374-09-4

Usage

Uses

Used in Organic Synthesis Industry:
TRIFLUOROMETHYLPHOSPHONIC ACID is used as a catalyst and reagent for facilitating various chemical reactions in organic synthesis. Its strong acidic nature makes it a valuable component in this industry, enhancing the efficiency and selectivity of the reactions.
Used in Pharmaceutical Production:
In the pharmaceutical industry, TRIFLUOROMETHYLPHOSPHONIC ACID is employed in the synthesis of various drugs. Its reactivity and ability to form stable intermediates contribute to the development of new and effective pharmaceutical compounds.
Used in Agrochemical Production:
TRIFLUOROMETHYLPHOSPHONIC ACID is utilized in the production of agrochemicals, such as pesticides and herbicides. Its role in these processes helps to create more effective and targeted agricultural chemicals, improving crop protection and yield.
Used as a Flame Retardant in Polymer Materials:
TRIFLUOROMETHYLPHOSPHONIC ACID is used as a flame retardant in certain polymer materials, enhancing their fire resistance and safety properties. This application is particularly important in industries where materials are exposed to high temperatures or potential fire hazards.

Upstream product

• 421-59-0 trifluoromethyldiiodophosphine 
• 7732-18-5 water 
• 7722-84-1 dihydrogen peroxide 
• 421-61-4 (trifluoromethyl)phosphinic acid 
• 827027-09-8 Poly(trifluormethylphosphandioxid) 
• 421-60-3 Trifluormethylphosphonigsaeure 
• 421-58-9 (trifluoromethyl)phosphonous dichloride 
• 650-52-2 bis(trifluoromethyl)chlorophosphine 
• 359-64-8 iodo-bis-trifluoromethyl-phosphine 
• 646-71-9 bis(trifluoromethyl)phosphinic chloride 
• 51874-42-1 (CF₃)3P(F)SCH₃ 
• 51874-39-6 (CF₃)3P(OCH₃)2 
• 7697-37-2 nitric acid 
• 71411-44-4 CF₃PF₃(SCH₃) 

Downstream Products

• 2966-46-3 K⁽¹⁺⁾*CF₃P(O)(OH)O^(1-)=CF₃P(O)(OH)OK 
• 2966-47-4 Na⁽¹⁺⁾*CF₃P(O)(OH)O^(1-)=CF₃P(O)(OH)ONa 
• 352-86-3 PO₂(OH)CF₃^(1-)*C₆H₅NH₃⁽¹⁺⁾=PO(OH)OCF₃C₆H₅NH₃ 

Relevant academic research and scientific papers

Novel Family of (1-aminoalkyl)(trifluoromethyl)- and -(difluoromethyl) phosphinic Acids - Analogues of α-Amino Acids

A series of novel (1-aminoalkyl)(trifluoromethyl)- and -(difluoromethyl) phosphinic acids - analogues of proteinogenic and nonproteinogenic α-amino acids were prepared. The synthetic methodology was based on nucleophilic addition of (trifluoromethyl)phosphinic acid or (difluoromethyl)phosphinic acid or its ethyl ester to substrates with C=N or activated C=C double bonds. Analogues of glycine, phenylglycine, alanine, valine, proline, aminomalonic and aspartic acids were thus prepared. Three-component one-pot reactions of (trifluoromethyl)phosphinic acid and dibenzylamine with aldehydes were also tested to prepare the title compounds.

New anions of pentacoordinate phosphorus containing fluorine and trifluoromethyl groups

The unique pseudo-trigonal-bipyramidal CF3PF3O - and (CF3)2PF2O- anions were obtained and characterised for the first time. They were formed by the reactions of (PhO)3P(O), Me3SiCF3 and the fluoride ion sources [Me4N]F and CsF, respectively, in glyme. These anions represent the stable transition states postulated for nucleophilic substitution at a tetrahedral phosphorus atom. The salt Cs[(CF3) 2PF2O] (7) is stable at room temperature for a month, while [Me4N][CF3PF3O] (1) dismutates into [Me4N][CF3PF(O)O] (2) and [Me4N][CF 3PF5] (3) above 0°C. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Some reactions of bis(trifluoromethyl)phosphines, -phosphine oxides, and -phosphine sulfides with alcohols and mercaptans. Preparation, characterization, and NMR spectra of a homologous series of esters and thioesters

