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아디핀산

Adipic Acid

HCID 196
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기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
124-04-9
표준 SMILES
O=C(O)CCCCC(=O)O
InChIKey
WNLRTRBMVRJNCN-UHFFFAOYSA-N
분자식
C6H10O4
평균 분자량
146.14 g/mol
단동위원소 질량
146.0579088

이름 및 식별자

우선 이름
Adipic Acid
IUPAC
hexanedioic acid
현지명
아디핀산
영어명
Adipic acid
분자식
C6H10O4
분자량
146.14

이름 및 동의어

adipic acidhexanedioic acid124-04-9Adipinic acid1,4-Butanedicarboxylic acidAdilactettenAcifloctinAcinetten1,6-Hexanedioic acidMolten adipic acidKyselina adipovaFEMA No. 2011
이름 더 보기
아디프산1,4-부탄디카르복실산1,4-부탄디카복실산1,6-아디프산안티프닉산몰텐안디프산HEXANEDIOICACID아디핀산아시네텐아시플록틴헥산이산아디픽산아디픽애씨드헥센다이오익애씨드,1,6-다이하이드라자이드몰텐 안디프산아딜락테텐안티프닉 산adipicadipateHexane diacidFEMA 2011HexanedioateAA, Adipic acidAsapic
AdipinsaureAcide adipiqueAdipidic acidDTXSID7021605NSC-762276A0JE0FKJINS NO.355AI3-03700

데이터베이스 식별자

CAS
124-04-9
PubChem CID
196
DTXSID
DTXSID7021605
ChEMBL
CHEMBL1157
ChEBI
CHEBI:30832
UNII
76A0JE0FKJ
EC Number
204-673-3
Nikkaji
J10.057I

물성

구조 계산 물성보충 중

XLogP
0.1
극성 표면적
74.6 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
4
회전 가능 결합 수
5
무거운 원자 수
10
형식 전하
0
복잡도
114

실험 및 물리화학적 성질

pHpH of saturated aqueous solution at 25 °C = 2.7; pH of 0.1% solution at 25 °C = 3.2
LogP · 3건

log Kow = 0.08

0.08

0.08

OdorOdorless
Taste · 2건

TART TASTE

Sour tasting

Density · 5건

1.36 at 68 °F (USCG, 1999) - Denser than water; will sink

1.360 g/cu cm at 25 °C

Bulk density: 640-800 kg/cu m

1.36 g/cm³

1.36

ViscosityViscosity of melt: 4.54 cP at 160 °C; 2.64 cP at 193 °C
Color/Form · 4건

Monoclinic prisms from ethyl acetate, water, or acetone and petroleum ether

White monoclinic prisms

White crystalline solid

Colorless

Solubility · 6건

Slightly soluble in water. Freely soluble in ethanol

In water, 3.00X10+4 mg/L at 30 °C

In water, 0.633/100 parts (wt/wt) ether at 19 °C

In water, 160 g/100 mL boiling water

1.4 g/100 mL water at 10 °C

For more Solubility (Complete) data for ADIPIC ACID (7 total), please visit the HSDB record page.

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 6건

Warning

H319: 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.

유해성 정보

Regulatory Information · 4건

Chemical: Hexanedioic acid

Hexanedioic 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/15464

Hexanedioic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Hexanedioic acid: Human health tier II assessment;IMAP assessments - Hexanedioic acid: Environment tier I assessment
DOT LabelClass 9
Fire Hazards · 2건

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.

Fire PotentialCombustible when exposed to heat or flame ...
Health HazardsInhalation 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 skin; may produce dermatitis. (USCG, 1999)

화학 및 산업

약리 정보

Metabolism/Metabolites · 2건

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. Further evidence was provided by the appearance of succinate in the urine of rats fed radioactive (14)C-adipic acid and injected with malonic acid. The presence of radioactive acetyl-gamma-phenyl-alphaaminobutyric acid after feeding gamma-phenyl-alpha-aminobutyric acid and (14)C-labeled adipic acid provided very strong evidence that acetate is a metabolite of adipic acid. Radioactive glycogen was isolated following feeding of glucose and radioactive adipic acid.

Adipic acid is metabolized via beta-oxidation to succinic and acetic acids, and subsequently to other normal intermediary metabolites.

