化工社化工社 化学情報印刷レポート · 研究参考用
アジピン酸
アジピン酸 · アジラクテッテン · アシネッテン · アジパート · 1,4-ビスカルボキシラトブタン · ヘキサン二酸アニオン · ヘキサンジオアート · (ヘキサン二酸)ジアニオン
識別子と物理属性
| CAS No. | 124-04-9 |
|---|---|
| 分子式 | C6H10O4 |
| 平均分子量 | 146.14 g/mol |
| 単同位体質量 | 146.0579088 g/mol |
| SMILES | O=C(O)CCCCC(=O)O |
| InChIKey | WNLRTRBMVRJNCN-UHFFFAOYSA-N |
| PubChem CID | 196 |
| ChEMBL | CHEMBL1157 |
| ChEBI | CHEBI:30832 |
| EC No. | 204-673-3 |
| DTXSID | DTXSID7021605 |
| 現地名 | アジピン酸 |
化学・物理的性質
| XLogP | 0.1 |
|---|---|
| 極性表面積 | 74.6 |
| 水素結合供与体数 | 2 |
| 水素結合受容体数 | 4 |
| 回転可能結合数 | 5 |
| 重原子数 | 10 |
| 形式電荷 | 0 |
| 複雑度 | 114 |
| pH | pH of saturated aqueous solution at 25 °C = 2.7pH of 0.1% solution at 25 °C = 3.23.74(1 mM solution)3.22(10 mM solution)2.71(100 mM solution) |
| LogP（分配係数） | log Kow = 0.08 |
| 臭い | Odorless白色単斜晶プリズム結晶、無臭 |
| 味 | TART TASTESour tasting |
| 密度 | 1.36 at 68 °F (USCG, 1999) - Denser than waterwill sink1.360 g/cu cm at 25 °CBulk density: 640-800 kg/cu m1.36 g/cm³1,36 g/cm3 |
| Viscosity | Viscosity of melt: 4.54 cP at 160 °C2.64 cP at 193 °C |
| Color/Form | Monoclinic prisms from ethyl acetate, water, or acetone and petroleum etherWhite monoclinic prismsWhite crystalline solidColorless |
| 溶解度 | Slightly soluble in water. Freely soluble in ethanolIn water, 3.00X10+4 mg/L at 30 °CIn water, 0.633/100 parts (wt/wt) ether at 19 °CIn water, 160 g/100 mL boiling water1.4 g/100 mL water at 10 °CFor more Solubility (Complete) data for ADIPIC ACID (7 total), please visit the HSDB record page.メタノール: 0.1 g/mL、透明、無色1.44g/100mL（15℃） |
| Corrosivity | Corrosion rate for ASTM grade 2 Titanium: 0.0 mm/yr at 232 °C for 67% (wt) concn.Aqueous solutions of adipic acid are corrosive. |
| 引火点 | 376 °F Combustible solid (USCG, 1999)385 °F, 196 °C (closed cup)196 °C c.c. |
| 沸点 | 337.5 °C at 760 mm Hg: 265 °C at 100 mm Hg: 240.5 °C at 40 mm Hg: 222 °Cat 20 mm Hg: 205.5 °C at 10 mm Hg191 °C at 5 mm Hg159.5 °C at 1.0 mm Hg265.00 °C. @ 100.00 mm Hg338 °C265 °C100 mm Hg(lit.) |
| Decomposition | Melts and may decompose to give volatile acidic vapors of valeric acid and other substances.When heated to decomp it emits acrid smoke and fumes. |
| 融点 | 151-154 °C(lit.) |
| 蒸気密度 | 5 (vs air) |
| 蒸気圧 | 1 mm Hg ( 159.5 °C) |
| 屈折率 | 1.4880 |
| FEMA | 2011 | ADIPIC ACID |
| 貯蔵条件 | Store below +30°C. |
| 外観・状態 | 個体 |
| pKa（酸解離定数） | 4.43(at 25℃) |
| 色 | 白い |
| 由来生物 | synthetic |
| Merck | 14,162 |
| JECFA Number | 623 |
| BRN | 1209788 |
| ヘンリー定数 | 6.6×107 mol/(m3Pa) at 25℃, Burkholder et al. (2019) |
| 誘電率 | 1.8(Ambient) |
| 安定性 | 安定。避けるべき物質には、強力な酸化剤であるアンモニアが含まれます。 |
| 主な用途 | フレーバーそして香料 |
| 化粧品成分の機能 | 香料バッファリング |
| InChI | 1S/C6H10O4/c7-5(8)3-1-2-4-6(9)10/h1-4H2,(H,7,8)(H,9,10) |
| InChIKey | WNLRTRBMVRJNCN-UHFFFAOYSA-N |
| SMILES | OC(=O)CCCCC(O)=O |
| LogP（分配係数） | 0.09 at 25℃ |
| CAS データベース | 124-04-9(CAS DataBase Reference) |
| NISTの化学物質情報 | Hexanedioic acid(124-04-9) |
| EPAの化学物質情報 | Adipic acid (124-04-9) |
化学的特性
Adipic acid is the organic compound with the formula (CH2)4(COOH)2. From the 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. Adipic acid otherwise rarely occurs in nature.
安全性と法規制
| GHS 分類 | WarningH319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (2 of 5531) of reports. |
|---|---|
| 規制情報 | Chemical: Hexanedioic acidHexanedioic acid is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Hexanedioic acid are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 18-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15464Hexanedioic acid: Does not have an individual approval but may be used under an appropriate group standard |
| その他の安全情報 | IMAP assessments - Hexanedioic acid: Human health tier II assessmentIMAP assessments - Hexanedioic acid: Environment tier I assessment |
| 輸送ラベル（DOT） | Class 9 |
| 火災危険 | Behavior in Fire: Melts and may decompose to give volatile acidic vapors of valeric acid and other substances. Dust may form explosive mixture with air. (USCG, 1999)Combustible. Finely dispersed particles form explosive mixtures in air. |
