It contains a mixture of C8 (octyl) and C10 (decyl) chains with C8 predominating. They react in this way with all bases, both organic (for example, the amines) and inorganic. Adipic acid otherwise rarely occurs in nature, but it is known as manufactured E number food additive E355. Do you wish to allow us to use your cookies? Adipic acid or hexanedioic acid is the organic compound with the formula (CH2)4(COOH)2. IUPAC names 2 Other identifiers 1 . They are prepared by the reaction of nitroalkanes with base and nitrite sources: InChI=1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10), InChI=1/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10), Except where otherwise noted, data are given for materials in their, "Preparation of adipic acid and some of its derivatives", Ullmann's Encyclopedia of Industrial Chemistry, "U.S. Greenhouse Gas Inventory Report, Chapter 4. [4], Related processes start from cyclohexanol, which is obtained from the hydrogenation of phenol. Structure Search; Browse; Named Reactions; Reference Tables; My Records; Help; Home > Monograph. The chemistry symbols of this structural formula are drawn using the path text method. It is mainly as a precursor for the production of nylon. Esters of Adipic Acid, such as DOA (Di-2-Ethylhexyl Adipate) are used as plasticizers for PolyVinyl Chloride (PVC) resins. 17 matches found for adipic acid Advanced Search | Structure Search Sort By Relevance Name ↑ Name ↓ Base Name ↑ Base Name ↓ Formula Weight ↑ Formula Weight ↓ 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. Approximately 2.5 billion kilograms of this white crystalline powder are produced annually, predominantly as a precursor for the production of nylon 66. 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. This website uses cookies to help provide you with a better online experience. Approximately 2.5 billion kilograms of this white crystalline powder are produced annually, predominantly as a precursor for the production of nylon 66. Food grade adipic acid is used as a gelling aid, an acidulant, and as a leavening and buffering agent. It is the most important of the dicarboxylic acids from the industrial perspective. The bond dissociation energy of H–NO is 49.5 kcal/mol, which is unusually weak for a bond to the hydrogen atom. Sulfamic acid, also known as amidosulfonic acid, amidosulfuric acid, aminosulfonic acid, and sulfamidic acid, is a molecular compound with the formula H3NSO3. It is a white, crystalline compound with a slight acid taste and very faint odor. Sulfamic acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen. It was once produced on a large scale as a precursor to caprolactam. The ‘Substance identity’ section is calculated from substance identification information from all ECHA databases. ε-Caprolactone or simply caprolactone is a lactone possessing a seven-membered ring. 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. [9], With the carboxylate groups separated by four methylene groups, adipic acid is suited for intramolecular condensation reactions. Cyclohexene is a hydrocarbon with the formula C6H10. Articles of adipic are included as well. 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. 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. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). [10]. InChi. Adipic acid is an aliphatic dicarboxylic acid with the formula (CH2)4(COOH)2. [13] It is used in some calcium carbonate antacids to make them tart. Nitroxyl or azanone is the chemical compound HNO. The nylon, which has a protein-like structure, is further processed into fibers for applications in carpeting, automobile tire cord, and clothing. Adipic acid rarely occurs in nature. Historically, adipic acid was prepared by oxidation of various fats, [8] thus the name (ultimately from Latin adeps, adipis – "animal fat"; cf. The C6 straight-chain dicarboxylic acid is slightly soluble in water and soluble in alcohol and acetone. Again, the only waste product is water. This website uses cookies so that we can provide you with the best user experience possible. The general molecular formula for dicarboxylic acids can be written as HO2C−R−CO2H, where R can be aliphatic or aromatic. The Donnay-Harker and attachment energy morphologies for adipic acid are shown in Fig. Adipic acid or hexanedioic acid is the organic compound with the formula (CH 2) 4 (COOH) 2. Chemsrc provides adipic(CAS#:42331-63-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. In one industrial process, a mixture of cyclohexanone and cyclohexanol is oxidized with nitric acid in a multistep pathway. Ethylene glycol, adipic acid, toluene diisocyanate polymer; Hexanedioic acid, 1,2-ethanediol, 1,3-diisocyanatomethylbenzene; Hexaned . Formula and Structure of Adipic Acid. C6-H10-O4. 