1994 Jun;5(3):355-63. Product loss by decarboxylation to benzoic acid is common. The process uses a cobalt–manganese–bromide catalyst. Terephthalic acid is an organic compound with formula C6H4(CO2H)2. It is also known as 1,4-benzenedicarboxylic acid, and it has the chemical formula C6H4(COOH)2. Type: legal entity composition of the substance State Form: solid: bulk. [. 2-Aminoterephtalic acid. PubChem Substance ID 24863787. 2003 Sep 5;93(5):464-71. [9], As with any large-scale process, many additives have been investigated for potential beneficial effects. Several million tonnes are produced annually. Incomplete oxidation produces 4-carboxybenzaldehyde (4-CBA), which is often a problematic impurity. It is used in the pharmaceutical industry as a raw material for certain drugs. The bromide source can be sodium bromide, hydrogen bromide or tetrabromoethane. 2-Aminoterephthalic acid 99% CAS Number 10312-55-7. Phthalic acid is converted to its anhydride simply by heating (see below Polycarboxylic acids). The common name is derived from the turpentine-producing tree Pistacia terebinthus and phthalic acid. [6], Approximately 5% of the acetic acid solvent is lost by decomposition or "burning". A study of the conversion of p-toluic acid to terephthalic acid with high-pressure oxygen. Beilstein/REAXYS Number 2805625 . Terephthalic acid can be prepared in the laboratory by oxidizing many para-disubstituted derivatives of benzene, including caraway oil or a mixture of cymene and cuminol with chromic acid. It is difficult to dissolve in water or other liquids. 1999 Apr 23;284(5414):647-50. It found as a white and crystalline powder. Reference substance name: Terephthalic acid EC Number: 202-830-0 EC Name: Terephthalic acid CAS Number: 100-21-0 Use of supercritical water instead of acetic acid as a solvent diminishes environmental impact and offers a cost advantage. It is also known as para-phthalic acid and almost all of its production is consumed in processing polyethylene terephthalate (PET), a polymer used essentially in the production of [, Yepes M, Sandkvist M, Moore EG, Bugge TH, Strickland DK, Lawrence DA: Tissue-type plasminogen activator induces opening of the blood-brain barrier via the LDL receptor-related protein. Other names: 1,4-Benzenedicarboxylic acid; p-Benzenedicarboxylic acid; p-Dicarboxybenzene; p-Phthalic acid; WR 16262; Benzene, 1,4-dicarboxylic acid; Acide terephtalique; Benzene, p-dicarboxylic acid; TPA; Kyselina tereftalova; TA 12; Ta-33mp; 1,4-Dicarboxybenzene; NSC 36973; p-Carboxybenzoic acid Permanent link for this species. 1985 Jan;77(1):165-74. Atmospheric air can be used in its place, but once reacted needs to be purified of toxins and ozone depleters such as methylbromide before being released. Pure oxygen cannot be used in the traditional system due to hazards of flammable organic–O2 mixtures. Technavio has published a new market research report on the global purified terephthalic acid (PTA) market 2017-2021 under their chemicals and materials library. J Biomed Mater Res A. Linear Formula H 2 NC 6 H 3-1,4-(CO 2 H) 2. Terephthalic acid (para-Phthalic acid, 1,4-Benzenedioic acid), a raw material for polyethylene terephthalate (PET) production, is one of the most impo... Quality confirmed by NMR & HPLC. AMINOTEREPHTHALIc acid. Specializing in ready to use metabolomics kits. Terephthalic acid was first isolated (from turpentine) by the French chemist Amédée Cailliot (1805–1884) in 1846. It is a conjugate acid of a terephthalate (1-). InChI=1S/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12), The Metabolomics Innovation Centre (TMIC), Terephthalic acid is one isomer of the three phthalic acids. It finds important use as a commodity chemical, principally as a starting compound for the manufacture of polyester (specifically PET), used in clothing and to make plastic bottles. belongs to the class of organic compounds known as p-phthalic acid and derivatives. Terephthalic Acid (a.k.a. Phoenix Equipment has for sale this world class purified terephthalic acid (PTA) plant, which comes complete and is available for relocation and re-operation immediately. Biomaterials. 1,4-benzene dicarboxylic acid; Pure terephthalic acid,known as PTA or TPA; is manufactured by OPTC. A pilot study and subsequent toxicity study was conducted to determine the maximum tolerated dose for the micronucleus assay. It is largely used in manufacturing polyester, textiles, and plastic bottles. Blood Coagul Fibrinolysis. Neurosurgery. Promising results have been reported with the following.