Absorption, Distribution and Excretion · 2건

Absorbed adipic acid is primarily excreted in the urine unchanged or in the breath of carbon dioxide.

In man following ingestion, adipic acid is only partially metabolized; the balance is eliminated unchanged in the urine.

Tissue LocationsKidney;Liver
Cellular LocationsCytoplasm

용도 및 제조

Uses · 6건

CIR ingredient: Adipic Acid

Used to make nylon, polyurethane foams, lubricants, and plasticizers; Used in adhesives, baking powder, and food flavoring; [ACGIH]

The major markets for adipic acid include use as feedstocks for nylon 6,6 resins and fibers, polyester polyols and plasticzers.

... 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

관련 반응

256건
반응 기록 만들기
HRID 4254 반응식
HRID 4254생성물로반응물로uspto-grants-1988_02
HRID 9745 반응식
HRID 9745생성물로uspto-grants-2006_08
HRID 32861 반응식
HRID 32861반응물로uspto-grants-2008_09
HRID 48176 반응식
HRID 48176반응물로uspto-grants-2004_03
HRID 62568 반응식
HRID 62568생성물로uspto-grants-2016_09
HRID 68182 반응식
HRID 68182반응물로uspto-grants-2014_09
HRID 75068 반응식
HRID 75068반응물로uspto-grants-2014_09
HRID 128153 반응식
HRID 128153반응물로uspto-grants-1981_03
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화합물 노트

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Corrosivity · 2건

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.

Flash Point · 4건

376 °F Combustible solid (USCG, 1999)

385 °F, 196 °C (closed cup)

196 °C c.c.

376 °F

Boiling Point · 3건

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 Hg; 191 °C at 5 mm Hg; 159.5 °C at 1.0 mm Hg

265.00 °C. @ 100.00 mm Hg

338 °C

Decomposition · 2건

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.

물리화학적 성질

녹는점
151 · 151-154 °C(lit.)
끓는 점
265 °C100 · 265 °C100 mm Hg(lit.)
밀도
1 · 1,36 g/cm3
증기 밀도
5 · 5 (vs air)
증기압
1 mm · 1 mm Hg ( 159.5 °C)
굴절률
1.488 · 1.4880
FEMA
2011 · 2011 | ADIPIC ACID
인화점
385 °F · 385 °F
저장 조건
30 °C · Store below +30°C.
용해도
0.1 g/mL, · 메탄올: 0.1 g/mL, 투명, 무색
물리적 상태
고체
산도 계수 (pKa)
4.43 · 4.43(at 25℃)
색상
하얀색
냄새
와트시. 단사정계 프리즘, 실습. 냄새 없는
수소이온지수(pH)
3.74 · 3.74(1 mM solution);3.22(10 mM solution);2.71(100 mM solution);
생물학적 소스
synthetic
수용성
1.44 g/100 · 1.44 g/100 mL (15 ºC)
Merck
14 · 14,162
JECFA Number
623 · 623
BRN
1209788 · 1209788
Henry's Law Constant
6.6 · 6.6×107 mol/(m3Pa) at 25℃, Burkholder et al. (2019)
Dielectric constant
1.8 · 1.8(Ambient)
안정성
안정적인. 피해야 할 물질로는 암모니아, 강산화제 등이 있습니다.
주요 응용
향료 및 향
화장품 원료 기능
향기버퍼링
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
0.09 at · 0.09 at 25℃
NIST
Hexanedioic acid(124-04-9)
EPA
Adipic acid (124-04-9)
화학적 성질 · 1건

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.

Hazards Summary · 1건

A skin and eye irritant; Practically 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 water; May absorb water from the air and corrode metals; Harmful to the environment; [CAMEO]

FDA Requirements · 2건

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.

Reactive GroupAcids, Carboxylic
EC ClassificationSymbol: Xi; R: 36; S: (2)
EPA Safer ChemicalChemical: Adipic acid; Green circle - The chemical has been verified to be of low concern based on experimental and modeled data.
Reactivity Profile · 1건

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 water; those 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

안전 및 보호

Fire Fighting · 2건

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.

First Aid Measures · 4건

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 .

First AidINHALATION: remove victim to fresh air; get medical attention if irritation persists.;EYES: flush with water for at least 15 min.;SKIN: flush with water. (USCG, 1999)
Exposure Control and Personal Protection2.0 [mg/m3], inhalable fraction of the aerosol[German Research Foundation (DFG)]
Fire Fighting Procedures · 4건

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.