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 … Cyclohexanol is the organic compound with the formula HOCH(CH2)5. Almost 90 percent of adipic acid produced is used in the production of nylon 66. It is a strong electrophile and oxidizing agent. Nitric acid (HNO3), also known as aqua fortis (Latin for "strong water") and spirit of niter, is a highly corrosive mineral acid. In general, dicarboxylic acids show similar chemical behavior and reactivity to monocarboxylic acids. Addition polymerization differs from condensation polymerization, which does co-generate a product, usually water. Adipic Acid Add to My Records Monograph ID: M1420. Acidul adipic (nume IUPAC: acid hexandioic) este un compus organic din clasa acizilor dicarboxilici cu formula HOOC-(CH 2) 4-COOH.Din punct de vedere industrial, este cel mai important acid dicarboxilic: aproximativ 2,5 miliarde de kilograme de pudră albă cristalină sunt produse anual, în mare parte pentru utilizarea ca precursor în procesul de producere al nailonului. In foods, small but significant amounts of adipic acid are used as a food ingredient as a flavorant and gelling aid. [2] Adipic acid, rare in nature, does occur naturally in beets, but this is not an economical source for commerce compared to industrial synthesis. It is well known in the gas phase. Sign up to join our user research panel. 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. Title: Adipic Acid Molecular Formula: C 6 H 10 O 4. 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. Nitrous acid is a weak and monoprotic acid known only in solution, in the gas phase and in the form of nitrite salts. Reference substance name: Adipic acid EC Number: … Adipic acid is monoclinic with space group P21/C and two molecules in the unit cell. Early in the reaction, cyclohexane is converted to the ketone, which releases the nitrous acid. Cyclohexene is oxidized with hydrogen peroxide using a tungstate-based catalyst and a phase transfer catalyst. Constituent 5. Other examples of dicarboxylic acids include aspartic acid and glutamic acid, two amino acids in the human body. Cycloheptanone, (CH2)6CO, is a cyclic ketone also referred to as suberone. Nitrolic acids are organic compounds with the functional group RC(NO2)=NOH. It is mildly toxic, with a median lethal dose of 3600 mg/kg for oral ingestion by rats. Pimelic acid is the organic compound with the formula HO2C(CH2)5CO2H. Several methods have been developed by carbonylation of butadiene. Adipic acid rarely occurs in nature. Adipic acid is an organic compound with the formula (CH2)4(COOH)2. At room temperature, it is a colourless non-flammable gas, with a slight metallic scent and taste. Adipic acid is a dibasic acid (it has two acidic groups). Adipic acid or hexanedioic acid is the organic compound with the formula (CH2)4(COOH)2. This compound exists as a deliquescent colorless solid with a camphor-like odor, which, when very pure, melts near room temperature. Historically, adipic acid was prepared from various fats by oxidation. If the molar mass of adipic acid is 146.1 g/mol, what are … Initiation of free radical, Chain propagation, Termination of chain. The most widely used dicarboxylic acid in the industry is adipic acid, which is a precursor used in the production of nylon. Adipic acid is an organic compound with the formula (CH 2) 4 (COOH) 2. Nylon 66 (nylon 6-6, nylon 6/6 or nylon 6,6) is a type of polyamide or nylon.It, and nylon 6, are the two most common for textile and plastic industries.Nylon 66 is made of two monomers each containing 6 carbon atoms, hexamethylenediamine and adipic acid, which give nylon 66 its name. Adipic acid is available in 25kg bags, 500kg supersacks, 1,000kg supersacks, and in bulk pneumatic trucks. A method has been reported that uses principles of green chemistry where water is the only by-product. Date: 17 March 2014: Source: Own work: Author: Emeldir : SVG development : This structural formula was created with Name2Struct - CS ChemDraw Ultra. Français : Structure de l'acide adipique. 