| 火災の可能性 | Combustible when exposed to heat or flame ... |
| 健康有害性 | Inhalation of vapor irritates mucous membranes of the nose and lungs, causing coughing and sneezing. Contact with liquid irritates eyes and has a pronounced drying effect on the skinmay produce dermatitis. (USCG, 1999) |
| 有害性の概要 | A skin and eye irritantPractically non-toxic[CHEMINFO] Occupational asthma reported in a solderer and confirmed by broncho-provocation testing[Malo] A functional disorder of the autonomic nervous system in workers exposed to adipic acid was reported in 1981. Otherwise, only irritant effects have been reported. [ACGIH] Insoluble in waterMay absorb water from the air and corrode metalsHarmful to the environment[CAMEO] |
| FDA 要件 | Substance added directly to human food affirmed as generally recognized as safe (GRAS).Adipic acid used as a buffer and neutralizing agent in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice. |
| 反応性グループ | Acids, Carboxylic |
| EC 分類 | Symbol: XiR: 36S: (2) |
| EPA Safer Chemical | Chemical: Adipic acidGreen circle - The chemical has been verified to be of low concern based on experimental and modeled data. |
| Reactivity Profile | ADIPIC ACID is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in waterthose with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbo |
| 消火 | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:CAUTION: Fire involving Safety devices (UN3268) and Fire suppressant dispersing devices (UN3559) may have a delayed activation and a risk of hazardous projectiles. Extinguish the fire at a safe distance.SMALL FIRE: Dry chemical, CO2, water spray or regular foam.LARGE FIRE: Water spray, fog or regular foam. Do not scatter spilled material with high-pressure water streams. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.FIRE INVOLVING TANKS: Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. (ERG, 2024)Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. |
| 応急処置措置 | Fresh air, rest. Refer for medical attention.Remove contaminated clothes. Rinse skin with plenty of water or shower.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth. Rest. Refer for medical attention . |
| 応急処置 | INHALATION: remove victim to fresh airget medical attention if irritation persists.EYES: flush with water for at least 15 min.SKIN: flush with water. (USCG, 1999) |
| 暴露管理・個人防護 | 2.0 [mg/m3], inhalable fraction of the aerosol[German Research Foundation (DFG)] |
| 消火手順 | Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.Wear self-contained breathing apparatus for firefighting if necessary.Stop discharge if possible, keep people away. Shut off ignition sources. Call fire department. Avoid contact with solid and dust. Isolate and remove discharged material.If material on fire or involved in fire: Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. |
| 保管条件 | Conditions for safe storage, including any incompatibilities: Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids.Storage temperature: ambientventing: open |
| 清掃方法 | Accidental release measures. Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided.Methods and materials for containment and cleaning up: Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed containers for disposal.Environmental considerations- land spill: Dig a pit, pond, lagoon, or holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Cover solids with a plastic sheet to prevent dissolving in rain or fire fighting water.Environmental considerations- water spill: Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. If dissolved, in region of 10 ppm or greater concentration, apply activated carbon at ten times the spilled amount. Remove trapped material with suction hoses. Use mechanical dredges or lifts to remove immobilized masses of pollutants and precipitates.Electrochemical measurements have been made on the system Cu(2+), adipic acid, nitric acid (which models the effluent