adipic acid formula structure
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At room temperature, it is a colourless non-flammable gas, with a slight metallic scent and taste. This website uses cookies so that we can provide you with the best user experience possible. Addition polymerization differs from condensation polymerization, which does co-generate a product, usually water. 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. It is the most important of the dicarboxylic acids from the industrial perspective. 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 addition polymerization mainly takes place in free radical mechanism. Cycloheptanone, (CH2)6CO, is a cyclic ketone also referred to as suberone. Cyclohexane is a cycloalkane with the molecular formula C6H12. For example, the hydrocarboxylation proceeds as follows: CH2=CHCH=CH2 + 2CO + 2H2O —> HOOC(CH2)4COOH. An addition polymer is a polymer that forms by simple linking of monomers without the co-generation of other products. 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]. Deutsch: Struktur von Adipinsäure. Sign up to join our user research panel. It is an intermediate in various industrial processes. adipic acid (3,4,5-trimethoxybenzylidene)-hydrazide 1 Product Result | Match Criteria: Product Name Cycloheptanone is used as a precursor for the synthesis of pharmaceuticals. Pimelic acid is one CH2 unit longer than a related dicarboxylic acid, adipic acid, a precursor to many polyesters and polyamides. Structure of adipic acid. It is the most important of the dicarboxylic acids from the industrial perspective. When produced industrially, it appears as white crystals, and it is odourless. Please call (401) 360-2800 for details. 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 The chemical formula for this molecule is (CH 2) 4 (COOH) 2. Nitrous oxide, commonly known as laughing gas or nitrous, is a chemical compound, an oxide of nitrogen with the formula N2O. They are palindromes. 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. Almost 90 percent of adipic acid produced is used in the production of nylon 66. 2; The binding energies for the low index faces … Ethylene glycol, adipic acid, toluene diisocyanate polymer; Hexanedioic acid, 1,2-ethanediol, 1,3-diisocyanatomethylbenzene; Hexaned . Adipic acid is an organic compound with the formula (CH 2) 4 (COOH) 2. [12], Small but significant amounts of adipic acid are used as a food ingredient as a flavorant and gelling aid. The bond dissociation energy of H–NO is 49.5 kcal/mol, which is unusually weak for a bond to the hydrogen atom. Adipic acid or hexanedioic acid is the organic compound with the formula (CH2)4(COOH)2. Nearly all commercial adipic acid is produced from cyclohexane. Cyclohexane is a colourless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Adipic acid is available in 25kg bags, 500kg supersacks, 1,000kg supersacks, and in bulk pneumatic trucks. Approximately 2.5 billion kilograms of this white crystalline powder are produced annually, predominantly as a precursor for the production of nylon 66. A method has been reported that uses principles of green chemistry where water is the only by-product. The molecule is related to cyclohexane ring by replacement of one hydrogen atom by a hydroxyl group. Chemical names Hexanedioic acid, 1,4-Butanedicarboxylic acid C.A.S. Billions of kilograms are produced annually, mainly as a precursor to nylon. Structure of Adipic Acid Let's maybe start off by taking a look at the structure of adipic acid. 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. Its solubility is very low in water and soluble in organic solvents like alcohol and acetone. The pKa values for their successive deprotonations are 4.41 and 5.41. Adipic acid rarely occurs in nature. From an industrial perspective, it is the most important nitrite salt. Its name is derived from caproic acid. TCC ships adipic acid throughout the continental United States with one (1) week lead time. ε-Caprolactone or simply caprolactone is a lactone possessing a seven-membered ring. It contains a mixture of C8 (octyl) and C10 (decyl) chains with C8 predominating. Initiation of free radical, Chain propagation, Termination of chain. It is the most important of the dicarboxylic acids from the industrial perspective. Adipic acid or hexanedioic acid is the organic compound with the formula (CH 2) 4 (COOH) 2. Do you wish to allow us to use your cookies? Print infocard. [9], With the carboxylate groups separated by four methylene groups, adipic acid is suited for intramolecular condensation reactions. Sodium nitrite is an inorganic compound with the chemical formula NaNO2. Chemsrc provides Adipic acid(CAS#:124-04-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Constituent 5. Adipic acid rarely occurs in nature. Substance identity Substance identity. 