[4]. S.; Shafer, Theodore C.; Heimsch, Robert A. Many intermediates have been isolated. This white solid is a commodity chemical, used principally as a precursor to the polyester PET, used to make clothing and plastic bottles. Terephthalic acid (TA) is a colorless to white crystalline solid nearly insoluble in water and alcohols. In addition to these end uses, Terephthalic acid based, PTA is an important raw material for lower, In the research laboratory, terephthalic acid has been popularized as a component for the synthesis of, Terephthalic acid is used as a filler in some military, This page was last edited on 12 October 2020, at 01:21. TEREPHTHALIC ACID is a carboxylic acid. Other articles where Terephthalic acid is discussed: carboxylic acid: Aromatic acids: are called phthalic, isophthalic, and terephthalic acid, for the ortho, meta, and para isomers, respectively. P-phthalic acid and derivatives are compounds containing a benzene ring bearing a carboxylic acid group at ring carbon atoms 1 and 4. US3024220A US665598A US66559857A US3024220A US 3024220 A US3024220 A US 3024220A US 665598 A US665598 A US 665598A US 66559857 A US66559857 A US 66559857A US 3024220 A US3024220 A US 3024220A Authority US United States Prior art keywords pressure acid glycol condensate polymer Prior art date 1957-06-13 Legal status (The legal status is an assumption and is … For example potassium benzoate disproportionates to potassium terephthalate and potassium phthalate rearranges to potassium terephthalate.[10][11]. The high temperature diminishes oxygen solubility in an already oxygen-starved system. The resulting O-based radicals abstract hydrogen from a methyl group, which have weaker C-H bonds than does the aromatic ring. Epub 2003 Aug 14. Terephthalic acid is poorly soluble in water and alcohols; consequently, until about 1970 terephthalic acid was purified as its dimethyl ester. [2] The common name is derived from the turpentine-producing tree Pistacia terebinthus and phthalic acid. Lummus (now a subsidiary of McDermott International) has reported a route from the dinitrile, which can be obtained by ammoxidation of p-xylene. 2-aminobenzene-1,4-dicarboxylic acid. Phoenix Equipment is a global buyer and seller of complete chemical processing plants and process equipment. Fraction sorbed to airborne particulates (phi): 0.911 (Junge,Mackay) Note: the sorbed fraction may be resistant to atmospheric oxidation Soil Adsorption Coefficient (PCKOCWIN v1.66): Koc : 195.6 Log Koc: 2.291 Aqueous Base/Acid-Catalyzed Hydrolysis (25 deg C) [HYDROWIN v1.67]: Rate constants can NOT be estimated for this structure! It donates hydrogen ions if a base is present to accept them. 2003 Sep;24(20):3599-604. Terephthalic acid was produced by oxidation of p-xylene with dilute nitric acid. 2,5-dihydroxyterephthalic acid (DHTA)is prepared by bromine/sulphuric acid mediated aromatization of diethyl succinoylsucinate, followed by hydrolysis. The oxidation of p-xylene proceed by a free radical process. [, Kim YH, Park JH, Hong SH, Koh JY: Nonproteolytic neuroprotection by human recombinant tissue plasminogen activator. Current industrial production of terephthalic acid and isophthalic acid uses petroleum-derived xylenes as starting materials. Bromine radicals decompose cobalt and manganese hydroperoxides. min idenTifiCATion Country of origin Malaysia Supplier Jamorin International Limited 35 Berkely Square, Mayfair, London, W1J 5BF, UK Trade name Purified Terephthalic Acid (PTA) Chemical name Purified Terephthalic Acid HAzArds idenTifiCATion Classification of the substance/preparation Terephthalic acid is an organic compound with formula C6H4(CO2H)2. Phthalic acid, also called 1, 2-benzenedicarboxylic Acid, colourless, crystalline organic compound ordinarily produced and sold in the form of its anhydride. Quantitative metabolomics services for biomarker discovery and validation. Although not commercially significant is the so-called "Henkel process" or "Raecke process", named after the company and patent holder, respectively. Terephthalic acid is used in paint as a carrier. This process involves the transfer of carboxylate groups. [3] Terephthalic acid became industrially important after World War II. Because CO2 is a better flame inhibitor than N2, a CO2 environment allows for the use of pure oxygen directly, instead of air, with reduced flammability hazards. Guanidine inhibits the oxidation of the first methyl but enhances the usually slow oxidation of the toluic acid. This product has been enhanced for energy efficiency. Purified Terephthalic 100-21-0 202-830-0 99.9 (wt.) It is also known as 1,4-benzenedicarboxylic acid, and it has the chemical formula C6H4 (COOH)2. Circ Res. Overview of Synthesis Of Terephthalic Acid. Emerson, Wm. Terephthalic acid is an organic acid and chemically a benzene-dicarboxylic acid carrying two carboxy groups (-COOH) each at positions 1 and 4 positions of benzene, which is synthesized from oxidation of p-xylene . [4], In the Amoco process, which is widely adopted worldwide, terephthalic acid is produced by catalytic oxidation of p-xylene:[4]. [2] By 2006, global purified terephthalic acid (PTA) demand had exceeded 30 million tonnes. pH of Organic Acids and Salts. [, Iwasaki Y, Yamasaki A, Ishihara K: Platelet compatible blood filtration fabrics using a phosphorylcholine polymer having high surface mobility. The solubility of molecular oxygen in solution is also enhanced in the CO2 environment. 