34240-10-3

Basic information

• Product Name: 5-Methyl-1,2,4-benzenetricarboxylic acid
• Synonyms: 5-Methyl-1,2,4-benzenetricarboxylic acid
• CAS NO: 34240-10-3
• Molecular Formula: C₁₀H₈O₆
• Molecular Weight: 224.1669
• Mol File: 34240-10-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 503.4°Cat760mmHg
• Flash Point: 272.3°C
• Appearance: /
• Density: 1.564g/cm³
• Vapor Pressure: 5.91E-11mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 5-Methyl-1,2,4-benzenetricarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-1,2,4-benzenetricarboxylic acid(34240-10-3)
• EPA Substance Registry System: 5-Methyl-1,2,4-benzenetricarboxylic acid(34240-10-3)

Safety Data

• Hazardous Substances Data: 34240-10-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8O6/c1-4-2-6(9(13)14)7(10(15)16)3-5(4)8(11)12/h2-3H,1H3,(H,11,12)(H,13,14)(H,15,16)

Upstream product

• 95-93-2 1,2,4,5-tetramethylbenzene 
• 5779-72-6 2,4,5-trimethylbenzaldehyde 

Downstream Products

• 89-32-7 Pyromellitic dianhydride 
• 2479-49-4 3,3',4,4'-benzophenonetetracarboxylic acid 
• 7487-10-7 pyromellitic acid monoanhydride 

Relevant articles and documents

PROCESS FOR PRODUCING AROMATIC POLYCARBOXYLIC ACID

A process for producing an aromatic polycarboxylic acid in which all alkyl groups are converted into carboxyl groups in a high yield by decreasing a residual amount of an intermediate product is provided. The process comprises oxygen-oxidizing an aromatic compound having a plurality of alkyl groups (e.g., durene) in the presence of a catalyst containing a cyclic imino unit having an N—OR group (wherein R represents a hydrogen atom or a protecting group for a hydroxyl group) and a transition metal co-catalyst (e.g., a cobalt compound, a manganese compound, and a zirconium compound) under heating in a lower-temperature zone and a higher-temperature zone to produce an aromatic polycarboxylic acid in which a plurality of alkyl groups are oxidized into carboxyl groups. In an initial stage of the reaction, the reaction may be conducted in a first lower-temperature zone (a reaction temperature of 60 to 120° C. and a second lower-temperature zone (an intermediate temperature zone) (a reaction temperature of 100 to 140° C.); and then, in a latter stage of the reaction, the reaction may be conducted in a higher-temperature zone (a reaction temperature of 110 to 150° C.).

The complex synergy of water in the metal/bromide autoxidation of hydrocarbons caused by benzylic bromide formation

One of the most active and selective catalysts in homogeneous liquid phase oxidation using molecular oxygen (O2) is a mixture of cobalt, manganese and bromide salts in acetic acid. It has been used to produce hundreds of different carboxylic acids in high yield and purity including the commercial production of terephthalic acid from p-xylene. Water is normally a by-product in these reactions and it is shown here that its concentration is an important reaction variable. In anhydrous acetic acid, with reagents with sufficiently strong electron-withdrawing substitutents (toluene, 4-carboxytoluene, 4-chlorotoluene), all of the active bromide becomes inactive via benzylic bromide formation. The Co/Mn/ Br catalyst is therefore converted to a Co/Mn catalyst which is dubbed 'catalyst failure' because of its undesirable characteristics of lower activity, decreased selectivity especially towards over-oxidation and color formation. For 4-chlorotoluene, increasing the water concentration to 5 weight % initially decreases the rate of reaction but eventually is more active and selective because the oxidation and hydrolysis of the benzylic bromide allows for sufficient active catalytic bromide. It is shown that benzylic bromides do not 'promote' the reaction and that both oxidation and solvolysis of the benzylic bromide occurs during autoxidation. During polymethylbenzene oxidation, benzylic bromide formation occurs only with the most reactive methyl group. The complex factors during metal/bromide autoxidation -some favored by increased water concentration and others detrimental - are outlined.