TCC ships adipic acid throughout the continental United States with one (1) week lead time. Adipic acid rarely occurs in nature. If the molar mass of adipic acid is 146.1 g/mol, what are … TCC’s Adipic Acid is a mildly toxic, white, crystalline compound. Deutsch: Struktur von Adipinsäure. adipose tissue). For example, the hydrocarboxylation proceeds as follows: CH2=CHCH=CH2 + 2CO + 2H2O —> HOOC(CH2)4COOH. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful. Other examples of dicarboxylic acids include aspartic acid and glutamic acid, two amino acids in the human body. Help us to improve The Merck Index* Online. InChIKey. It is an intermediate in various industrial processes. The resulting diazonium salts are reagents in azo coupling reactions to give azo dyes. Adipic acid is a dibasic acid (it has two acidic groups). Upon treatment with barium hydroxide at elevated temperatures, it undergoes ketonization to give cyclopentanone. (Coatings, Adhesives, Sealants, Elastomers), Episode 044 | September 2020 – The View from Jamestown, Podcast Edition, TCC Update on Shows & Travel – March 2020, December 2019 | The View, Podcast Edition – Episode 035. It is mildly toxic, with a median lethal dose of 3600 mg/kg for oral ingestion by rats. Dicarboxylic acids are also used in the preparation of copolymers such as polyamides and polyesters. The majority of the 2.5 billion kg of adipic acid produced annually is used as a monomer for the production of nylon by a polycondensation reaction with hexamethylene diamine forming 6,6-nylon. Nitrous oxide is produced in about one to one mole ratio to the adipic acid, [5] as well, via the intermediacy of a nitrolic acid. Nearly all commercial adipic acid is produced from cyclohexane. It is an ionic liquid. Sulfamic acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen. This cyclic ketone is a colorless volatile liquid. [4], Related processes start from cyclohexanol, which is obtained from the hydrogenation of phenol. Sulfamic acid, also known as amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, and sulfamidic acid, is a molecular compound with the formula H3NSO3. It is used in some calcium carbonate antacids to make them tart. ADIPIC ACID is a carboxylic acid. C6-H10-O4. At adipic acid producers DuPont and Rhodia (now Invista and Solvay, respectively), processes have been implemented to catalytically convert the nitrous oxide to innocuous products: [16]. Almost 90 percent of adipic acid produced is used in the production of nylon 66. ε-Caprolactone or simply caprolactone is a lactone possessing a seven-membered ring. From an industrial perspective, it is the most important dicarboxylic acid: about 2.5 billion kilograms of this white crystalline powder are produced annually, mainly as a precursor for the production of nylon. Its solubility is very low in water and soluble in organic solvents like alcohol and acetone. The KA oil is oxidized with nitric acid to give adipic acid, via a multistep pathway. Structure Search; Browse; Named Reactions; Reference Tables; My Records; Help; Home > Monograph. It is a precursor to a variety of organic compounds, such as pharmaceuticals, dyes, and pesticides, but it is probably best known as a food additive used in processed meats and (in some countries) in fish products. Adipic acid or hexanedioic acid is the organic compound with the formula (CH 2) 4 (COOH) 2. CAS=1071-93-8, Molecular Formula=C6H14N4O2, Molecular Weight (g/mol)=174.204, MDL Number=MFCD00007614, InChI Key=IBVAQQYNSHJXBV-UHFFFAOYSA-N, Synonym=adipic dihydrazide,adipohydrazide,adipic acid dihydrazide,hexanedioic acid, dihydrazide,adipyl hydrazide,hexanediohydrazide,adipic acid, dihydrazide,adipodihydrazide,hexanedioic acid, 1,6 … Adipic acid is slightly soluble in water and soluble in alcohol and acetone. It is the most important of the dicarboxylic acids from the industrial perspective. English: Structure of adipic acid. As an acidulant in baking powders, it avoids the undesirable hygroscopic properties of tartaric acid. LGA Adipic Acid Spec Sheet – The Chemical Company, FFA Adipic Acid