652-18-6

Basic information

• Product Name: 2,3,5,6-Tetrafluorobenzoic acid
• Synonyms: 2,3,5,6-TETRAFLUOROBENZOIC ACID;RARECHEM AL BO 0266;2,3,5,6-Tetrafluorobenzoic acid,98%;4H-Tetrafluorobenzoic acid;Benzoic acid,2,3,5,6-tetrafluoro-
• CAS NO: 652-18-6
• Molecular Formula: C₇H₂F₄O₂
• Molecular Weight: 194.08
• EINECS: 416-800-1
• Product Categories: Benzoic acid
• Mol File: 652-18-6.mol
• Article Data: 27

Chemical Properties

• Melting Point: 150-152 °C(lit.)
• Boiling Point: 227.9 °C at 760 mmHg
• Flash Point: 91.6 °C
• Appearance: White to almost white/Crystalline Powder
• Density: 1.5165 (estimate)
• Vapor Pressure: 0.0427mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.66±0.10(Predicted)
• CAS DataBase Reference: 2,3,5,6-Tetrafluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5,6-Tetrafluorobenzoic acid(652-18-6)
• EPA Substance Registry System: 2,3,5,6-Tetrafluorobenzoic acid(652-18-6)

Safety Data

• Hazard Codes: Xi,C
• Statements: 38-41
• Safety Statements: 22-26-37/39
• WGK Germany: 1
• HazardClass: IRRITANT, CORROSIVE
• Hazardous Substances Data: 652-18-6(Hazardous Substances Data)

Usage

Description

2,3,5,6-Tetrafluorobenzoic acid is a white to light yellow crystal powder that serves as a valuable research chemical with a wide range of applications across different industries.

Uses

Used in Research and Development:
2,3,5,6-Tetrafluorobenzoic acid is used as a research chemical for various scientific investigations and experiments. Its unique chemical properties make it a valuable compound for exploring new chemical reactions, synthesizing novel compounds, and understanding the behavior of fluorinated aromatic systems.
Used in Pharmaceutical Industry:
2,3,5,6-Tetrafluorobenzoic acid is used as an intermediate in the synthesis of various pharmaceutical compounds. Its fluorinated structure can enhance the properties of the final drug, such as increasing its stability, bioavailability, or targeting specific biological receptors.
Used in Material Science:
In the field of material science, 2,3,5,6-Tetrafluorobenzoic acid is used as a building block for the development of new materials with enhanced properties. Its fluorinated nature can contribute to improved thermal stability, chemical resistance, and other desirable characteristics in the resulting materials.
Used in Chemical Synthesis:
2,3,5,6-Tetrafluorobenzoic acid is used as a starting material or a reagent in the synthesis of various organic compounds. Its unique structure allows for the creation of a diverse range of molecules with potential applications in various industries, such as agrochemicals, dyes, and specialty chemicals.
Used in Analytical Chemistry:
2,3,5,6-Tetrafluorobenzoic acid can be employed as a standard or a reference compound in analytical chemistry. Its well-defined structure and properties make it suitable for calibrating instruments, validating analytical methods, or comparing the performance of different analytical techniques.

InChI:InChI=1/C7H2F4O2/c8-2-1-3(9)6(11)4(5(2)10)7(12)13/h1H,(H,12,13)/p-1

Upstream product

• 602-94-8 Pentafluorobenzoic acid 
• 124-38-9 carbon dioxide 
• 355-68-0 perfluorocyclohexane 
• 127-19-5 N,N-dimethyl acetamide 
• 652-36-8 2,3,5,6-tetrafluoroterephthalic acid 
• 1559-88-2 1-bromo-2,3,5,6-tetrafluorobenzene 
• 5230-78-4 2,3,5,6-tetrafluorotoluene 
• 617-86-7 triethylsilane 
• 944-43-4 4-amino-2,3,5,6-tetrafluorobenzoic acid 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 109-72-8 n-butyllithium 
• 434-64-0 perfluorotoluene 
• 5211-45-0 4-chloro 2,3,5,6-tetrafluoro benzoic acid 
• 651-80-9 1,2,4,5-tetrafluoro-3-(trifluoromethyl)benzene 