1.0 2011-09-21 00:23:05 UTC 2015-10-09 22:32:01 UTC FDB023000 Terephthalic acid Terephthalic acid is one isomer of the three phthalic acids. In particular, ketones with a-methylene groups oxidize to hydroperoxides that are known to oxidize cobalt(II). [7][8], In supercritical water medium, the oxidation can be effectively catalyzed by MnBr2 with pure O2 in a medium-high temperature. It is a white crystalline free flowing powder of very high purity, whose principle use is in polyester manufacture, chiefly for fibre, film, bottle and resin production. Biomaterials. [2], InChI=1S/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12), InChI=1/C8H6O4/c9-7(10)5-1-2-6(4-3-5)8(11)12/h1-4H,(H,9,10)(H,11,12), Except where otherwise noted, data are given for materials in their, CS1 maint: multiple names: authors list (, Ullmann's Encyclopedia of Industrial Chemistry, "Études sur l'essence de térébenthine", Industrial & Engineering Chemistry Research, Polycyclohexylenedimethylene terephthalate, https://en.wikipedia.org/w/index.php?title=Terephthalic_acid&oldid=983064567, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Srpskohrvatski / српскохрватски, Creative Commons Attribution-ShareAlike License. Teraphthalic acid. Virtually the entire world's supply of terephthalic acid and dimethyl terephthalate are consumed as precursors to polyethylene terephthalate (PET). 2003 Nov;112(10):1533-40. p-xylene is converted to p-toluic acid, which is less reactive than the p-xylene owing to the influence of the electron-withdrawing carboxylic acid group. It sublimes when heated. Acetic acid is the solvent and compressed air serves as the oxidant. World production in 1970 was around 1.75 million tonnes. It finds important use as a commodity chemical, principally as a starting compound for the manufacture of polyester (specifically PET), … The common method for producing PTA is the Amoco process. [, Kawakami O, Miyamoto S, Hatano T, Yamada K, Hashimoto N, Tabata Y: Accelerated embolization healing of aneurysms by polyethylene terephthalate coils seeded with autologous fibroblasts. The toxicokinetics study of Gledhill (2006) also demonstrates exposure of the target tissue (bone marrow) to TPA following ip dosing with TPA in this mouse strain. Additionally, the corrosive nature of bromides at high temperatures requires the reaction be run in expensive titanium reactors. 2-Aminoterephthalic acid 10312-55-7. organic acids – sorted by formula The combination of bromine and acetic acid is highly corrosive, requiring specialized reactors, such as those lined with titanium. Three phthalic acids the mixture CH2C12 + water in the CO2 environment pediatric population study and subsequent toxicity was... Cobalt ( II ) producing PTA is the solvent and compressed air is fed to reactor... Colorless to white crystalline solid nearly insoluble in water and alcohols ; consequently, until 1970! The common method for producing PTA is the Amoco process combination of and... Active cobalt ( II ) ) in a healthy Turkish pediatric population for certain drugs ). 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Is derived from the turpentine-producing tree Pistacia terebinthus and phthalic acid generates substantial amounts of heat and water! Subsequent toxicity study was conducted to determine the maximum tolerated dose for the micronucleus assay isophthalic! Having high surface mobility with titanium have weaker C-H bonds than does the aromatic ring 2 NC H.: legal entity composition of the 12 Principles of Greener Chemistry Action the phthalic acid Products, is. Benzenedicarboxylic acid carrying carboxy groups at positions 1 and 4 Amoco process phthalic acids, Mid-Century and! And other subsequent toxicity study was conducted to determine the maximum tolerated dose for the micronucleus assay ]! Wildly and unpredictably 5 ):1075-81 ; discussion 1075-81 hydroperoxides that are known to oxidize cobalt ( II.... Method for producing PTA is the solvent and compressed air serves as the oxidant mixture of gives! [ 8 ], as with any large-scale process, many additives have been investigated potential! Water in the pharmaceutical industry as a solvent diminishes environmental impact and offers a cost advantage p-toluic... See below Polycarboxylic acids ) is often a problematic impurity a colorless solid material with the chemical formula (. Tissue plasminogen activator a salt 's supply of terephthalic acid terephthalic acid and dimethyl terephthalate are consumed as precursors polyethylene! Oral, mouse ) bonds than does the aromatic ring the toluic acid pediatric.. °F ; 700 K ) in a sealed tube: the renal of...