The esters (CF3)2POR and thioesters (CF3)2PSR (R = CH3, C2H5, CH(CH3)2, and C(CH3)3) of trivalent phosphorus have been synthesized. Previously unknown esters in the series have been characterized and NMR parameters of all the above esters recorded. Synthesis of phosphinous esters and thioesters is aided by the presence of amine which is mandatory in the case of the reaction of tert-butyl alcohol with (CF3)2PCl. In the absence of amine, (CF3)2PCl reacted with tert-butyl alcohol to give (CF3)2P(O)C(CH3)3 and HCl. Separate reactions showed that (CF3)2POC(CH3)3 reacted with HCl to yield (CF3)2POH and (CH3)3CCl and that (CF3)2POH and (CH3)3CCl reacted to form (CF3)2P(O)C(CH3)3 and HCl. These reactions provide a basis for the detailed understanding of the reaction of (CF3)2PCl and related systems with tert-butyl alcohol. The oxy- and thioesters of pentavalent phosphorus, (CF3)2P(O)OR, (CF3)2P(O)SR, (CF3)2P(S)OR, and (CF3)2P(S)SR (R = CH3, C2H5, CH(CH3)2), were prepared by reactions analogous to those used to prepare the phosphinous esters; however, the competitive reaction of salt formation with amines in the case of the tert-butyl and, to a lesser extent, methyl esters requires use of alternate synthetic routes. In the case of tert-butyl esters, isobutene was also obtained in addition to the amine salt due to the instability of the tert-butylammonium salt. The tert-butyl thioester (CF3)2P(S)SC(CH3)3 was obtained from tert-butyl iodide and the appropriate phosphorus acid salt, (CF3)2PS2-. In contrast the dioxo and oxythioesters could not be prepared in this way. NMR parameters are recorded for all esters of pentavalent phosphorus and the new esters of pentavalent phosphorus have been characterized. Separate reaction of the esters of pentavalent phosphorus with trimethylamine gave R′(CH3)3N+(CF3) 2PXY- (X, Y = O, S) salts. In the case of esters of trivalent phosphorus, only (CF3)2POCH3 formed a 1:1 adduct with trimethylamine which may be the salt (CH3)4N+(CF3)2PO - NMR parameters of the tert-butylphosphine oxide (CF3)2P(O)C4H4 are also given.

Phosphoranes. 3. New tris(trifluoromethyl)phosphoranes (CF3)3PXY with monofunctional [F, Cl, N(CH3)2, OCH3, SCH3, OSi(CH3)3] substituents

New five-coordinate molecular phosphoranes of the types (CF3)3PY2 (Y = OCH3) and (CF3)3P(F)Y (Y = N(CH3)2, OCH3, SCH3, OSi(CH3)3) have been prepared from (CF3)3PF2 and the trimethylsilyl reagent (CH3)3SiY or dimethylamine. An improved synthesis of (CF3)3P(Cl)N(CH3)2 is also described. Formulation of the monofluoro- and disubstituted phosphoranes as the isomeric phosphonium salts can be clearly ruled out by NMR spectroscopic studies. At low temperatures, 19F, 31P, and, in the case of (CF3)3P(Cl)N(CH3)2, 13C NMR spectra of the phosphoranes show the presence of different CF3 environments consistent with substitution at axial or equatorial positions of the (assumed) trigonal-bipyramidal framework. The former are characterized by relatively small 2JPF and the latter by relatively large 2JPF values. Ground-state structures are consistent with the preferential location of halogen (F, Cl) in the axial positions and of OCH3, SCH3, or N(CH3)2 groups in the equatorial positions. The CF3 groups which occupy the remaining axial and equatorial sites are, in most cases, distinguishable by 19F NMR with only moderate cooling of the sample. New 31P NMR data for (CF3)3P[N(CH3)2]2 strongly support the location of both N(CH3)2 groups in the equatorial plane as suggested earlier. The barrier to the averaging of CF3 environments appears to decrease in the order N(CH3)2 > SCH3 > OCH3. The presence of a halogen substituent appears to lower the barrier to the averaging process compared to the doubly substituted molecules and a chlorophosphorane appears to have a lower barrier than the corresponding fluorophosphorane.

Characterization of the anionic species formed in the hydrolysis of some trivalent and pentavalent trifluoromethylphosphorus compounds

Aqueous and alkaline hydrolysis of some pentavalent trifluoromethylphosphoryl and -thiophosphoryl compounds and some trifluoromethylphosphines produced the ions (CF3)2PS2-, (CF3)2PSO-