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2-아미노페놀

2-Aminophenol

HCID 5801
새 노트새 반응견적 요청하기
인쇄 미리보기

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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
27598-85-2
표준 SMILES
Nc1ccccc1O
InChIKey
CDAWCLOXVUBKRW-UHFFFAOYSA-N
분자식
C6H7NO
평균 분자량
109.13 g/mol
단동위원소 질량
109.05276384

개요

O-aminophenol appears as off-white crystals or beige powder. (NTP, 1992)

이름 및 식별자

우선 이름
2-Aminophenol
IUPAC
2-aminophenol
현지명
2-아미노페놀
영어명
2-Aminophenol
분자식
C6H7NO
분자량
109.13

이름 및 동의어

2-Aminophenol95-55-6O-AMINOPHENOLo-Hydroxyaniline2-HydroxyanilinePhenol, 2-amino-2-Amino-1-hydroxybenzeneFouramine OPBenzofur GGPelagol Grey GGPelagol 3GANako Yellow 3GA
이름 더 보기
2-아미노-1-히드록시벤젠2-아미노페놀O-아미노페놀아미노페놀ORTHO AMINO PHENOLOAPOrsinRodol 2G2-amino-phenoMesalaMine IMpurity CMesalazine EP IMpurity C
BASF ursol 3GAZoba 3GAPhenol, o-amino-Questiomycin Bo-Hydroxyphenylamineortho-aminophenol2-HydroxyanalineNako Yellow ga

데이터베이스 식별자

CAS
27598-85-2、95-55-6
PubChem CID
5801
DTXSID
DTXSID8024498
ChEMBL
CHEMBL28319
ChEBI
CHEBI:18112
UNII
23RH73DZ65
EC Number
202-431-1
Nikkaji
J3.955A

물성

구조 계산 물성보충 중

XLogP
0.6
극성 표면적
46.3 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
2
회전 가능 결합 수
0
무거운 원자 수
8
형식 전하
0
복잡도
74.9

실험 및 물리화학적 성질

Chemical Classes · 2건

Nitrogen Compounds -> Amino Phenols

Dye

DrugsPharmaceuticals -> Listed in ZINC15
Cosmetics · 2건

Cosmetic ingredients (o-Aminophenol) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 3건

log Kow = 0.62

0.62

0.57

Density · 3건

1.328 (NTP, 1992) - Denser than water; will sink

1.328 g/cu cm at 25 °C

1.3 g/cm³

Color/Form · 4건

Crystals, rapidly becoming brown

White orthorhombic bipyramidal needles from benzene or water

White crystals; turn brown with age

COLORLESS RHOMBIC NEEDLES OR PLATES

Solubility · 5건

less than 0.1 mg/mL at 70 °F (NTP, 1992)

1 g dissolves in 50 mL cold water, 23 mL alcohol

Slightly soluble in toluene, chloroform, and cold water; soluble in ethanol, and hot water, very soluble in acetonitrile, ethyl acetate, acetone, dimethyl sulfoxide

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P271, P280, P301+P317, P304+P340, P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P271, P280, P301+P317, P304+P340, P317, P318, P330, P405, and P501 (click each P-code to see the statement)

유해성 정보

Regulatory Information · 4건

Chemical: Phenol, 2-amino-

Chemical: Phenol, amino-

Status: Active Update: 19-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/19856

2-Aminophenol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Phenol, 2-amino-: Human health tier II assessment
DOT LabelPoison
Fire Hazards · 2건

Excerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialCombustible
Health HazardsSYMPTOMS: Symptoms of exposure to this compound include redness of the skin, coughing, and nausea.
Hazards Summary · 1건

Skin sensitization is the greatest hazard from industrial exposure. Occupational asthma and methemoglobinemia have been reported after dust inhalation. [HSDB from Patty, F. (ed.). Industrial Hygiene and Toxicology: Volume II: Toxicology. 2nd ed. New York: Interscience Publishers, 1963. 2131] Can induce methemoglobinemia; A skin sensitizer; [ICSC]

화학 및 산업

약리 정보

Metabolism/Metabolites · 5건

Recovery in urine for 24 hr of a single oral dose of 1 g in rabbits (strain and sex not given) was 95% of the administered dose: 11% unchanged o-aminophenol, 2-4% acetamidophenol, 15% aminophenolsulfate, 52% aminophenylglucuronide, 13% acetamidophenylglucuronide.

Yields 3-aminoacetechol in rabbit; yields o-aminophenyl-beta-glucuronide in guinea pig, mouse, rabbit; yields o-aminophenylsulfate in rabbit, mouse; yields 4-aminoresorcinol probably in rabbit.

