28314-80-9

Basic information

• Product Name: 2,4,6-Trifluorobenzoic acid
• Synonyms: BUTTPARK 44\01-13;2,4,6-TRIFLUOROBENZOIC ACID;TIMTEC-BB SBB006688;RARECHEM AL BO 0448;2,4,6-trifluorobenzoic acid derivatives;2,4,6-TRIFLUOROBENZIOC ACID;2,4,6-Trilfuorobenzoic acid;2,4,6-TRIFLUOROBENZOIC ACID THE DERIVATIVES
• CAS NO: 28314-80-9
• Molecular Formula: C₇H₃F₃O₂
• Molecular Weight: 176.09
• EINECS: 220-603-4
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzene series;Benzoic acid;Heterocyclic Compounds;Miscellaneous;C7;Carbonyl Compounds;Carboxylic Acids;Fluorine series;Pharm intermediate
• Mol File: 28314-80-9.mol

Chemical Properties

• Melting Point: 142-145 °C(lit.)
• Boiling Point: 218.2 °C at 760 mmHg
• Flash Point: 85.7 °C
• Appearance: white to light yellow crystal powder
• Density: 1.4362 (estimate)
• Vapor Pressure: 51.5mmHg at 25°C
• Refractive Index: 1.383
• Storage Temp.: Room temperature.
• Solubility: soluble in Methanol
• PKA: 2.28±0.10(Predicted)
• BRN: 1958300
• CAS DataBase Reference: 2,4,6-Trifluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Trifluorobenzoic acid(28314-80-9)
• EPA Substance Registry System: 2,4,6-Trifluorobenzoic acid(28314-80-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 28314-80-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,4,6-Trifluorobenzoic acid is used as an intermediate in the synthesis of various pharmaceutical compounds, specifically for the preparation of Difluorophenol. This application is due to its unique chemical properties and reactivity, which make it a valuable building block in the development of new drugs.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2,4,6-Trifluorobenzoic acid serves as a key precursor for the production of a range of fluorinated organic compounds. Its fluorinated nature allows for the creation of molecules with specific properties, such as increased stability or altered reactivity, which can be beneficial in various applications, including materials science and specialty chemicals.
Used in Research and Development:
2,4,6-Trifluorobenzoic acid is also utilized in research and development settings, where its unique properties and reactivity are explored for potential applications in new technologies and innovations. The study of its crystal structure and chemical properties contributes to the understanding of fluorinated compounds and their potential uses in various industries.

InChI:InChI=1/C4Cl2F4O3/c5-3(7,8)1(11)13-2(12)4(6,9)10

Upstream product

• 124-38-9 carbon dioxide 
• 372-38-3 1,3,5-trifluorobenzene 
• 20925-85-3 pentachlorobenzonitrile 
• 96606-37-0 2,4,6-trifluorobenzonitrile 
• 13656-36-5 3,5-dichloro-2,4,6-trifluorobenzoic acid 
• 2368-53-8 1,3-dichloro-2,4,6-trifluorobenzene 
• 2367-76-2 2,4,6-trifluorobromobenzene 
• 159090-73-0 N-(carboxy-4-fluorophenyl)-8-aminoquinoline 
• 1443144-29-3 2,4,6-trifluoro-N-(quinolin-8-yl)benzamide 