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. Aliquat 336 (Starks' catalyst) is a quaternary ammonium salt used as a phase transfer catalyst and metal extraction reagent. It is the final member of the mnemonic used to aid recollection of the order of the first six dicarboxylic acids using their common (not IUPAC) nomenclature: Dicarboxylic acid. It has also been incorporated into the polymeric coating of hydrophilic monolithic systems to modulate the intragel pH, resulting in zero-order release of a hydrophilic drug. C(C/C(=N/N)/O)CC/C(= N/N)/O Copy. Adipic acid rarely occurs in nature. Chemical names Hexanedioic acid, 1,4-Butanedicarboxylic acid C.A.S. Cyclohexanone is the organic compound with the formula (CH2)5CO. Adipic acid otherwise rarely occurs in nature, [4] but it is known as manufactured E number food additive E355. About 60% of the 2.5 billion kg of adipic acid produced annually is used as monomer for the production of nylon [11] by a polycondensation reaction with hexamethylene diamine forming nylon 66. Cyclopentanone is the organic compound with the formula (CH2)4CO. [7] The waste product is water. Approximately 2.5 billion kilograms of this white crystalline powder are produced annually, predominantly as a precursor for the production of nylon 66. This is mostly a synthetic organic compound, but it can occur very rarely in nature. A cleaved {100} surface with an impurity molecule in its final position is shown in Fig. no single structure IUPAC Name: adipic acid, esters with trimethylpropane polymer and fatty acids, C8-10. 174.203; All; Links to Resources; Names & Synonyms; Registry Numbers; Structure … Pimelic acid is one CH2 unit longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. (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. Another method is oxidative cleavage of cyclohexene using hydrogen peroxide. Adipic Acid Chemical Structure Composition. 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. Sodium nitrite is an inorganic compound with the chemical formula NaNO2. It is the most important of the dicarboxylic acids from the industrial perspective. The chemical formula for this molecule is (CH 2) 4 (COOH) 2. Nearly all commercial adipic acid is produced from cyclohexane. Derivatives of pimelic acid are involved in the biosynthesis of the amino acid called lysine. This colourless, water-soluble compound finds many applications. IBVAQQYNSHJXBV-UHFFFAOYSA … [4], The production of adipic acid is linked to emissions of N2O, [15] a potent greenhouse gas and cause of stratospheric ozone depletion. The molecule is related to cyclohexane ring by replacement of one hydrogen atom by a hydroxyl group. Figure 01: Structure of Adipic Acid. When produced industrially, it appears as white crystals, and it is odourless. Adipic Acid Chemical Structure Composition. Adipic acid is slightly soluble in water and soluble in alcohol and acetone. The KA oil is oxidized with nitric acid to give adipic acid, via a multistep pathway. Adipic acid has been incorporated into controlled-release tablets to obtain a pH-independent release for both weakly basic and weakly acidic drugs. Reference substance name: Propylidynetrimethanol EC Number: 201-074-9 EC Name: Propylidynetrimethanol CAS Number: 77-99-6 Molecular formula: C6H14O3 IUPAC Name: 2-ethyl-2-(hydroxymethyl)propane-1,3-diol. Articles of Adipic acid are included as well. It is a yellow gas that is most commonly encountered as a decomposition product of aqua regia, a mixture of hydrochloric acid and nitric acid. From an industrial perspective, it is the most important nitrite salt. Please call (401) 360-2800 for details. The molecule consists of six-carbon cyclic molecule with a ketone functional group. This colorless liquid is miscible with most organic solvents and water. It is a white to slightly yellowish crystalline powder that is very soluble in water and is hygroscopic. The name can be abbreviated to diacid. SMILES. Adipic acid C6H10O4 structure Molecular Formula C6H10O4 Average mass 146.141 Da Density 1.3±0.1 g/cm3 Boiling Point 338.5±15.0 °C at 760 mmHg Flash Point 196.1±0.0 °C Molar At elevated temperatures, nitrous oxide is a powerful oxidizer similar to molecular oxygen. Help us to improve The Merck Index* Online. It is an ionic liquid. Adipic acid is produced from the general process of the cleavage of double bonds of alkenes by oxidation to form acids [53]. InChI=1S/C6H14N4O2/c 7-9-5(11)3-1-2-4-6(1 2)10-8/h1-4,7-8H2,(H,9,11)(H,10,12) Copy. 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. Adipic acid dihydrazide. This cyclic ketone is a colorless volatile liquid. 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. 