Yields 3-aminoacetechol in rabbit. Yields o-aminophenyl-beta-d-glucuronide in guinea pig, mouse, rabbit. /From table/

Yields o-aminophenyl sulfate in rabbit, mouse. Yields 4-aminoresorcinol probably in rabbit. /From table/

For more Metabolism/Metabolites (Complete) data for 2-Aminophenol (8 total), please visit the HSDB record page.

Absorption, Distribution and Excretion · 2건

Recovery in urine for 24 hr of a single oral dose of 1 g in rabbits (strain and sex not given) was 95% of the administered dose ...

The substance can be absorbed into the body by ingestion, through the skin and by inhalation of its aerosol.

용도 및 제조

Uses · 6건

CIR ingredient: o-Aminophenol

Used in dyes for furs and hair, as a developer in photography, and an intermediate for pharmaceuticals. [HSDB]

Photographic Processing [Category: Other]

Manufacture of azo and sulfur dyes ... hydrochloride used in dyeing fur, hair, leather, etc.

Dyeing furs and hair ... Manufacture of pharmaceuticals

/2-Aminophenol is/ a strong reducing agent and is employed as a photographic developer ... it also acts as a corrosion inhibitor in paints and as an anticorrosion-lubricating agent in 2-cycle engine fuels. 2-Aminophenol is a principal intermediate in the synthesis of such heterocyclic systems as oxyquinolines, phenoxazines, and benzoxazoles (which are inflammation inhibitors) ... 2-Aminophenol is specifically used for shading leather, fur, and hair from grays to yellowish brown. It has also found application in the determination and extraction of certain precious metals.

관련 반응

532건
반응 기록 만들기
HRID 5845 반응식
HRID 5845반응물로uspto-grants-1993_09
HRID 6209 반응식
HRID 6209반응물로uspto-grants-1993_09
HRID 6429 반응식
HRID 6429반응물로uspto-grants-1993_09
HRID 7681 반응식
HRID 7681반응물로uspto-grants-2006_08
HRID 7687 반응식
HRID 7687반응물로uspto-grants-2006_08
HRID 7692 반응식
HRID 7692반응물로uspto-grants-2006_08
HRID 7695 반응식
HRID 7695반응물로uspto-grants-2006_08
HRID 7706 반응식
HRID 7706반응물로uspto-grants-2006_08
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화합물 노트

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Soluble in ethyl ether; very soluble in ethanol; slightly soluble in benzene, trifluoroacetic acid

In water, 2.0X10+3 mg/L at 20 °C

Flash Point · 2건

168 °C (334 °F) - closed cup

>175 °C c.c.

Boiling Point · 3건

Sublimes at 307 °F at 11 mmHg (NTP, 1992)

Sublimes at 153 °C

243 °C @760 [mm Hg]

Decomposition · 2건

When heated to decomposition it emits toxic /nitroxides/.

170-174 °C

Melting Point · 4건

342 to 343 °F (NTP, 1992)

170-174 °C

MP: 172-173 °C; sublimes on further heating

174 °C

물리화학적 성질

녹는점
172 °C · 172 °C
끓는 점
164 °C · 164 °C (11.2515 mmHg)
밀도
1.328 · 1.328
증기압
14 hPa · 14 hPa (153 °C)
굴절률
1.5444 · 1.5444 (estimate)
인화점
168 °C · 168 °C
저장 조건
30 °C · Store below +30°C.
용해도
17 g/L · 17g/L(20°C)
물리적 상태
가루
산도 계수 (pKa)
4.78 · 4.78, 9.97(at 20℃)
색상
흰색에서 갈색으로
수소이온지수(pH)
6.5 · 6.5-7.5 (10g/l, H2O, 20℃)
수용성
17 g/L · 17g/L(20℃)
Merck
14 · 14,461
BRN
606075 · 606075
Henry's Law Constant
4.9 · 4.9×104 mol/(m3Pa) at 25℃, HSDB (2015)
안정성
안정적이지만 공기나 빛에 민감할 수 있습니다. 강한 산화제와 호환되지 않습니다.
화장품 원료 기능
머리 염색
InChI
1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2
InChIKey
CDAWCLOXVUBKRW-UHFFFAOYSA-N
SMILES
Nc1ccccc1O
LogP
0.62 · 0.620
NIST
2 · Phenol, 2-amino-(95-55-6)
EPA
o-Aminophenol (95-55-6)
화학적 성질 · 1건

2-aminophenol appears as colorless needles or as white crystalline substance turning tan to brown on exposure to air. It forms white orthorhombic bipyramidal needles when crystallized from water or benzene. The crystals have eight molecules to the elementary cell. Insoluble in benzene, soluble in ethanol and water. o-aminophenol is contained in hair dyes and can cause contact dermatitis in hairdressers.