Downstream Products

• 125568-72-1 methyl 2,4,6-trifluoro-3-nitrobenzoate 
• 79538-29-7 2,4,6-trifluorobenzoyl chloride 
• 343631-07-2 2-(2,4,6-trifluorophenyl)benzoxazole 
• 724733-74-8 N-[(1S,2S)-1-(4-Bromo-benzyloxymethyl)-3-cyclohexylcarbamoyl-2-hydroxy-propyl]-2,4,6-trifluoro-benzamide 
• 773134-91-1 ethyl 2,4,6-trifluorobenzoate 
• 1025892-41-4 4-Azido-2,6-difluoro-benzoic acid ethyl ester 
• 193018-36-9 4-[(4-Bromo-3-methoxymethoxy-5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalene-2-carbonyl)-amino]-2,6-difluoro-benzoic acid ethyl ester 
• 118289-07-9 2,4,6-trifluorophenylmethyl alcohol 
• 1188927-59-4 C₁₃H₁₅F₃O₂ 
• 1360056-27-4 4,4-dimethyl-2-(2,4,6-trifluorophenyl)-4,5-dihydro-1,3-oxazole 
• 1360056-28-5 2-(2,4-difluoro-6-methylphenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 1201597-19-4 4-(2,4,6-trifluorobenzoyl)-1H-pyrrole-2-carboxylic acid 
• 1201596-27-1 6-(1H-benzimidazol-2-ylmethyl)-3-(2,4,6-trifluorobenzoyl)-1,6-dihydro-7H-pyrroIo[2,3-c]pyridin-7-one 
• 1201597-36-5 N-(1H-benzimidazol-2-ylmethyl)-N-(2;2-dimethoxyethyl)-4-(2,4,6-trifluorobenzoyl)-1H-pyrrole-2-carboxamide 

Relevant articles and documents

The role of silver additives in gold-mediated C-H functionalisation

The role of silver additives is examined in the context of gold-mediated functionalisation of aromatic C-H bonds. Doubt is cast on the commonly cited route of halide abstraction from gold and evidence of substrate activation is given.

PROCESS FOR PREPARATION OF 2,4,6-TRIFLUOROBENZOIC ACID

The present invention provides a process for the preparation of 2,4,6-trifluorobenzoic acid, having less than 0.05% of 2,6-difluorobenzoic acid and/or 2,4-difluorobenzoic acid impurities. The 2,4,6-trifluorobenzoic acid is crucial and an important raw material for preparing the photosensitizers, medicines and pesticides, and also finds applications in pharmaceutical and agrochemical industries.

Synthesis method of 3, 5-difluorophenol

The invention discloses a synthetic method of 3, 5-difluorophenol, and belongs to the technical field of chemical synthesis. According to the method, 3,5-difluorophenolate is obtained through a one-pot reaction of 2,4,6-trifluorobenzoic acid in a solvent under the action of alkali, 3,5-difluorophenol is obtained after acid regulation and dissociation, and the method has the advantages of cheap and easily available raw materials, short synthesis steps, simple operation, mild reaction conditions, high synthesis yield, good product quality, suitability for industrial production and the like. According to the method, cheap and easily available pentachloronitrile is taken as a raw material, 2, 4, 6-trifluoro-3, 5-dichlorobenzonitrile is obtained through a fluorination reaction, 2, 4, 6-trifluoro-3, 5-dichlorobenzoic acid is obtained through a hydrolysis reaction, and finally, the raw material 2, 4, 6-trifluoro-3, 5-dichlorobenzoic acid is synthesized through a selective dechlorination reaction, so that simple, cheap and efficient preparation of the raw material 2, 4, 6-trifluorobenzoic acid is realized, and the industrial application value of the synthesis process is improved.

PROCESS FOR PREPARATION OF HALO SUBSTITUTED BENZOIC ACID COMPOUND AND INTERMEDIATES THEREOF

The present invention provides a process for preparation of halo substituted benzoic acid compound of Formula (1) and intermediates thereof.

Copper-catalyzed, directing group-assisted fluorination of arene and heteroarene C-H bonds

We have developed a method for direct, copper-catalyzed, auxiliary-assisted fluorination of β-sp2 C-H bonds of benzoic acid derivatives and γ-sp2 C-H bonds of α,α-disubstituted benzylamine derivatives. The reaction employs a CuI cata

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.

Method for control of soil-borne insects

A method for controlling soil-borne insects such as southern corn rootworm is disclosed and exemplified in which the pyrethroid 2,4,6-trifluorophenylmethyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate is applied to the soil