Storage Conditions · 2건

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: ambient; venting: open

Cleanup Methods · 5건

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.

Nonfire Spill Response · 1건

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 loosely; move 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)

Disposal Methods · 5건

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 quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and 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.

Spillage DisposalSweep spilled substance into covered plastic containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water.
Preventive Measures · 5건

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 · 1건

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 directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)

독성 정보

Interactions · 1건

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.

Ecotoxicity Values · 5건

LC50; Species: Lepomis machrochirus (bluegill sunfish); Concentration: = < 330 mg/L for 24 hr /Conditions of bioassay not specified/

LC50; Species: Pimephales promelas (fathead minnow); Conditions: /static bioassay/; Concentration: >300 mg/L for 1 hr

LC50; Species: Pimephales promelas (fathead minnow); Conditions: /static bioassay/; Concentration: 172 mg/L for 24 hr

LC50; Species: Pimephales promelas (fathead minnow); Conditions: /static bioassay/; Concentration: 97 mg/L for 72-96 hr

For more Ecotoxicity Values (Complete) data for ADIPIC ACID (6 total), please visit the HSDB record page.

Environmental Fate · 3건

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).

Food Survey Values · 1건

Aerosol emission rates of adipic acid from frying hamburger meat was 1.6 mg/kg of meat cooked; emission 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).

Adverse EffectsAsthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.
Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol.
Toxicity Summary · 2건

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.org

IDENTIFICATION 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 IntakeAIR INTAKE: (assume air concn of 0.1 ug/cu m): 2 ug(1); WATER INTAKE: insufficient data; FOOD INTAKE: insufficient data.
Ecotoxicity Excerpts/AQUATIC SPECIES/ ... Adipic acid is slightly to moderately toxic to fish, daphnia, and algae in acute tests.
Plant Concentrations · 2건

Adipic acid has identified as a component of tobacco(1).

Adipic acid occurrence in plants(1).[Table#697]

Signs and Symptoms · 2건

Cough. Sore throat.

Redness. Pain.

Ongoing Test Status · 1건

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 assays; Click on the "Chemical Explorer" button on the tool bar to see the data./[USEPA; ICSS Dashboard Application; Available from, as of December 8, 2014: http://actor.epa.gov/dashboard/]

규제 정보

Regulatory Information · 4건

Chemical: Hexanedioic acid

Hexanedioic 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/15464

Hexanedioic acid: Does not have an individual approval but may be used under an appropriate group standard

FDA Requirements · 2건

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.

Atmospheric Standards · 1건

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 Reportable Quantities · 1건

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).

Clean Water Act Requirements · 1건

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.

안전 데이터

wgk
1
tsca
TSCA listed
rtecs
AU8400000
ridadr
UN3077
독성
LD50 orally in Rabbit: 5700 mg/kg LD50 dermal Rabbit > 7940 mg/kg
HS 번호
29171210
risk_code
36-41
hazard_code
Xi
safety_code
26-39-24/25
위험 등급
9
기존화학 물질
KE-03754
자연 발화 온도
788 °F
Hazard Classifications
Eye Dam. 1
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
124-04-9(Hazardous Substances Data)

... As an acidulant in dry powdered food mixtures, especially in those products having delicate flavors & where addition of a tang to the flavor is undesirable.

/Adipic acid/ 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 ... For concentrations /of adipic acid ranging/ from 0.5-2.4 g/100 mL, the pH ... varies less than half a unit. ... pH is low enough to inhibit browning of most fruits and other foodstuffs.

U.S. Exports · 5건

(1972) 1.95X10+9 G

(1975) 4.40X10+9 G

(1984) 2.52X10+10 g

(1987) 3,510,252 lb

CHEMICAL PROFILE: Adipic acid, Exports: 125 million pounds (1994)

U.S. Imports · 5건

(1972) 7.72X10+8 G

(1975) 4.3X10+8 G

(1984) 4.38X10+9 g

(1986) 12,356,621 lb

CHEMICAL PROFILE: Adipic acid, Imports: 110 million pounds (1994)

U.S. Production · 6건

2023: 1,000,000,000 - <2,500,000,000 lb;2022: 1,000,000,000 - <2,500,000,000 lb;2021: 1,000,000,000 - <2,500,000,000 lb;2020: 1,000,000,000 - <2,500,000,000 lb

(1972) 6.77X10+11 G

(1975) 6.10X10+11 G

(1985) 5.90X10+11 g

(1990) 1.62 billion lb

For more U.S. Production (Complete) data for ADIPIC ACID (10 total), please visit the HSDB record page.