Reactive GroupPhenols and Cresols
EC ClassificationSymbol: Xn; R: 20/22-68; S: (2)-28-36/37
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: III
Special Reports · 2건

European Commission, ESIS; IUCLID Dataset, 2-Aminophenol (95-55-6) (2000 CD-ROM edition).[Available from, as of June 7, 2010: http://esis.jrc.ec.europa.eu/]

Elder RL; J Am Coll Toxicol 7 (3): 279-334 (1988). Final report on the safety assessment of p-aminophenol, m-aminophenol & o-aminophenol. Review liver, immune system, reproduction, mutagenicity, embryotoxicity, kinetics, methemoglobinemia, renal tubular necrosis, photosensitization, skin irritation, eye irritation, & carcinogenicity of hair dye.

Reactivity ProfileO-AMINOPHENOL can react with oxidizing agents. (NTP, 1992) THF forms explosive products with 2-aminophenol [Lewis 3227].

안전 및 보호

Fire Fighting · 2건

This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)

Use alcohol-resistant foam, carbon dioxide, water spray, powder.

First Aid Measures · 4건

Fresh air, rest. Refer for medical attention.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give a slurry of activated charcoal in water to drink. Refer for medical attention .

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageStore in an area without drain or sewer access. Well closed. Separated from oxidants and food and feedstuffs.
Fire Fighting Procedures · 2건

Use dry chemical, carbon dioxide, or alcohol foam extinguishers. Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Storage containers and parts of containers may rocket great distances, in many directions. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position ... The only respirators recommended for fire fighting are self-contained breathing apparatuses that have full facepieces and are operated in a pressure-demand or other positive-pressure mode. /Anisidines/

If material on fire or involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Use water in flooding quantities as fog. Use foam, dry chemical, or carbon dioxide. Keep run-off water out of sewers and water sources. /Aminophenols/

Storage ConditionsStore in tightly closed containers in a cool, well-ventilated area. Aminophenols must be stored to avoid contact with strong oxidizers (such as chlorine, bromine, and fluorine), since violent reactions occur. /Aminophenols/
Cleanup Methods · 1건

Spill handling: keep dust under control. Use a vacuum or wet method to reduce dust during clean-up. Do not sweep. Evacuate persons not wearing protective equipment from area of spill or leak until clean-up is complete. Remove all ignition sources. Collect powdered material in the most convenient and safe manner and deposit in sealed containers. Ventilate area after clean-up is complete. It may be necessary to contain and dispose of this chemical as a hazardous waste. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Contact your Department of Environmental Protection of your regional office of the federal EPA for specific recommendations. /Aminophenols/

Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2건

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. 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 soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Incineration. /Aminophenols/

Spillage Disposal · 1건

Personal protection: chemical protection suit and particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Preventive Measures · 4건

... Disposable natural rubber latex gloves and disposable PVC gloves should not be used repeatedly for handling the hair dye products /p-aminophenol, m-aminophenol, o-aminophenol, and p-phenylenediamine/.

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. /Aminophenols/

Personnel protection: Avoid breathing dusts, and fumes from burning material. Keep upwind ... Avoid bodily contact with the material ... Do not handle broken packages unless wearing appropriate personal protective equipment. /Aminophenols/

SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:

독성 정보

Treatment · 1건

Methemoglobinemia can be treated with supplemental oxygen and methylene blue 1% solution administered intravenously slowly over five minutes followed by IV flush with normal saline. Methylene blue restores the iron in hemoglobin to its normal (reduced) oxygen-carrying state. (L1613)

Interactions · 1건

An investigation was carried out of the effects of ortho-aminophenol (95556) (o-AP), meta-aminophenol (591275) (m-AP), para-aminophenol (123308) (p-AP) & acetaminophen (103902) (AAP) on the induction of preneoplastic lesions in the liver & kidney of male Fischer-344-rats by N-ethyl-N-hydroxyethylnitrosamine (13147256) (EHEN). The rats in this 52 wk investigation included those give 0.1% EHEN in their drinking water for 2 wk & then, beginning 1 wk later, given 0.8% of either o-AP, m-AP, p-AP or AAP in the basal diet for 49 wk; those given EHEN & thereafter only the basal diet; & those given one of the test cmpds without prior EHEN admin. Body, liver & kidney weights were determined for sacrificed rats, & liver sections were subjected to immunohistochemical exam of glutathione-S-transferase placental type (GSTP) positive foci. The numbers of GSTP positive foci in the liver were significantly decreased in rats given o-AP, m-AP, p-AP or AAP after EHEN as compared to values for rats given EHEN alone. However, lowered incidences of GSTP positive foci were observed only in rats given o-AP or AAP after EHEN. Only p-AP & AAP gave significantly higher incidences of microadenoma & adenoma in the kidney.