from adipic acid plants) to investigate the reasons for the observed low current efficiency for copper deposition from such soln. The most probable cause is a cathodic shift in the deposition potential of copper making the reduction of NO3- the preferred process. Depletion experiments have been carried out on real effluent in two three-dimensional cells, a bipolar trickle tower and a porous reticulated carbon bed. Each performs reasonably well and, while the current efficiencies are low (about 20%), the deposition is essentially mass-transfer controlled.Neutralizing agents for acids and caustics: Rinse with dilute ... soda ash solution. |
| 非火災時の漏出対応 | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent dust cloud. For Asbestos, avoid inhalation of dust. Cover spill with plastic sheet or tarp to minimize spreading. Do not clean up or dispose of, except under supervision of a specialist.SMALL DRY SPILL: With clean shovel, place material into clean, dry container and cover looselymove containers from spill area.SMALL SPILL: Pick up with sand or other non-combustible absorbent material and place into containers for later disposal.LARGE SPILL: Dike far ahead of liquid spill for later disposal. Cover powder spill with plastic sheet or tarp to minimize spreading. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2024) |
| 処分方法 | SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in air, soil or watereffects on animal, aquatic and plant lifeand conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material.Contaminated packaging: Dispose of as unused product.Adipic acid is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration.For more Disposal Methods (Complete) data for ADIPIC ACID (6 total), please visit the HSDB record page. |
| 漏出処分 | Sweep spilled substance into covered plastic containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. |
| Preventive Measures | Precautions for safe handling: Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed.Appropriate engineering controls: Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.If material not on fire and not involved in fire: Keep material out of water sources and sewers. Build dikes to contain flow as necessary.For more Preventive Measures (Complete) data for ADIPIC ACID (9 total), please visit the HSDB record page. |
| Isolation and Evacuation | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directionsalso, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024) |
| 相互作用 | A group of mice received intravaginally, three time weekly, applications of a powdered mixture containing urea, adipic acid, and carboxymethyl cellulose. There was a high incidence of vaginal cancer after prolonged treatment. Experiments extended over one year, in which the three ingredients were given separately, yielded no tumors. |
| 生態毒性値 | LC50Species: Lepomis machrochirus (bluegill sunfish)Concentration: = < 330 mg/L for 24 hr /Conditions of bioassay not specified/Species: Pimephales promelas (fathead minnow)Conditions: /static bioassay/Concentration: >300 mg/L for 1 hrConcentration: 172 mg/L for 24 hrConcentration: 97 mg/L for 72-96 hrFor more Ecotoxicity Values (Complete) data for ADIPIC ACID (6 total), please visit the HSDB record page. |
| 環境中動態 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 24(SRC), determined from a structure estimation method(2), indicates that adipic acid is expected to have very high mobility in soil(SRC). The pKa values of adipic acid's two acid groups are 4.44 and 5.44(3), indicating that this compound will exist almost entirely in the anion form and anions generally do not adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of adipic acid from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.8X10-12 atm-cu m/mole(SRC) based upon its vapor pressure, 2.27X10-7 mm Hg(5), and water solubility, 2.43X10+4 mg/L(6). Adipic acid is not expected to volatilize from dry soil surfaces based on its vapor pressure(5). Biodegradation screening tests indicate that adipic acid is readily biodegradable in soil and water(7). An 84% conversion of adipic acid's carbon content to carbon dioxide was observed after 30 days aerobic incubation in a soil flask test(8).