Consumption Patterns · 5건

80% FOR NYLON 6,6 FIBERS; 5% FOR NYLON 6,6 PLASTICS; 4% FOR POLYURETHANE RESINS; 4% FOR PLASTICIZERS AND SYNTHETIC LUBRICANTS; 0.5% FOR FOOD ADDITIVES; 0.5% FOR MISC APPLICATIONS INCLUDING POLYESTER RESINS (1971).

CHEMICAL PROFILE: Adipic acid. Total nylon 66, 87% (reactant for nylon 66 fibers, 77%; reactant for nylon 66 resins, 10%); polyurethane resins, 4%: plasticizers, 3%; miscellaneous including food and polyester resin uses, 2%; exports, 3%.

CHEMICAL PROFILE: Adipic acid. Demand: 1985: 1.5 billion lb; 1986: 1.68 billion lb; 1987: 1.66 billion lb.

CHEMICAL PROFILE: Adipic Acid. Total nylon 6/6, 88% (reactant for nylon 6/6 fibers, 77%; reactant for nylon 6/6 resins, 11%); polyurethane resins, 3%; plasticizers, 2.5%; exports, 4.5%: miscellaneous, including food and polyester resin uses, 2%.

For more Consumption Patterns (Complete) data for ADIPIC ACID (8 total), please visit the HSDB record page.

Consumer UsesSurfactant (surface active agent);Anti-freeze agent;Solvent;Other;Intermediate;Not Known or Reasonably Ascertainable
Industry Uses · 1건

Other;Lubricating agent;Solvent;Anti-freeze agent;pH regulating agent;Processing aids not otherwise specified;Tanning agents not otherwise specified;Monomers;Sealant (barrier);Not Known or Reasonably Ascertainable;Plasticizer;Coalescing agent;Solids separation (precipitating) agent, not otherwise specified;Flocculating agent;Processing aids, specific to petroleum production;Flotation agent;Intermediate

Methods of Manufacturing · 3건

... Commercially important processes ... employ two major reaction stages. The first reaction stage is the production of the intermediates cyclohexanone and cyclohexanol, usually abbreviated as KA, KA oil, ol-one, or anone-anol. The KA (ketone, alcohol), after separation from unreacted cyclohexane (which is recycled) and reaction by-products, is then converted to adipic acid by oxidation with nitric acid.

Two companies Verdezyne and Rennovia are developing bio-based adipic acid production. Verdezyne uses genetically modified enzymes to ferment glucose to adipic acid. ... Rennovia uses air oxidation to convert glucose to glucaric acid, followed by hydrodeoxygenation to convert glucaric acid to adipic acid.

Oxidation of cyclohexane, cyclohexanol, or cyclohexanone with air or nitric acid.

Formulations/Preparations · 3건

GRADES: Technical; FCC.

Grades of purity: Commercial, 99.8%

Food grades

Household ProductsInformation on 18 consumer products that contain Adipic acid in the following categories is provided:;• Inside the Home;• Personal Care
Use Classification · 6건

EPA Safer Chemical Functional Use Classes -> Processing Aids and Additives

Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern

Food additives

Flavouring Agent -> FLAVOURING_AGENTFood Additives -> ACIDITY_REGULATOR -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Cosmetics -> Buffering

General Manufacturing Information · 6건

Wholesale and Retail Trade;Oil and Gas Drilling, Extraction, and Support activities;Primary Metal Manufacturing;Petroleum Lubricating Oil and Grease Manufacturing;Plastics Product Manufacturing;Utilities;Mining (except Oil and Gas) and support activities;Services;Other (requires additional information);All Other Basic Organic Chemical Manufacturing;Textiles, apparel, and leather manufacturing;Miscellaneous Manufacturing;Organic Fiber Manufacturing;Paper Manufacturing;Not Known or Reasonably Ascertainable;All Other Chemical Product and Preparation Manufacturing;Plastics Material and Resin Manufacturing;Paint and Coating Manufacturing;Synthetic Dye and Pigment Manufacturing

Hexanedioic acid: ACTIVE

Each year, an estimated 35,000 wells are hydraulically-fractured in the U.S. Although the oil and gas extraction industry as a whole has a relatively higher fatality rate compared to most of the U.S. general industry... there is currently no worker injury/illness or fatality data publicly available for hydraulic fracturing or flowback operations. Regardless of the availability of data, more workers are potentially exposed to the hazards created by hydraulic fracturing and flowback operations due to the large increase in the number of these operations in the past decade. /Hydraulic fracturing/

48th highest-volume chemical produced in USA (1985).