Health Effects2-Aminophenol may act as a skin sensitizer and cause contact dermatitis. In addition, inhalation of large amounts can cause methemoglobinemia and bronchial asthma. (T21)
Ecotoxicity Values · 5건

LD50 Coturnix coturnix japonica (Japanese Quail) oral 316 mg/kg bw endpoint: mortality

LD50 House Sparrow oral 316 mg/kg bw

LD50 Redwinged Blackbird oral > 1000 mg/kg bw

LD50 Starling oral > 1000 mg/kg bw

LC50; Species: Danio rerio (zebra danio, eggs); Conditions: freshwater, static, 26 °C, dissolved oxygen >7 mg/L; Concentration: 0.033 mg/L (0.033-0.034 mg/L) (33 ug/L (33-34 ug/L)) for 72 hr /formulated product, 99% pure/

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 90(SRC), determined from a structure estimation method(2), indicates that 2-aminophenol is expected to have high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(3,4), suggesting that mobility may be much lower in some soils(SRC). Measured pKa values are 4.72 and 9.71(5), for the amine and hydroxy functional groups, respectively(6); 2-aminophenol is amphoteric and behaves either as a weak acid or weak base; the basic character usually predominates(5). Volatilization of 2-aminophenol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(7). 2-Aminophenol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 5X10-4 Hg at 25 °C(SRC), determined from a fragment constant method(8). Based on screening tests, 2-aminophenol is expected to biodegrade; when present at 100 mg/L, in a respirometry screening test using an activated sludge inoculum, 45% of the theoretical BOD was reached in 10 days(9). A rate constant of 0.279X10-2 per hour was measured for 2-aminophenol in a screening test using a non-adapted activated sludge inoculum(10). Under denitrifying conditions in sediment, 2-aminophenol was mineralized following a long lag phase at a rate of 12.9 umol/L/day(11). It was not mineralized under methanogenic conditions in a 26-week sediment grab sample study(11).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 90(SRC), determined from a structure estimation method(2), indicates that 2-aminophenol is 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 2X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of 0.62(6) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 2-Aminophenol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Based on screening tests, 2-aminophenol is expected to biodegrade when present at 100 mg/L, in a respirometry screening test using an activated sludge inoculum, 45% of the theoretical BOD was reached in 10 days(7). A rate constant of 0.279X10-2 per hour was measured for 2-aminophenol in a screening test using a non-adapted activated sludge inoculum(8). Under denitrifying conditions in sediment, 2-aminophenol was mineralized following a long lag phase at a rate of 12.9 umol/L/day(9). It was not mineralized under methanogenic conditions in a 26-week sediment grab sample study(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-aminophenol, which has an estimated vapor pressure of 5.0X10-4 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2-aminophenol 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 5 hours(SRC), calculated from its rate constant of 7.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 2-aminophenol may be removed from the air by wet or dry deposition(SRC). 2-Aminophenol absorbs light at wavelengths 281 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Exposure Routes · 2건

The substance can be absorbed into the body by ingestion, through the skin and by inhalation of its aerosol.

Oral (L138) ; inhalation (L138)

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

2-Aminophenol interacts with both adult and fetal hemoglobin, forming methemoglobin. In comparison to its isomers, 3-aminophenol and 4-aminophenol, 2-aminophenol is the most effective in forming methemoglobin. Since methemoglobin cannot bind oxygen like hemoglobin can, elevated levels of methemoglobin cause a condition called methemoglobinemia, which can result in tissue hypoxia. (L1613, A2862)

Ecotoxicity Excerpts/BIRDS and MAMMALS/ Ip injection of 50 mg/kg /of 2-Aminophenol/ in Japanese quail produced a peak of 25% methemoglobin in the blood after 10 min.
Signs and Symptoms · 5건

See Ingestion.

MAY BE ABSORBED!

Redness.

Blue lips, fingernails and skin. Confusion. Convulsions. Cough. Dizziness. Headache. Laboured breathing. Nausea. Unconsciousness. Symptoms may be delayed.

