Dicarboxylic Acids

Abstract

Aliphatic, linear dicarboxylic acids of the general formula HOOC(CH 2 );ynCOOH, and branched dicarboxylic acids are the subject of this article. These dibasic acids are referred to by their trivial names, IUPAC system, or by adding the suffix “dicarboxylic acid” to the name of the hydrocarbon skeleton. For example, a 10‐carbon atom dibasic acid is designated sebacic acid, decanedioic, or 1,8‐octane‐dicarboxylic acid. Physical and chemical properties of most of the common dibasic acids are given and discussed. Manufacture, preparation, and processes for glutaric acid, pimelic acid, suberic acid, zelic acid, sebacic acid, dodecanedioic acid, brassylic acid, C‐19, C‐20, C‐21, and C‐22 dicarboxylic acids are given. Also discussed is the preparation of dicarboxylic acids using microorganisms. The diacids are important industrial intermediates for the manufacture of diesters, polyesters, and polyamides. These derivatives find application as plasticizing agents, lubricants, heat‐transfer fluids, dielectric fluids, fibers, copolymers, inks and coatings resins, surfactants, fungicides, insecticides, hot melt coatings, and adhesives. The prices and mode of shipment for the various commercial grades of the diacids are given. The toxicities and environmental effects of the diacids are also discussed.

Studies on the structural change of a reaction-controlled phase-transfer [π-C5H5NC16H33]3{PO4[WO3]4} catalyst during the selective oxidation of cyclopentene to glutaric acid with aqueous H2O2

“…However, there is no convenient method for the production of glutaric acid yet, especially in large-scale industry. The current manufacture is in a multi-step process by oxidative cleavage of C-C bond of mixtures containing the corresponding cyclic alcohols and ketones and their derivatives with nitric acid [2][3][4]. Noyori et al [5,6] has developed a general method of synthesizing carboxylic acids, including adipic acid and glutaric acid, in which Na 2 WO 4 and [CH 3 (n-C 8 H 17 ) 3 N]HSO 4 were used as the oxidation and phase-transfer catalysts, respectively, and the latter is much expensive and cannot be easily separated and recovered.…”

“…However, although no organic pollution arises during the whole process, tungstic acid can dissolve in the aqueous solution of H 2 2 ], which is difficult to be recovered and reused after the reaction. In addition, the high content of tungsten contaminant in the final product makes this process much inconvenient for its further purification.…”

Activation of OR10A3 by Suberic Acid Promotes Collagen Synthesis in UVB-Irradiated Dermal Fibroblasts via the cAMP-Akt Pathway

“…Suberic acid is a dibasic acid that is crystalline, colorless and has the chemical formula C 8 O 4 H 14 . It is abundant in several plants, including castor, vernonia galamensis, and hibiscus syriacus [ 12 , 13 ]. In addition to being produced by plants, suberic acid is also produced endogenously in the human body.…”

Efficient synthesis of glutaric acid from L-glutamic acid via diazoniation/hydrogenation sequence

“…1) is among the substantially important fine chemicals. It is widely used in fine chemistry, agriculture, medicine and architecture (Johnson et al, 1993). In the plastics industry, it is the essential raw material for the production of polymeric materials such as polyvinyl chloride (PVC), polyester, polyamide, resin, synthetic rubber, etc.…”