was efficiently achieved with 30% aqueous hydrogen peroxide (4.0 equiv.) in the presence of FeCl3 (0.025 equiv.) and hydrochloric acid (0.5 equiv.).