2-Aminophenol may cause contact dermatitis. Signs and symptoms of methemoglobinemia may include shortness of breath, cyanosis, mental status changes, headache, fatigue, exercise intolerance, dizziness and loss of consciousness. Severe methemoglobinemia can result in dysrhythmias, seizures, coma, and death. (T21, L1613)

ICSC Environmental DataThis substance may be hazardous to the environment. Special attention should be given to aquatic organisms.
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-aminophenol can be estimated to be 90(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-aminophenol is expected to have high mobility in soil. However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(3-4), suggesting that mobility may be much lower in some soils(SRC). Measured pKa values are 4.72 and 9.71(5), for the amine and hydroxy functional groups, respectively(6); 2-aminophenol is amphoteric and behaves either as a weak acid or weak base; the basic character usually predominates(5). At pH 8.4, 25.5% of added 2-aminophenol is sorbed by an organoclay(7). The sorptive capacity of clays for amine-substituted phenolic sorbate decreased with increasing pH above the corresponding pKa(8).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
SJ4950000
ridadr
UN 2512 (AMINOPHENOLS (o-, m-, p-))
독성
LD50 orally in Rabbit: 1300 mg/kg
HS 번호
29222900
risk_code
20/22-68-34-20/21/22
hazard_code
Xn,C
safety_code
28-36/37-28A-45-36/37/39-26-68-20/22
포장분류
III
위험 등급
6.1
기존화학 물질
KE-01527
F 고인화성물질
8-10-23
자연 발화 온도
190 °C
Hazard Classifications
Acute Tox. 4 InhalationAcute Tox. 4 OralMuta. 2
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
유해 물질 데이터
95-55-6(Hazardous Substances Data)
U.S. Imports · 2건

(1977) 3.01X10+7 G (PRINCPL CUSTMS DISTS)

(1979) 4.73X10+7 G (PRINCPL CUSTMS DISTS)

U.S. Production · 5건

(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Production figures for the aminophenols are scarce, the compounds usually being classified along with many other aniline derivatives. Most production of the technical grade materials (95% purity) occurs on-site as they are chiefly used as intermediate reactants in continuous chemical syntheses. World production of the fine chemicals (99% purity) is probably no more than a few hundred metric tons yearly... /Aminophenols/

Phenol, 2-amino- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

For more U.S. Production (Complete) data for 2-Aminophenol (6 total), please visit the HSDB record page.

Methods of ManufacturingBy reduction of ortho-nitrophenol mixed with aqueous ammonia by means of stream of hydrogen sulfide.
Formulations/PreparationsGrades: technical; 99% minimum.
Household ProductsInformation on 3 consumer products that contain 2-Aminophenol in the following categories is provided:
Use ClassificationCosmetics -> Hair dyeing
General Manufacturing Information · 2건

Phenol, 2-amino-: ACTIVE

Also available as the hydrochloride

응용 분야 · 2건

용도2-Aminophenol is an isomer of 4-Aminophenol and is used as a reagent for the synthesis of heterocyclic compounds and dyes. It is also used to make dyes and pharmaceuticals.

일반 설명2-Aminophenol, also called o-aminophenol, is an aromatic amphoteric compound with the formula C6H4(OH)NH2. It is a white needle-shaped crystal that darkens when exposed to light and air. It is an isomer of aminophenol and serves as a vital chemical intermediate for dyes, medicine, printing, and biological applications.

제조 방법

2-Aminophenol is obtained by reduction of o-nitrophenol with sodium sulfide or hydrogen gas.

상·하류 제품 정보

상류 원료

황화나트륨O-클로로니트로벤젠2-니트로페놀

하류 제품

2-아세트아미도페놀Fluorescent Brightener 185Mordant Blue 13Direct Red 2435-Methoxymethyl-2,3-pyridinedicarboxylic acid피레녹신2-클로로벤족사졸포살론2(3H)-벤즈옥사졸론Glyoxalbis(2-hydroxyanil)리액티브블루104디벤족사조일나프탈렌옥신-구리8-HydroxyquinaldineReactive Blue X-R펜옥사프로프-에틸4-(2-Oxo-1,3-benzoxazol-3(2H)-yl)butanoic acid8-하이드록시퀴놀린4-비닐피리딘Sulphur Brown 5Direct Violet 89

추가 설명

정의ChEBI: 2-aminophenol is the aminophenol which has the single amino substituent located ortho to the phenolic -OH group. It has a role as a bacterial metabolite.