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 24(SRC), determined from a structure estimation method(2), indicates that adipic acid is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.8X10-12 atm-cu m/mole(SRC), derived from its vapor pressure, 2.27X10-7 mm Hg(4), and water solubility, 2.43X10+4 mg/L(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow of 0.08(7) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation screening tests indicate that adipic acid is readily biodegradable in soil and water(8). Adipic acid was rapidly degraded in a river die-away test using Main River (Germany) water with 50% and 90% degradation being achieved in 3.5 and 7 days, respectively, at concentration levels of 700 mg/L(9). Adipic acid is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), adipic acid, which has a vapor pressure of 2.27.4X10-7 mm Hg at 25 °C(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase adipic acid is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 2.9 days(SRC), calculated from its rate constant of 5.6X10-12 cu cm/molecule-sec at 25 °C that was derived using a structure estimation method(3). Particulate-phase adipic acid may be physically removed from the air by wet and dry deposition(SRC). Adipic acid has been detected in snow, sleet and rain precipitation(4). |
| 食品調査値 | Aerosol emission rates of adipic acid from frying hamburger meat was 1.6 mg/kg of meat cookedemission rates from charbroiling hamburger was 9.1 mg/kg of meat cooked for extra-lean hamburger (approx. 10.0% fat) and 17.2 mg/kg of meat cooked for regular hamburger (approx. 21% fat)(1). An adipic acid emission rate of 200 mg/kg of meat cooked was reported for charbroiling(2). An adipic acid concentration of 15-129 ng/kg was reported for the fine particulate material emitted from Chinese cooking(3). |
| 有害作用 | Asthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents. |
| 暴露経路 | The substance can be absorbed into the body by inhalation of its aerosol. |
| 毒性の概要 | Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.orgIDENTIFICATION AND USE: Adipic acid is white crystalline solid. The major markets for adipic acid include use as feedstocks for nylon 6,6 resins and fibers, polyester polyols and plasticzers. Nylon 6,6 fibers and engineering resins accounted for approximately 85% of total adipic acid consumption in 2011. Polyester polyols and plasticizers, which combined accounted for 24-32% of global adipic acid consumption in 2010 . Other applications documented for adipic acid are as a lubricant additive in coatings, and foams, and in shoe soles, as tanning agent in leather industry, pH regulator in processes such as in the production of cleaning agents, pelletizing agent in disinfectant pills for drinking water, additive in flue gas sulfurization, in the coating of dishwashing machine tablets and as an additive in chemicals. Adipic acid has been identified as being used in hydraulic fracturing as a gelling agent. HUMAN EXPOSURE AND TOXICITY: Adipic acid exhibits an asthma hazard index of 0.75 using the chemical asthma hazard assessment program. Substances with indices of >0.5 have a high probability of being an asthmagen. Threshold for irritation of the human eye was 20 mg/cu m. ANIMAL STUDIES: Adipic acid is slightly toxic on acute exposure but produces moderate to severe eye irritation in rabbits (20 mg/24 hr). High concentrations of adipic acid can cause persistent pulmonary structural and functional alterations. In both mice and rabbits, lethal doses produce signs of inactivity, stomach and intestinal distention, and irritation and hemorrhage of the intestines. A group of mice received intravaginally, three time weekly, applications of a powdered mixture containing urea, adipic acid, and carboxymethyl cellulose. There was a high incidence of vaginal cancer after prolonged treatment. Experiments extended over one year, in which the three ingredients were given separately, yielded no tumors. Adipic acid is not mutagenic in Salmonella typhimurium strains TA98, TA100, TA1535, TA |