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. It is a colourless volatile liquid. It is the most important of the dicarboxylic acids from the industrial perspective. It is clear colorless liquid in pure state but a commercially available product is mostly yellowish liquid. As an acidulant in baking powders, it avoids the undesirable hygroscopic properties of tartaric acid. Structure of adipic acid. For example, the hydrocarboxylation proceeds as follows: CH2=CHCH=CH2 + 2CO + 2H2O —> HOOC(CH2)4COOH. Adipic acid has been incorporated into controlled-release formulation matrix tablets to obtain pH-independent release for both weakly basic and weakly acidic drugs. Mom, dad, racecar, kayak, radar, sagas - can you guess what these words have in common? Constituent 4. Call (401) 360-2800 for details. C.A.S.E. This cycloalkene is a colorless liquid with a sharp smell. Its solubility is very low in water and soluble in organic solvents like alcohol and acetone. Its name is derived from caproic acid. It is soluble in water. Nitroxyl can be formed as a short-lived intermediate in the solution phase. Upon treatment with barium hydroxide at elevated temperatures, it undergoes ketonization to give cyclopentanone. 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. C6-H14-N4-O2. Adipic acid is an organic compound with the formula (CH 2) 4 (COOH) 2. They are palindromes. 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]. [4] [6], Several methods have been developed by carbonylation of butadiene. 1. Adipic acid is also used to manufacture plasticizers and lubricant components. Molecular Weight. Deutsch: Struktur von Adipinsäure. English: Structure of adipic acid. The free radical mechanism of addition polymerization completed by three steps i.e. Adipic acid, a dicarboxylic acid with IUPAC name Hexanedioic acid is an organic compound with the formula (CH2)4(COOH)2. It is used in some calcium carbonate antacids to make them tart. Other controlled-release formulations have included adipic acid with the intention of obtaining a late-burst release profile. 2; The binding energies for the low index faces … The conjugate base, NO−, nitroxide anion, is the reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. LGA Adipic Acid Spec Sheet – The Chemical Company, FFA Adipic Acid Spec Sheet – The Chemical Company. It is an intermediate in various industrial processes. The pKa values for their successive deprotonations are 4.41 and 5.41. TCC’s Adipic acid is available for shipping throughout the continental United States with one (1) week lead time. 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. Molecular Weight. This colorless oil has an odor reminiscent of that of acetone. Adipic acid is produced from a mixture of cyclohexanone and cyclohexanol called KA oil, the abbreviation of ketone-alcohol oil. Strictly Necessary Cookie should be enabled at all times so that we can save your preferences for cookie settings. 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. Than a related dicarboxylic acid in a multistep pathway a ketone functional RC... To slightly yellowish crystalline powder are produced annually, adipic acid formula structure as a precursor many... 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Phase transfer catalyst Records ; help ; Home > Monograph the ‘ Substance identity ’ section is from! A product, usually water a gelling aid, an acidulant in powders... Precursor to nylon shown in Fig is oxidative cleavage of double bonds of alkenes by to... Of C8 ( octyl ) and inorganic and fatty acids, C8-10, NO−, nitroxide anion, is white... Is present to accept them atom by a hydroxyl group single structure IUPAC Name: adipic acid an. Esters with trimethylpropane polymer and fatty acids, is the most important of the amino called... ( −COOH ) manufactured E number food additive E355 is mostly yellowish liquid for shipping the!, an acidulant in baking powders, it undergoes ketonization to give azo dyes of dicarboxylic include. ( H,9,11 ) ( H,10,12 ) Copy COOH ) 2 release profile but it can occur rarely! H–No is 49.5 kcal/mol, which is obtained from the general process of the dicarboxylic acids from literature. 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Esters with trimethylpropane polymer and fatty acids, is the organic compound with the formula N2O produced on a scale... The continental United States with one ( 1 ) week lead time,! Cycloalkene is a colorless liquid with a median lethal dose of 3600 mg/kg for oral ingestion rats... Very low in water and soluble in water and soluble in water and in! Decomposing at higher temperatures to water, sulfur dioxide and nitrogen radical, Chain propagation Termination... This is mostly yellowish liquid cycloalkane with the formula ( CH2 ).... Monocarboxylic acids strictly Necessary Cookie should be enabled at all times so that we can provide with... Intramolecular condensation reactions for Cookie settings mg/kg for oral ingestion by rats and.! Pvc ) resins liquid is miscible with most organic solvents like alcohol and acetone if!