654-87-5

Usage

Uses

Used in Pharmaceutical Industry:
2,3,5-Trifluorobenzoic acid is used as an intermediate in the synthesis of pharmaceuticals for its ability to enhance the properties of drug molecules. The presence of fluorine atoms can improve the lipophilicity, metabolic stability, and bioavailability of the resulting compounds, making it a valuable component in the development of new medications.
Used in Agrochemical Industry:
In the agrochemical sector, 2,3,5-trifluorobenzoic acid is utilized as a building block for the production of various fluoroaromatic compounds with insecticidal and herbicidal properties. Its incorporation into agrochemicals can lead to the development of more effective and targeted crop protection products.
Used in Dye Industry:
2,3,5-Trifluorobenzoic acid is used as a key intermediate in the synthesis of dyes, where its fluorinated structure can impart specific color characteristics and improve the dye's performance in various applications.
Used in Organic Synthesis:
As a reagent in organic synthesis reactions, 2,3,5-trifluorobenzoic acid is employed in the preparation of aromatic carboxylic acids and other organic compounds. Its unique fluorinated structure allows for specific reactions that can be harnessed to create a variety of chemical products.
Used in Fluoroaromatic Compounds Production:
2,3,5-Trifluorobenzoic acid serves as a fundamental building block for the production of fluoroaromatic compounds, which are important in various chemical and material applications due to their unique electronic and steric properties.

InChI:InChI=1/C7H3F3O2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,(H,11,12)

Upstream product

• 392-91-6 1,2,5-trifluoro-3-(trifluoromethyl)benzene 
• 1201-31-6 2,3,4,5-tetrafluorobenzoic acid 
• 652-03-9 3,4,5,6-tetrafluorophthalic acid 

Downstream Products

• 67640-33-9 2,3,5-trifluorobenzyl alcohol 
• 240800-48-0 2,3,5-trifluorobenzoyl chloride 
• 84376-20-5 3,5-difluoro-2-hydroxy-benzoic acid 

Relevant academic research and scientific papers

2, 3, 5-trifluoro-4-difluoro (3, 4, 5-trifluoro-density) methyl-benzene formaldehyde and its synthetic method and in the preparation of the application of the liquid crystal compound

The invention provides 2,3,5-trifluoro-4-difluoro(3,4,5-trifluorophenylol)methyl-benzaldehyde (a compound of formula 8), and its preparation method. The compound can be used to synthesize a compound with the structure represented by formula I as an interm

Fragmentation of radical anions of polyfluorinated benzoates

A comprehensive study of the symmetry forbidden fragmentation of short-lived radical anions (RAs) has been undertaken for the complete set of polyfluorinated benzoates (C6FnH5-nCO22, n = 1-5). The decay rate constants (kc) of RAs have been determined in aqueous alkaline solution (pH 13.4) by electron photoinjection (EPI) from mercury electrodes and were found to increase dramatically from ≤3 × 103 s-1 (3-F - C6H4CO2-) to (1.2 ± 0.8) × 109 s-1 (C6F5CO2-). The regioselectivity of C-F bond cleavage in the RA fragmentation has been revealed by structure assignment of reduction products of the polyfluorinated benzoic acids by Na, K, and Zn in liquid NH3, as well as by Zn in aqueous NH3 and aqueous alkaline solutions. The kc values depend on the position of the cleaved fluorine to the CO2- group generally in the order para > ortho > meta, and to sharply increase if adjacent fluorine atoms are present. The observed trends reveal that the kinetics of the RA fragmentation reaction is not controlled by the reaction thermodynamics. Semiempirical UHF/INDO calculations, the validity of which has been confirmed by ab initio ROHF/6-31+G calculations, were done to rationalize the observed trends. The reaction transition state (TS) was considered to arise from the RA's and 2*states crossing avoided due to out-of-plane deviation of the cleaving C-F bond. The satisfactory linear correlation (R = 0.96) between the model reaction energy barrier Ea and log kc has been achieved with modeling the local solvation of the CO2- group by its protonation.

Reductive dehalogenation of polyfluoroarenes by zinc in aqueous ammonia

Aqueous ammonia has been found to be a good and versatile medium for the highly selective hydrodehalogenation of polyfluoroarenes by zinc under unprecedentedly mild conditions. The reduction of pentafluorobenzoic acid, 2,3,4,5,6-pentafluorobenzyl alcohol, pentafluorobenzamide, pentafluoropyridine, heptafluoro-2-naphthoic acid, 1,3,4,5,7,8-hexafluoro-2-naphthoic acid, octafluoronaphthalene, octafluorotoluene, decafluorobiphenyl, chloropentafluorobenzene and 4-chlorotetrafluorobenzoic acid give products derived from the removal of one or two halogen atoms. A reduction mechanism, proceeding through electron capture to give a radical anion and then fragmentation of the latter, has been suggested. The observed high selectivity of the process suggests a radical anion formed by direct electron transfer from zinc to substrate. The dehalogenation regioselectivity is basically in accordance with that expected for radical anion fragmentation.

Reductive defluorination of polyfluoroarenes by zinc in aqueous ammonia

Aqueous ammonia has been found to be a good and versatile medium for the reductive defluorination of polyfluoroarenes by zinc. Upon the reduction of pentafluorobenzoic acid, 2,3,4,5,6-pentafluorobenzyl alcohol, pentafluoropyridine and heptafluoro-2-naphthoic acid individual products derived from the removal of one fluorine atom have been obtained.