| Average Daily Intake | AIR INTAKE: (assume air concn of 0.1 ug/cu m): 2 ug(1)WATER INTAKE: insufficient dataFOOD INTAKE: insufficient data. |
| 生態毒性抜粋 | /AQUATIC SPECIES/ ... Adipic acid is slightly to moderately toxic to fish, daphnia, and algae in acute tests. |
| Plant Concentrations | Adipic acid has identified as a component of tobacco(1).Adipic acid occurrence in plants(1).[Table#697] |
| Signs and Symptoms | Cough. Sore throat.Redness. Pain. |
| Ongoing Test Status | EPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assaysClick on the "Chemical Explorer" button on the tool bar to see the data./[USEPAICSS Dashboard ApplicationAvailable from, as of December 8, 2014: http://actor.epa.gov/dashboard/] |
| 大気基準 | This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Adipic acid is produced, as an intermediate or final product, by process units covered under this subpart. |
| CERCLA 報告数量 | Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 5000 lb or 2270 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b). |
| 清浄水法要件 | Adipic acid is designated as a hazardous substance under section 311(b)(2)(A) of the Federal Water Pollution Control Act and further regulated by the Clean Water Act Amendments of 1977 and 1978. These regulations apply to discharges of this substance. This designation includes any isomers and hydrates, as well as any solutions and mixtures containing this substance. |
| 水環境危害等級（WGK） | 1 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | AU8400000 |
| 輸送番号（UN） | UN3077 |
| 毒性 | LD50 orally in Rabbit: 5700 mg/kg LD50 dermal Rabbit > 7940 mg/kg |
| 税関コード | 29171210 |
| 危険文句（R） | 36-41 |
| 化審法 | (2)-858 |
| 安衛法 | 57,57-2 |
| 危険表示 | Xi |
| 安全措置（S） | 26-39-24/25 |
| 危険等級 | 9Eye Dam. 1 |
| 自然発火温度 | 788 °F |
| 環境リスク評価 | アジピン酸(124-04-9) |
| 貯蔵分類 | 11 - Combustible Solids |
| 有害物質データ | 124-04-9(Hazardous Substances Data) |
| 危険度評価（NFPA 704基準/消防庁データ） | 人的[青]=1 火災[赤]=1 |
用途
解説
hexanedioic acid．C6H10O4(146.14)．HOOC(CH2)4COOH．アジピン酸は，二塩基酸の一種．シクロヘキサノール，シクロヘキサノン，あるいはシクロヘキサンの酸化分解で得られる．アジポニトリルの加水分解によっても得られる．単斜柱状晶．融点153 ℃，沸点205 ℃(1.3 kPa)，265 ℃(13 kPa)．Ka1 253.76×10－5．エタノール，アセトンに可溶，エーテルにはほとんど不溶．ナイロン66の重要な製造原料，そのほかポリアミド繊維，アルキド樹脂，ポリエステル樹脂，可塑剤，医薬品などの合成原料としても大きな用途がある．LD50 1900 mg/kg(マウス，経口)．森北出版「化学辞典（第2版）
用途
有機合成原料。
用途
ナイロン樹脂原料(ヘキサメチレンジアミンとナイロン66をつくる)?可塑剤DOA?塗料?医薬品原料?香料固定剤?有機合成?分析用試薬 吸湿性がなく、酒石酸、クエン酸の代用としてアストリンゼント、レモン乳液、ヘアリンスなどに使用される 化粧品原料(清浄用化粧品、頭髪用化粧品、基礎化粧品、メークアップ化粧品、芳香化粧品、日焼け?日焼け止め化粧品、爪化粧品、口唇化粧品、口腔化粧品、入浴用化粧品) 食品添加物(酸味料、乳製品ホイッピング改良剤、食用油脂品質改良、フレーバー増強剤)
説明
Adipic acid is a crystalline powder with practically no odor. It has the lowest acidity of any of the acids commonly used in foods and has excellent buffering capacity in the range of pH 2.5 to 3.0. Like succinic and fumaric acid, adipic acid is practically nonhygroscopic. Its addition to foods imparts a smooth, tart taste. In grape-flavored products, it adds a lingering supplementary flavor and gives an excellent set to food powders containing gelatin. As a result, adipic acid has found a wide number of uses as an accidulant in dry powdered food mixtures, especially in those products having delicate flavors and where addition of tang to the flavor is undesirable. Its aqueous solutions have the lowest acidity of any of the common food acids. For concentrations from 0.5 to 2.4 g/100 mL, the pH of its solution varies less than half a unit. Hence, it can be used as a buffering agent to maintain acidities within the range of 2.5 to 3.0. This is highly desirable in certain foods, yet the pH is low enough to inhibit the browning of most fruits and other foodstuffs.