Downstream Products

• 107267-44-7 3-Chloromethyl-1,2,4,5-tetrafluoro-benzene 
• 53001-73-3 3-(bromomethyl)-1,2,4,5-tetrafluorobenzene 
• 455-38-9 3-fluorobenzoic acid 
• 455-40-3 3,5-difluorobenzoic acid 
• 65-85-0 benzoic acid 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 107535-73-9 2,3,5,6-tetrafluorobenzoic acid chloride 
• 4707-12-4 methyl 2,3,5,6-tetrafluorobenzoate 
• 5211-44-9 2,3,5,6-tetrafluoro-4-mercapto-benzoic acid 

Relevant articles and documents

Optimized synthesis of tetrafluoroterephthalic acid: A versatile linking ligand for the construction of new coordination polymers and metal-organic frameworks

Pure 2,3,5,6-tetrafluoroterephthalic acid (H2tfBDC) is obtained in high yields (95%) by reacting 1,2,4,5-tetrafluorobenzene with a surplus (>2 equiv) of n-butyllithium in tetrahydrofuran (THF) and subsequent carbonation with CO2 without any extensive purification procedure. A single crystal X-ray structure analysis of H2tfBDC (1) confirms former data obtained for a deuterated sample (P1, Z= 1). Recrystallization from water/acetone leads to single crystals of H2tfBDC · 2H2O (2, P21/c, Z= 2), where an extensive hydrogen bonding network is found. By reacting H2tfBDC with an aqueous ammonia solution, single crystals of (NH4)2tfBDC (3, C2/m, Z= 2) are obtained. 3 is thermally stable up to 250 °C and shows an enhanced solubility in water compared to H2tfBDC. Monosubstituted 2,3,5,6-tetrafluorobenzoic acid (H2tfBC, 4) is obtained by reacting 1,2,4,5-tetrafluorobenzene with stoichiometric amounts (1 equiv) of n-butyllithium in THF. Its crystal structure (Fdd2, Z= 16) shows dimeric units as characteristic structural feature.

Lanthanide tetrafluorobenzoates as emitters for OLEDs: New approach for host selection

Brightly luminescent and highly soluble lanthanide tetrafluorobenzoates, as well as their mixed ligand complexes, were synthesized and thoroughly characterized. The low charge carrier mobility hampered their use in OLED, but this problem was overcome by a

Photo-induced deep aerobic oxidation of alkyl aromatics

Oxidation is a major chemical process to produce oxygenated chemicals in both nature and the chemical industry. Presently, the industrial manufacture of benzoic acids and benzene polycarboxylic acids (BPCAs) is mainly based on the deep oxidation of polyalkyl benzene, which is somewhat suffering from environmental and economical disadvantage due to the formation of ozone-depleting MeBr and corrosion hazards of production equipment. In this report, photo-induced deep aerobic oxidation of (poly)alkyl benzene to benzene (poly)carboxylic acids was developed. CeCl3 was proved to be an efficient HAT (hydrogen atom transfer) catalyst in the presence of alcohol as both hydrogen and electron shuttle. Dioxygen (O2) was found as a sole terminal oxidant. In most cases, pure products were easily isolated by simple filtration, implying large-scale implementation advantages. The reaction provides an ideal protocol to produce valuable fine chemicals from naturally abundant petroleum feedstocks. [Figure not available: see fulltext.].

Photocyclodehydrofluorination

Mallory-type photocyclization involves a series of photoreactions of stilbenes, o-terphenyls and related derivatives, which undergo intramolecular cyclization via dihydrophenanthrene intermediates. In typical Mallory photocyclizations, oxidants are usually needed to produce the final phenanthrene-containing product. In the research described here, appropriately fluorinated stilbenes and o-terphenyls undergo ring closure and HF is eliminated. This photocyclodehydrofluorination (PCDHF) reaction is very useful to produce a wide range of selectively fluorinated polynuclear aromatic hydrocarbons that possess a phenanthrene (or heterocyclic analogue of phenanthrene) substructure. These fluorinated products are of great interest in various aspects of the materials science.