Since about 90% of worldwide adipic acid production is used in nylon-6.6, synthetic fiber producers are the predominant adipic acid manufacturers.

Adiponitrile can be the precursor of hexamethylenediamine and adipic acid by hydrolysis in the manufacture of nylon 6.6.

응용 분야 · 7건

용도아디 핀산은 밑창, PU 크기, 나일론 66 및 일부 용제의 기본 용액 생산에 사용할 수 있습니다. 의학에서 Adipic Acid는 산성 매체에서의 방출에 영향을주지 않고 기공 형성 제로서 사용될 수 있습니다.

용도1) 합성 섬유 특히 66-나일론의 제조 원료로서 중요하다. 2) 알키드 수지, 폴리에스테르의 한 성분. 3) 고급 알코올과의 디에스테르는 가소제. 4) 산의 1차 표준 물질로서 알칼리 표준액의 표준 적정에 사용된다.

용도유화제, 안정제, pH조정제, 향료고정제로 사용된다. 베이킹파우더의 산제, 치즈, 캔디, 젤리의 산미료, 알코올 음료의 향미증진제로 사용된다. 잼, 젤리의 겔 형성을 위한 pH조절제로 사용된다.

개요Adipic 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.

출처Reported 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.).

용도Adipic Acid is primarily used in the synthesis of nylon. It has been used as a reagent in the solid-state polymerization of nylon analogs.

일반 설명Adipic 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.

제조 방법 · 2건

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.

생산 방법Adipic 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.

상·하류 제품 정보

상류 원료

Organic ester구리메타보릭산1,3-부타디엔시클로헥센사이클로헥세인구리 아세트산 모노수화물오산화 바나듐질산사이클로헥산올수산화나트륨Bromide사이클로헥사논초산 망간(II)

하류 제품

디에틸2,5-디브로모헥산디오에이트다이메틸 지방질2,2-Dimethylcyclopentanone폴리우레탄 중합체PolyesterPolyolWater-soluble resinpolyesters containing quarternary ammonium groups아디프산디에틸에스테르나일론 6Monostearin2,5-비스(5-사차-뷰틸벤족사졸-2-일)싸이오펜헥사메틸렌디이소시아네이트아디프산디옥틸에스테르6-에톡시-6-옥소헥사노익산사이클로펜타놀나일론 6/6아디프산디노르말부틸에스테르아디포니트릴헥사메틸렌디아민글루타릭 안하이드라이드디옥틸아디페이트글루타르산디메타크릴레이트 디에틸렌글리콜사이클로펜타논2,5-티오펜이카복실산테트라코산산아디포일클로라이드
추가 설명 · 3건

순도시험(1) 비소 : 이 품목을 비소시험법에 따라 시험할 때, 그 양은 4.0ppm 이하이어야 한다. (2) 납 : 이 품목 5.0g을 취하여 원자흡광광도법 또는 유도결합플라즈마발광광도법에 따라 시험할 때, 그 양은 2.0ppm 이하이어야 한다. (3) 수은 : 이 품목을 수은시험법에 따라 시험할 때, 그 양은 1.0ppm 이하이어야 한다. (4) 융점 : 이 품목의 융점은 151.5~154.0℃이어야 한다.

정량법이 품목 1.5g을 정밀히 달아 250mL 공전삼각플라스크에 넣고 끓여 식힌 물 75mL를 넣은 후 0.5N 수산화나트륨용액으로 적정한다(지시약 : 페놀프탈레인시액 2~3방울).0.5N 수산화나트륨 용액 1mL = 36.54mg C6H10O4

정의ChEBI: An alpha,omega-dicarboxylic acid that is the 1,4-dicarboxy derivative of butane.