89-05-4

Basic information

• Product Name: 1,2,4,5-Benzenetetracarboxylic acid
• Synonyms: USAF xr-20;usafxr-20;BUFFER SOLUTION, PH 7.7;BENZENE-1,2,4,5-TETRACARBOXYLIC ACID;BENZENE-1,2,4,5-TETRACARBOXYLIC ACID HYDRATE;AKOS AUF2102;1,2,4,5-TETRACARBOXYBENZENE;1,2,4,5-BENZENETETRACARBOXYLIC ACID
• CAS NO: 89-05-4
• Molecular Formula: C₁₀H₆O₈
• Molecular Weight: 254.15
• EINECS: 201-879-5
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 89-05-4.mol
• Article Data: 31

Chemical Properties

• Melting Point: 281-284.5 °C(lit.)
• Boiling Point: 317.36°C (rough estimate)
• Flash Point: 325 °C
• Appearance: White to very slightly yellow/Crystalline Powder
• Density: 0,56 g/cm3
• Vapor Pressure: 1.45E-14mmHg at 25°C
• Refractive Index: 1.7010 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: 0.1 M NaOH: 0.2 M, clear, faintly yellow
• PKA: pK1: 1.92;pK2: 2.87;pK3: 4.49;pK4: 5.63 (25°C)
• Water Solubility: 1.5 g/100 mL (20 ºC)
• Stability: Stable. Incompatible with strong oxidizing agents, strong bases.
• Merck: 14,8004
• CAS DataBase Reference: 1,2,4,5-Benzenetetracarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4,5-Benzenetetracarboxylic acid(89-05-4)
• EPA Substance Registry System: 1,2,4,5-Benzenetetracarboxylic acid(89-05-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36-37/39-24/25
• WGK Germany: 3
• RTECS: DB9275000
• F: 34
• TSCA: Yes
• Hazardous Substances Data: 89-05-4(Hazardous Substances Data)

Usage

Description

1,2,4,5-Benzenetetracarboxylic acid, also known as Pyromellitic acid (PMA), is a white powder tetracarboxylic acid with four carboxy groups substituted at positions 1, 2, 4, and 5 on a benzene ring. It has chemical properties that include slow absorption of moisture when exposed to the atmosphere and solubility in alcohol with slight solubility in water.

Uses

Used in Chemical Synthesis:
1,2,4,5-Benzenetetracarboxylic acid is used as a key intermediate in the synthesis of various compounds, such as polyimide and pyromellitic octyl, due to its reactive carboxylic acid groups.
Used in Powder Coating Industry:
1,2,4,5-Benzenetetracarboxylic acid is used as an intermediate for powder coating, contributing to the formation of durable and high-quality coatings.
Used in Curing Agent Production:
1,2,4,5-Benzenetetracarboxylic acid serves as the main raw material for matting curing agents, which are essential for the curing process in various applications.
Used in Anion Chromatography:
Pyromellitic acid acts as an eluent in anion chromatography, where it forms complexes with magnesium and calcium ions, aiding in the separation and analysis of anionic species.
Used in Alkyd Resin Cross-linking:
1,2,4,5-Benzenetetracarboxylic acid functions as a cross-linking agent for alkyd resins, enhancing the mechanical properties and chemical resistance of the final product.

Hazard

Skin irritant, may be carcinogenic.

Purification Methods

Dissolve it in 5.7 parts of hot dimethylformamide, decolorise, filter and cool. The precipitate is collected and dried in air. The solvent is removed by heating in an oven at 150-170o for several hours. It also crystallises from water. [Beilstein 9 H 997, 9 IV 3804.]

InChI:InChI=1/C10H6O8/c11-7(12)3-1-4(8(13)14)6(10(17)18)2-5(3)9(15)16/h1-2H,(H,11,12)(H,13,14)(H,15,16)(H,17,18)/p-4

Upstream product

• 5779-72-6 2,4,5-trimethylbenzaldehyde 
• 56-23-5 tetrachloromethane 
• 5999-20-2 4,5-dimethylphthalic anhydride 
• 857792-97-3 2,3-dibromo-glutaric acid 
• 20862-80-0 2,3-dibromo-glutaric acid diethyl ester 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 854861-68-0 1,5-bis-trichloroacetyl-2,4-bis-trichloromethyl-benzene 
• 16440-97-4 5,6-Dimethylindan-1-one 
• 95-93-2 1,2,4,5-tetramethylbenzene 
• 635-81-4 1,2,4,5-tetraethylbenzene 
• 1079-71-6 1,2,3,4,5,6,7,8-octahydroanthracene 
• 528-90-5 2,4,5-trimethylbenzoic acid 
• 89-32-7 Pyromellitic dianhydride 
• 1585-40-6 benzenepentacarboxylic acid 