天然物の起源
Reported found as a minor constituent in butter, and has been found in other fats as a product of oxidative rancidity. It also occurs in beet juice, pork fat, guava fruit (Psidium guajava L.), papaya (Carica papaya L.) and raspberry (Rubus idaeus L.).
使用
Adipic Acid is primarily used in the synthesis of nylon. It has been used as a reagent in the solid-state polymerization of nylon analogs.
一般的な説明
Adipic acid is a white crystalline solid. Adipic acid is insoluble in water. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Adipic acid is used to make plastics and foams and for other uses.
使用用途
アジピン酸は、各種有機合成原料として使用され、特にナイロン-66やなどの高分子製造の原料モノマーとして多く利用されています。また、アルキド樹脂や医薬品等の合成原料としても利用されています。 アジピン酸は他にも、食品添加物として酸味料、品質改良剤、膨張剤等に使われています。また、酸の標準物質として、アルカリ標準液の標定にも用いられています。 アジピン酸をオクチルアルコール、デシルアルコール等とエステル化して得られるジエステルは、可塑剤や合成潤滑油として使用されています。
製法・合成法
製造方法
Adipic acid is produced from a mixture of cyclohexanol and cyclohexanone called "KA oil", the abbreviation of "ketone-alcohol oil." The KA oil is oxidized with nitric acid to give adipic acid, via a multistep pathway. Early in the reaction the cyclohexanol is converted to the ketone, releasing nitrous acid: HOC6H11 + HNO3 → OC6H10 + HNO2 + H2O Among its many reactions, the cyclohexanone is nitrosated, setting the stage for the scission of the C- C bond: HNO2 + HNO3 → NO+NO3- + H2O OC6H10 + NO+→ OC6H9-2 - NO + H+ Side products of the method include glutaric and succinic acids. Related processes start from cyclohexanol, which is obtained from the hydrogenation of phenol.
調製方法
Adipic acid is prepared by nitric acid oxidation of cyclohexanol or cyclohexanone or a mixture of the two compounds. Recently, oxidation of cyclohexene with 30% aqueous hydrogen peroxide under organic solvent- and halide-free conditions has been proposed as an environmentally friendly alternative for obtaining colorless crystalline adipic acid.
合成方法
シクロヘキサンの酸化による方法，シクロヘキセンの水和と酸化による方法，ブタジエン法，過酸化水素による酸化
純化方法
For use as a volumetric standard, adipic acid is crystallised once from hot water with the addition of a little animal charcoal, dried at 120o for 2hours, then recrystallised from acetone and again dried at 120o for 2hours. Other purification procedures include crystallisation from ethyl acetate and from acetone/petroleum ether, fusion followed by filtration and crystallisation from the melt, and preliminary distillation under vacuum. [Beilstein 2 IV 1956.]