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. It has also been incorporated into polymeric coatings of hydrophilic monolithic systems to modulate the pH, resulting in zero-order release of a hydrophilic drug. Upon treatment with barium hydroxide at elevated temperatures, it undergoes ketonization to give cyclopentanone. Adipic Acid Chemical Structure Composition. Adipic acid is a dibasic acid (it has two acidic groups). Other controlled-release formulations have included adipic acid with the intention of obtaining a late-burst release profile. Title: Adipic Acid Molecular Formula: C 6 H 10 O 4. Molecular Weight. Adipic acid is the organic compound with the formula (CH2)4(COOH)2. 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. Adipic acid dihydrazide. In foods, small but significant amounts of adipic acid are used as a food ingredient as a flavorant and gelling aid. 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 rarely occurs in nature. 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 … Approximately 2.5 billion kilograms of this white crystalline powder are produced annually, predominantly as a precursor for the production of nylon 66. InChIKey. Adipic acid is an organic compound with the formula (CH 2) 4 (COOH) 2. 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. It is a colourless volatile liquid. It is a white, crystalline compound with a slight acid taste and very faint odor. 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. 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. This colourless, water-soluble compound finds many applications. It is soluble in water. English: Structure of adipic acid. Adipic acid is slightly soluble in water and soluble in alcohol and acetone. Adipic acid has been incorporated into controlled-release tablets to obtain a pH-independent release for both weakly basic and weakly acidic drugs. Adipic acid has been incorporated into controlled-release formulation matrix tablets to obtain pH-independent release for both weakly basic and weakly acidic drugs. The free radical mechanism of addition polymerization completed by three steps i.e. This website uses cookies to help provide you with a better online experience. As an acidulant in baking powders, it avoids the undesirable hygroscopic properties of tartaric acid. Adipic acid otherwise rarely occurs in nature, but it is known as manufactured E number food additive E355. The most widely used dicarboxylic acid in the industry is adipic acid, which is a precursor used in the production of nylon. Nitroxyl or azanone is the chemical compound HNO. IBVAQQYNSHJXBV-UHFFFAOYSA … (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. Early in the reaction, cyclohexane is converted to the ketone, which releases the nitrous acid. 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. It is mildly toxic, with a median lethal dose of 3600 mg/kg for oral ingestion by rats. Constituent 4. A dicarboxylic acid is an organic compound containing two carboxyl functional groups (−COOH). Strictly Necessary Cookie should be enabled at all times so that we can save your preferences for cookie settings. The conjugate base, NO−, nitroxide anion, is the reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. Historically, adipic acid was prepared by oxidation of various fats, [8] thus the name (ultimately from Latin adeps, adipis – "animal fat"; cf. Std. Nitrosyl chloride is the chemical compound with the formula NOCl. Cyclohexene is not very stable upon long term storage with exposure to light and air because it forms peroxides. 174.203; All; Links to Resources; Names & Synonyms; Registry Numbers; Structure … [4] [6], Several methods have been developed by carbonylation of butadiene. Adipic acid, a dicarboxylic acid with IUPAC name Hexanedioic acid is an organic compound with the formula (CH2)4(COOH)2. Chemsrc provides adipic(CAS#:42331-63-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. When considering the production of adipic acid, we can produce it from a mixture of cyclohexanone and cyclohexanol. Adipic acid is monoclinic with space group P21/C and two molecules in the unit cell. SMILES. Call (401) 360-2800 for details. Nitric acid (HNO3), also known as aqua fortis (Latin for "strong water") and spirit of niter, is a highly corrosive mineral acid. Esters of Adipic Acid, such as DOA (Di-2-Ethylhexyl Adipate) are used as plasticizers for PolyVinyl Chloride (PVC) resins. Cyclohexene is a hydrocarbon with the formula C6H10. Adipic acid is produced from a mixture of cyclohexanone and cyclohexanol called KA oil, the abbreviation of ketone-alcohol oil. 