Downstream Products

• 635-10-9 tetramethyl 1,2,4,5-benzenetetracarboxylate 
• 2321-07-5 fluorescein 
• 89-32-7 Pyromellitic dianhydride 
• 7710-20-5 benzene-1,2,4,5-tetracarbonyl chloride 
• 90829-94-0 3',6'-dihydroxy-3-oxo-spiro[phthalan-1,9'-xanthene]-5,6-dicarboxylic acid 
• 320-23-0 1,2,4,5-tetrakis(trifluoromethyl)benzene 
• 1147100-49-9 cyclohexane-1r,2t,4t,5c-tetracarboxylic acid 
• 13643-33-9 N,N,N',N',N'',N'',N''',N'''-octamethyl-1,2,4,5-benzenetetracarboxamide 
• 94659-94-6 C₁₂H₃₀N₂⁽²⁺⁾*C₁₀H₂O₈^(4-) 
• 94703-80-7 C₁₂H₁₄N₂⁽²⁺⁾*C₁₀H₂O₈^(4-) 
• 20687-93-8 1,1,3,3,5,5,7,7-octafluoro-1,3,5,7-tetrahydrobenzo<1,2-c:4,5-c'>difuran 
• 147915-61-5 5,6-bis(trifluoromethyl)-1,1,3,3-tetrafluoro-1,3-dihydroisobenzofuran 
• 6183-35-3 1,2,4,5-Benzenetetracarboxylic acid tetraamide 
• 6142-24-1 C₁₀H₂O₈^(4-)*Mg⁽²⁺⁾ 

Relevant articles and documents

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Structural diversity and luminescent sensing of three coordination polymers based on the hydrolysates of N,N′-bis(3,5-dicarboxylatophenyl)pyromelliticdi-imide)

Based on the hydrolysates of N,N′-bis(3,5-dicarboxylatophenyl)pyromelliticdi-imide) (H4L) and 1,3-bis(imidazol-1-ylmethyl)benzene (bimb), three coordination polymers, namely, {[Zn(BTC)0.5(bimb)]·4H2O}n (1), [Cu(BTC)0.5(bimb)]n (2), and {[Cd(AIP)(H2O)]·H2O}n (3), have been obtained under solvothermal conditions. The possible hydrolysis mechanism of H4L was investigated here. Structural analyses reveal that complex 1 is a 3D (4,4)-c {64.82}{66}2-bbf net. Complex 2 displays a 2D 4-c {32.62.72}-kgm sheet. While complex 3 exhibits a 3D (3,6)-c {4.62}2{42.610.83}-rtl net based on binuclear {Cd2(COO)4} SBUs. Besides, luminescent sensing investigation indicated that 1 and 3 exhibit highly sensitive and selective sensing of chromate anions in aqueous solution.

Hydrothermal Generation of Conjugated Polymers Using the Example of Pyrrone Polymers and Polybenzimidazoles

Various polyimides and polyamides have recently been prepared via hydrothermal synthesis in nothing but H2O under high-pressure and high-temperature conditions. However, none of the prepared polymers feature a truly conjugated polymer backbone. Here, we report on an expansion of the synthetic scope of this straightforward and inherently environmentally friendly polymerization technique to the generation of conjugated polymers. Selected representatives of two different polymer classes, pyrrone polymers and polybenzimidazoles, were generated hydrothermally. We present a mechanistic discussion of the polymer formation process as well as an electrochemical characterization of the most promising product.

Method for preparing pyromellitic acid through catalytic oxidation using Anderson heteropoly acid

The invention discloses a method for preparing pyromellitic acid through catalytic oxidation using Anderson heteropoly acid. The method comprises the following specific steps: 1), mixing mesitylene, acatalyst, an additive and a solvent, and then performin an oxidation reaction under the action of an oxidant, wherein the oxidation reaction temperature is 80-130 DEG C, the gauge pressure is 1.0-4.0MPa, and the reaction time is 7-24h; 2), after the oxidation reaction is completed, filtering to remove the catalyst, adding an extracting reagent and water, and extracting to obtain an organic phaseand an aqueous phase, and concentrating and purifying the organic phase to obtain the pyromellitic acid, wherein the catalyst is the Anderson-type heteropoly acid. The reaction condition is mild, hydrogen peroxide, air or oxygen is used as the oxidant, environment friendliness is achieved, the product yield is high, the catalyst reactivity is high, the specificity is good, recycling is achieved, and operation is simple, so that the method is suitable for industrial production.