476-73-3

Basic information

• Product Name: benzene-1,2,3,4-tetracarboxylic acid
• Synonyms: 1,2,3,4-Benzenetetracarboxylic acid;benzene-1,2,3,4-tetracarboxylic acid
• CAS NO: 476-73-3
• Molecular Formula: C₁₀H₆O₈
• Molecular Weight: 254.14984
• EINECS: 207-510-4
• Mol File: 476-73-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 264-267℃ (decomposition)
• Boiling Point: 357.36°C (rough estimate)
• Flash Point: 313.9°C
• Appearance: /
• Density: 1.6771 (rough estimate)
• Vapor Pressure: 6.24E-14mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• PKA: pK1: 2.05;pK2: 3.25;pK3: 4.73;pK4: 6.21 (25°C)
• CAS DataBase Reference: benzene-1,2,3,4-tetracarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: benzene-1,2,3,4-tetracarboxylic acid(476-73-3)
• EPA Substance Registry System: benzene-1,2,3,4-tetracarboxylic acid(476-73-3)

Safety Data

• Hazardous Substances Data: 476-73-3(Hazardous Substances Data)

Usage

General Description

Benzene-1,2,3,4-tetracarboxylic acid, also known as benzene-1,2,3,4-tetracarboxylic-1,2-anhydride or pyromellitic dianhydride, is a chemical compound with the formula C10H2O6. It is a white crystalline solid that is soluble in water and polar organic solvents. Benzene-1,2,3,4-tetracarboxylic acid is used in the production of high-performance polymers, such as polyimides and polyesters, as it provides high temperature resistance and superior mechanical properties. It is also used as a crosslinking agent in the production of epoxy resins, and in the manufacturing of dyes and pigments. However, benzene-1,2,3,4-tetracarboxylic acid is considered a potential environmental and health hazard, as it is toxic to aquatic organisms and may have adverse effects on human health if inhaled or ingested. Therefore, proper precaution and handling are necessary when working with this chemical.

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

Upstream product

• 5463-50-3 3,6-dimethyl phthalic anhydride 
• 947-56-8 3-isopropyl-6-methyl-phthalic acid anhydride 
• 571-58-4 1,4-dimethylnaphthalene 
• 5325-97-3 1,2,3,4,5,6,7,8-Octahydrophenanthrene 
• 4488-40-8 4-Methyl-1-naphthoic acid 
• 605-70-9 naphthalene-1,4-dicarboxylic acid 
• 16726-03-7 4-methyl-3-(3-methyl-but-2-enyl)-cyclohex-4-ene-1,2-dicarboxylic acid anhydride 
• 7697-37-2 nitric acid 
• 109220-61-3 1,2,3,4-tetrahydro-benz[h]isoquinoline 
• 5261-50-7 1-(chloromethyl)-4-methylnaphthalene 
• 486-34-0 1,2,7-trimethylnaphthalene 
• 7664-93-9 sulfuric acid 
• 514-10-3 abietic acid 
• 1013-08-7 1,2,3,4-tetrahydrophenanthrene 

Downstream Products

• 3451-02-3 benzene-1,2,3,4-tetracarboxylic acid tetramethyl ester 
• 488-23-3 1,2,3,4-Tetramethylbenzene 

Relevant articles and documents

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METHOD FOR MANUFACTURING BENZENETETRACARBOXYLIC ACID

By selectively hydrogenating a feedstock containing two or more hydrocarbons selected from the group consisting of tricyclic aromatic hydrocarbons having an anthracene skeleton and tricyclic aromatic hydrocarbons having a phenanthrene skeleton to 1,2,3,4,5,6,7,8-octahydro bodies using, as a hydrogenation catalyst, a catalyst containing two or more active metals selected from the group consisting of nickel, molybdenum, cobalt, and tungsten and then, by oxidizing the 1,2,3,4,5,6,7,8-octahydro body using a metal oxide, a benzenetetracarboxylic acid can be efficiently manufactured.

Preparation of Benzenetetracarboxylic Acids by the Cobalt-Catalyzed Carbonylation of Schiff Bases from Benzenedicarbaldehydes and Subsequent Oxidation

Schiff bases (3a-d and 4a-c), synthesized from benzenedicarbaldehydes (terephthalaldehyde and isophthalaldehyde) and primary amines (methylamine, ethylamine, butylamine, and aniline), were carbonylated in the presence of Co2(CO)8 under an elevated pressure at 200-290 deg C to give dicarbonylated products, benzodipyrrolediones (5a-d, 10a-c, and 11a-c), in high yields. 1,2,3,4-Benzenetetracarboxylic acid (prehnitic acid) and 1,2,4,5-benzenetetracarboxylic acid (pyromellitic acid) were prepared selectively by the oxidation of the benzodipyrrolediones with nitric acid.Structu ral analysis of the benzodipyrrolediones by NMR spectra and the mechanism of the carbonylation reaction are discussed.