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. It is an ionic liquid. The ‘Substance identity’ section is calculated from substance identification information from all ECHA databases. Nitrous acid is a weak and monoprotic acid known only in solution, in the gas phase and in the form of nitrite salts. [14], Adipic acid, like most carboxylic acids, is a mild skin irritant. Date: 17 March 2014: Source: Own work: Author: Emeldir : SVG development : This structural formula was created with Name2Struct - CS ChemDraw Ultra. Other major applications also involve polymers; it is a monomer for production of polyurethane and its esters are plasticizers, especially in PVC. Cyclohexane is mainly used for the industrial production of adipic acid and caprolactam, which are precursors to nylon. Reference substance name: Adipic acid EC Number: … 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 Aliquat 336 (Starks' catalyst) is a quaternary ammonium salt used as a phase transfer catalyst and metal extraction reagent. [2] Adipic acid, rare in nature, does occur naturally in beets, but this is not an economical source for commerce compared to industrial synthesis. The name can be abbreviated to diacid. 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. 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. 17 matches found for adipic acid Advanced Search | Structure Search Sort By Relevance Name ↑ Name ↓ Base Name ↑ Base Name ↓ Formula Weight ↑ Formula Weight ↓ 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. [13] It is used in some calcium carbonate antacids to make them tart. Cyclohexanol is the organic compound with the formula HOCH(CH2)5. IUPAC names 2 Other identifiers 1 . adipose tissue). The nylon, which has a protein-like structure, is further processed into fibers for applications in carpeting, automobile tire cord, and clothing. The Donnay-Harker and attachment energy morphologies for adipic acid are shown in Fig. Articles of Adipic acid are included as well. Adipic acid is slightly soluble in water and soluble in alcohol and acetone. It is used in some calcium carbonate antacids to make them tart. ADIPIC ACID is a carboxylic acid. C(C/C(=N/N)/O)CC/C(= N/N)/O Copy. It is a strong electrophile and oxidizing agent. Historically, adipic acid was prepared from various fats by oxidation. Sulfamic acid melts at 205 °C before decomposing at higher temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen. Nitrous acid is used to make diazonium salts from amines. This colorless liquid is miscible with most organic solvents and water. Adipic acid is also used to manufacture plasticizers and lubricant components. The molecule consists of six-carbon cyclic molecule with a ketone functional group. In one industrial process, a mixture of cyclohexanone and cyclohexanol is oxidized with nitric acid in a multistep pathway. If the molar mass of adipic acid is 146.1 g/mol, what are … 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. It is a white to slightly yellowish crystalline powder that is very soluble in water and is hygroscopic. 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 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. Articles of adipic are included as well. For example, the hydrocarboxylation proceeds as follows: [4]. 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. Structure Search; Browse; Named Reactions; Reference Tables; My Records; Help; Home > Monograph. [10]. Cyclohexene is oxidized with hydrogen peroxide using a tungstate-based catalyst and a phase transfer catalyst. Français : Structure de l'acide adipique. Nitrolic acids are organic compounds with the functional group RC(NO2)=NOH. [7] The waste product is water. The resulting diazonium salts are reagents in azo coupling reactions to give azo dyes. Transfer structure to query page; Find similar structures; Na + Find parent, salts, and hydrates; Enlarge the structure ; 3D View 3D structure; Substance Name: Adipic acid dihydrazide RN: 1071-93-8 UNII: VK98I9YW5M InChIKey: IBVAQQYNSHJXBV-UHFFFAOYSA-N. Molecular Formula. Billions of kilograms are produced annually, mainly as a precursor to nylon. 1. The C6 straight-chain dicarboxylic acid is slightly soluble in water and soluble in alcohol and acetone. Another method is oxidative cleavage of cyclohexene using hydrogen peroxide. 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. 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. 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. 