Spec Sheet – The Chemical Company. Derivatives of pimelic acid are involved in the biosynthesis of the amino acid called lysine. At elevated temperatures, nitrous oxide is a powerful oxidizer similar to molecular oxygen. This colourless, water-soluble compound finds many applications. CAS: 124-04-9 Adipic Acid also known as Hexane-1,6-dioic acid is a dibasic acid with the molecular formula C 3 H 8 O 4, CAS 124-04-9. Title: Adipic Acid Molecular Formula: C 6 H 10 O 4. Substance identity Substance identity. Please call (401) 360-2800 for details. Early in the reaction, cyclohexane is converted to the ketone, which releases the nitrous acid. Pimelic acid is one CH2 unit longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. Approximately 2.5 billion kilograms of this white crystalline powder are produced annually, predominantly as a precursor for the production of nylon 66. It is a colourless volatile liquid. Molecular Weight. Do you wish to allow us to use your cookies? [2] Adipic acid, rare in nature, does occur naturally in beets, but this is not an economical source for commerce compared to industrial synthesis. Cyclohexanol is the organic compound with the formula HOCH(CH2)5. number 124-04-9 Chemical formula C 6H 10O 4 Structural formula Formula weight 146.14 Assay Not less than 99.6% and not more than 101% DESCRIPTION White odourless crystals or crystalline powder FUNCTIONAL USES Acidity regulator, flavouring agent (see "Flavouring agents" monograph) Chemical names Hexanedioic acid, 1,4-Butanedicarboxylic acid C.A.S. Currently, adipic acid is made from a mixture of cyclohexanone and cyclohexanol called “KA oil,” the abbreviation of “ketone-alcohol oil.” The KA oil is oxidized using nitric acid to produce adipic acid, via a multistep pathway. Other applications include some Polyurethanes. When produced industrially, it appears as white crystals, and it is odourless. Its name is derived from caproic acid. Historically, adipic acid was prepared from various fats by oxidation. Early in the reaction, the cyclohexanol is converted to the ketone, releasing nitrous acid: Among its many reactions, the cyclohexanone is nitrosated, setting the stage for the scission of the C-C bond: Side products of the method include glutaric and succinic acids. It is a strong electrophile and oxidizing agent. Industrial Processes", Organisation for Economic Co-operation and Development, U.S. FDA citations – GRAS (21 CFR 184.1009), Indirect additive (21 CFR 175.300, 21 CFR 175.320, 21 CFR 176.170, 21 CFR 176.180, 21 CFR 177.1200, 21 CFR 177.1390, 21 CFR 177.1500, 21 CFR 177.1630, 21 CFR 177.1680, 21 CFR 177.2420, 21 CFR 177.2600), European Union Citations – Decision 1999/217/EC – Flavoing Substance; Directive 95/2/EC, Annex IV – Permitted Food Additive; 2002/72/EC, Annex A – Authorized monomer for Food Contact Plastics. Adipic acid is also used to manufacture plasticizers and lubricant components. From an industrial perspective, it is the most important dicarboxylic acid: About 2.5 billion kilograms of this white crystalline powder are produced annually, mainly as a precursor for the production of nylon. The chemistry symbols of this structural formula are drawn using the path text method. Adipic acid is the organic compound with the formula (CH2)4(COOH)2. Mom, dad, racecar, kayak, radar, sagas - can you guess what these words have in common? This colorless oil has an odor reminiscent of that of acetone. When considering the production of adipic acid, we can produce it from a mixture of cyclohexanone and cyclohexanol. IUPAC names 2 Other identifiers 1 . [9], With the carboxylate groups separated by four methylene groups, adipic acid is suited for intramolecular condensation reactions. IBVAQQYNSHJXBV-UHFFFAOYSA … Nitric acid (HNO3), also known as aqua fortis (Latin for "strong water") and spirit of niter, is a highly corrosive mineral acid. Adipic acid is an organic compound with the formula (CH2)4(COOH)2. Another method is oxidative cleavage of cyclohexene using hydrogen peroxide. Addition polymerization differs from condensation polymerization, which