652-36-8

Basic information

• Product Name: Tetrafluoroterephthalic acid
• Synonyms: 1,4-Benzenedicarboxylic acid, 2,3,5,6-tetrafluoro-;RARECHEM AL BO 0018;TETRAFLUOROBENZENE-1,4-DICARBOXYLIC ACID;TETRAFLUOROTEREPHTHALIC ACID;2,3,5,6-TETRAFLUOROTEREPHTHALIC ACID;2,3,5,6-TETRAFLUORO-1,4-BENZENEDICARBOXYLIC ACID;2,3,5,6-Tetrafluoroterephthlonic Acid;Tetrafluoroterephthalic acid 97%
• CAS NO: 652-36-8
• Molecular Formula: C₈H₂F₄O₄
• Molecular Weight: 238.09
• EINECS: 211-489-7
• Mol File: 652-36-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: 275-277 °C (dec.)(lit.)
• Boiling Point: 337.9 °C at 760 mmHg
• Flash Point: 158.1 °C
• Appearance: white crystals
• Density: 1.812 g/cm³
• Vapor Pressure: 3.98E-05mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.95±0.10(Predicted)
• Water Solubility: very faint turbidity in hot Water
• CAS DataBase Reference: Tetrafluoroterephthalic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Tetrafluoroterephthalic acid(652-36-8)
• EPA Substance Registry System: Tetrafluoroterephthalic acid(652-36-8)

Safety Data

• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: CORROSIVE
• Hazardous Substances Data: 652-36-8(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Uses

2,3,5,6-Tetrafluoroterephthalic Acid is used in the preparation of zinc/nickel/copper imidazolylpyridinone tetrafluoroterephthalate.

InChI:InChI=1/C8H2F4O4/c9-3-1(7(13)14)4(10)6(12)2(5(3)11)8(15)16/h(H,13,14)(H,15,16)

Upstream product

• 651-89-8 1,2,4,5-tetrafluoro-3,6-bis-trifluoromethyl-benzene 
• 117338-23-5 2,3,5,6-tetrafluoro-4-trifluoromethyl-benzoyl fluoride 
• 5216-22-8 perfluoro-4-methylbenzoic acid 
• 16252-45-2 ((perfluoro-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzene 
• 1554-48-9 1,2,4,5-tetrafluoro-3,6-bis[(E)-prop-1-en-1-yl]benzene 
• 1554-48-9 1,2,4,5-Tetrafluor-3--6--benzol 
• 1554-48-9 1,2,4,5-Tetrafluor-3.6-bis--benzol 
• 140455-18-1 heptafluoro-p-toluyl chloride 
• 727-55-9 dimethyl 2,3,5,6-tetrafluoroterephthalate 
• 1897-41-2 2,3,5,6-tetrachloroterephthalonitrile 
• 124-38-9 carbon dioxide 
• 327-54-8 1,2,4,5-Tetrafluorobenzene 
• 719-32-4 tetrachloroterephthaloyl dichloride 
• 4707-24-8 4-bromotetrafluorobenzenecarboxylic acid 

Downstream Products

• 652-18-6 2,3,5,6-tetrafluorobenzoic acid 
• 1338083-53-6 (μ-tetrafluoroterephthalato)aquazinc(II) 
• 54431-83-3 N,N,N'N'-tetraethyl-2,3,5,6-tetrafluorobenzene-1,4-dicarboxamide 
• 954-15-4 2,3,5,6-tetrafluoro-4-(methoxycarbonyl)benzoic acid 
• 107900-84-5 2,3,5,6-tetrafluoro-4-(hydroxymethyl)benzoic acid 

Relevant articles and documents

Extending the series of p-substituted tetrafluorobenzoic acids: synthesis, properties and structure

The synthesis of the derivatives of p-aminotetrafluorobenzoic acid, p-H2NC6F4CO2H (2b), by hydrolysis, acylation or interaction with aldehydes was developed giving H2NC6F4CO2K (2a), C6F5C(O)N(H)C6F4CO2Et (3) and (E)-ArCH[dbnd]NC6F4CO2Et (4–11). The chemical derivatization of tetrafluoroterephthalic acid, p-HO2CC6F4CO2H (12), by hydrolysis, etherification and reduction was performed giving a number of symmetrical X(O)CC6F4C(O)X (13–15; X?=?Cl, NEt2, OMe) or unsymmetrical YC6F4CO2Me (15a–b, 16, 18–21; Y?=?CO2K, CO2H, CH2OH, C(O)Cl, C(O)C6H3(i-Pr)2, CO2CH2C6F4CO2Me, CO2C6H4Bu-t), HOCH2C6F4CO2H (17), [MeO2CC6F4]2Y (22, 23; Y?=?OCH2CH2O, N(H)C6H4N(H)) compounds. All substances were thoroughly investigated by spectroscopic methods (multinuclear NMR and IR spectroscopy, mass-spectrometry). The molecular structures of p-H2NC6F4CO2Et (2) and p-HO2CC6F4CO2Me (15b) have been determined by X-ray diffraction analysis.

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.

Carboxylation of N-H/C-H bonds using n-heterocyclic carbene copper(I) complexes

Greenhouse gas makes good: A simple copper-mediated protocol has been developed where N-H or C-H bonds can be directly functionalized using an easily prepared catalyst. The novel [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene] copper(I) hydroxide, [Cu(IPr)(OH)], permits the facile activation and carboxylation of N-H and C-H bonds with pKavalues of less than 27.7 (see scheme).