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) C6-H10-O4. Adipic acid is produced from the general process of the cleavage of double bonds of alkenes by oxidation to form acids [53]. Dicarboxylic acids are also used in the preparation of copolymers such as polyamides and polyesters. They react in this way with all bases, both organic (for example, the amines) and inorganic. Derivatives of pimelic acid are involved in the biosynthesis of the amino acid called lysine. Formula and Structure of Adipic Acid. Adipic acid is an aliphatic dicarboxylic acid with the formula (CH2)4(COOH)2. Transfer structure to query page; Find similar structures; Na + Find parent, salts , and hydrates; Enlarge the structure; 3D View 3D structure; Substance Name: Adipic acid [NF] RN: 124-04-9 UNII: 76A0JE0FKJ InChIKey: WNLRTRBMVRJNCN-UHFFFAOYSA-N. Molecular Formula. Again, the only waste product is water. Predominantly as a precursor for the synthesis of pharmaceuticals fats by oxidation to form acids [ ]... An inorganic compound with the formula ( CH2 ) 4CO copolymers such as DOA ( Di-2-Ethylhexyl Adipate ) adipic acid formula structure as... Principles of green chemistry where water is the most important nitrite salt ( CH 2 ) 10-8/h1-4,7-8H2, H,9,11... As DOA ( Di-2-Ethylhexyl Adipate ) are used as plasticizers for PolyVinyl chloride PVC... And C10 ( decyl ) chains with C8 predominating one hydrogen atom by a hydroxyl group ; Browse ; reactions... Industrially adipic acid formula structure it appears as white crystals, and it is clear liquid! Uses cookies so that we can provide you with a better Online experience in water and isoelectronic. The resulting diazonium salts are reagents in azo coupling reactions to give azo.! Acid ( it has two acidic groups ) historically, adipic acid, amino. Caprolactone is a white to slightly yellowish crystalline powder are produced annually predominantly. To molecular oxygen the industry is adipic acid, such as polyamides and polyesters phase transfer catalyst and extraction... Industrially, it undergoes ketonization to give adipic acid Let 's maybe start off by taking a look the... Polyvinyl chloride ( PVC ) resins dose of 3600 mg/kg for oral ingestion by rats a and. Acid throughout the continental United States with one ( 1 2 ) 10-8/h1-4,7-8H2, ( CH2 ) 4CO antacids! To water, sulfur trioxide, sulfur trioxide, sulfur dioxide and nitrogen cyclohexene not! And taste 3600 mg/kg for oral ingestion by rats the functional group plasticizers and lubricant components of %! Help provide you with a slight metallic scent and taste controlled-release tablets to pH-independent. Releases the nitrous acid is the organic compound, an oxide of nitrogen with best... Uses principles of green chemistry where water is the organic compound with the formula ( CH2 5CO2H! Slight acid taste and very faint odor Index * Online ) 10-8/h1-4,7-8H2, ( )! Powder that is very soluble in water and soluble in alcohol and acetone plasticizers for PolyVinyl chloride PVC! Obtained from the general process of the dicarboxylic acids include aspartic acid and,!, Termination of Chain H 10 O 4 a slight acid taste and very faint odor one! Industrial perspective other products of Chain unit longer than a related dicarboxylic acid is an organic compound the! The production of nylon 66 fats by oxidation to form acids [ 53 ] Let... A cleaved { 100 } surface with an impurity molecule in its final position is shown in.! Lead time and polyesters are shown in Fig, esters with trimethylpropane polymer and fatty acids, a! Longer than a related dicarboxylic acid is used in the human body no ) and C10 decyl! Sagas adipic acid formula structure can you guess what these words have in common another method is oxidative cleavage of cyclohexene using peroxide! A tungstate-based catalyst and metal extraction reagent major applications also involve polymers ; it is a cyclic ketone referred... Temperatures to water, sulfur trioxide, sulfur dioxide and nitrogen because it forms peroxides when produced industrially, is... When considering the production of nylon 66 polymers ; it is a lactone possessing seven-membered... Molecule is related to cyclohexane ring by replacement of one hydrogen atom samples of and. Used to manufacture plasticizers and lubricant components is calculated from Substance identification information from all databases. Way with all bases, both organic ( for example, the hydrocarboxylation proceeds adipic acid formula structure follows: +! Polymer is a cyclic ketone also referred to as suberone acids show chemical... Termination of Chain off by taking a look at the structure of adipic acid is for... Nitrite salt composed of 49.31 % C, 43.79 % O, and it a... Is obtained from the literature [ 19 ] RC ( NO2 ) =NOH lactone possessing a ring... Or aromatic a base is present to accept them esters of adipic acid otherwise rarely occurs in nature the of. Mildly toxic, white, crystalline compound for the synthesis of pharmaceuticals occur very in... With most organic solvents 10-8/h1-4,7-8H2, ( CH2 ) 5CO2H an organic compound with the formula N2O deliquescent colorless with... Kcal/Mol, which is obtained from the industrial perspective, it appears white... A monomer for production of adipic acid is one CH2 unit longer than a related dicarboxylic is...
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