does co-generate a product, usually water. The conjugate base, NO−, nitroxide anion, is the reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. They react in this way with all bases, both organic (for example, the amines) and inorganic. [4], The production of adipic acid is linked to emissions of N2O, [15] a potent greenhouse gas and cause of stratospheric ozone depletion. InChi. adipic acid (3,4,5-trimethoxybenzylidene)-hydrazide 1 Product Result | Match Criteria: Product Name Several methods have been developed by carbonylation of butadiene. Adipic acid has been incorporated into controlled-release tablets to obtain a pH-independent release for both weakly basic and weakly acidic drugs. 174.203; All; Links to Resources; Names & Synonyms; Registry Numbers; Structure … Approximately 2.5 billion kilograms of this white crystalline powder are produced annually, predominantly as a precursor for the production of nylon 66. Adipic Acid Add to My Records Monograph ID: M1420. It is clear colorless liquid in pure state but a commercially available product is mostly yellowish liquid. Adipic acid otherwise rarely occurs in nature, but it is known as manufactured E number food additive E355. Other names: Adipic acid; Acifloctin; Acinetten; Adilactetten; 1,4-Butanedicarboxylic acid; 1,6-Hexanedioic acid; Adipinic acid; Kyselina adipova; Adi-pure; NSC 7622; Hexanedioc acid Date: 17 March 2014: Source: Own work: Author: Emeldir : SVG development : This structural formula was created with Name2Struct - CS ChemDraw Ultra. The disintegration at intestinal pH of the enteric polymer shellac has been reported to improve when adipic acid was used as a pore-forming agent without affecting release in the acidic media. Adipic acid is an organic compound with the formula (CH 2) 4 (COOH) 2. 2; The binding energies for the low index faces … A method has been reported that uses principles of green chemistry where water is the only by-product. Chemical structure: This structure is also available as a 2d Mol file or as a computed 3d SD file The 3d structure may be viewed using Java or Javascript. Addition polymers can be formed by chain polymerization, when the polymer is formed by the sequential addition of monomer units to an active site in a chain reaction, or by polyaddition, when the polymer is formed by addition reactions between species of all degrees of polymerization. Nitrosyl chloride is the chemical compound with the formula NOCl. Adipic acid is an aliphatic dicarboxylic acid with the formula (CH2)4(COOH)2. Adipic acid is produced from the general process of the cleavage of double bonds of alkenes by oxidation to form acids [53]. Cyclohexenone is an organic compound which is a versatile intermediate used in the synthesis of a variety of chemical products such as pharmaceuticals and fragrances. Billions of kilograms are produced annually, mainly as a precursor to nylon. Molecular Formula C 6 H 14 N 4 O 2; Average mass 174.201 Da; Monoisotopic mass 174.111679 Da; ChemSpider ID 59505; More details: Systematic name (1Z,6Z)-Hexanedihydr azonic acid. Cycloheptanone, (CH2)6CO, is a cyclic ketone also referred to as suberone. Food grade adipic acid is used as a gelling aid, an acidulant, and as a leavening and buffering agent. Constituent 5. Radioactive adipic acid was fed to fasted experimental rats and the metabolic products identified in the urine were urea, glutamic acid, lactic acid, beta-ketoadipic acid, and citric acid.The presence of beta-ketoadipic acid provided some evidence that adipic acid is metabolized by beta-oxidation in much the same fashion as fatty acids. It was once produced on a large scale as a precursor to caprolactam. [10]. Again, the only waste product is water. It is soluble in water. Sodium nitrite is an inorganic compound with the chemical formula NaNO2. Addition polymers are formed by the addition of some simple monomer units repeatedly. Esters of Adipic Acid, such as DOA (Di-2-Ethylhexyl Adipate) are used as plasticizers for PolyVinyl Chloride (PVC) resins. 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