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에틸아닐린(2-)

2-Ethylaniline

HCID 11357
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
578-54-1
표준 SMILES
CCc1ccccc1N
InChIKey
MLPVBIWIRCKMJV-UHFFFAOYSA-N
분자식
C8H11N
평균 분자량
121.18 g/mol
단동위원소 질량
121.08914935

개요

2-ethylaniline appears as a brown liquid. Insoluble in water and less dense than water. Hence floats on water. May irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation or skin absorption.

이름 및 식별자

우선 이름
2-Ethylaniline
IUPAC
2-ethylaniline
현지명
에틸아닐린(2-)
영어명
2-Ethylaniline
분자식
C8H11N
분자량
121.18

이름 및 동의어

2-ETHYLANILINE578-54-1o-EthylanilineBenzenamine, 2-ethyl-o-Aminoethylbenzene2-EthylbenzenamineAniline, o-ethyl-Aniline, 2-ethyl-2-Ethyl aniline2-EthylphenylamineDTXSID0042242GR557N47K6
이름 더 보기
2-에틸아닐린에틸아닐린(2-)NOEOLEYLETHANOLAMIDEo-ethyl-anilinAKOS 911382-ethyl-anilin
NSC-62014DTXCID8022242RefChem:86941209-424-22-ethyl-anilineNSC 62014MFCD000077512-?Ethylaniline

데이터베이스 식별자

CAS
578-54-1
PubChem CID
11357
DTXSID
DTXSID0042242
ChEMBL
CHEMBL3185556
UNII
GR557N47K6
EC Number
209-424-2
Nikkaji
J28.429G

물성

구조 계산 물성보충 중

XLogP
1.7
극성 표면적
26 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
1
무거운 원자 수
9
형식 전하
0
복잡도
80.6

실험 및 물리화학적 성질

Chemical Classes · 2건

Nitrogen Compounds -> Amines, Aromatic

Flammable agents - 2nd degree

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogPlog Kow= 1.74
Density0.982 @ 20 °C
Viscosity6.0242X10-2 Pa.s @ -46.5 °C
Color/FormBrown liquid
Solubility · 2건

Soluble in alcohol and toluene; insoluble in water

Slightly soluble in chloroform and water; very soluble in ethanol and ethyl ether

Flash Point · 3건

185 °F (NFPA, 2010)

85 °C

185 °F (85 °C) (OPEN CUP)

Boiling Point209.65 °C
DecompositionWhen heated to decomposition it emits highly toxic fumes of aniline and nitroxides.
Melting Point

안전 및 규제

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

GHS 분류

GHS Classification · 4건

Danger

H302 (58.4%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 125 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 5건

Chemical: Benzenamine, 2-ethyl-

Benzenamine, 2-ethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, 2-ethyl- 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: 20-12-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/17856

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

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelPoison
Fire Hazards · 2건

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· Combustible material: may burn but does not ignite readily.

Fire PotentialFlammable when exposed to heat or flame ...
Health Hazards · 2건

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

화학 및 산업

약리 정보

Metabolism/Metabolites2-ethylaniline has known human metabolites that include 2-Ethylacetanilide.

용도 및 제조

Uses · 2건

Used as an intermediate for pharmaceuticals, dyestuffs, and pesticides; [Hawley] Also used as a reactant in conductive polymer production; [NTP]

Intermediate for pharmaceuticals, dyestuffs, pesticides, and other products.

U.S. Production2023: <50,000 lb
Industry UsesDye
General Manufacturing Information · 2건

Synthetic Dye and Pigment Manufacturing

Benzenamine, 2-ethyl-: ACTIVE

응용 분야

용도Intermediate for pharmaceuticals, dyestuffs, pesticides, and other products.

일반 설명A brown liquid. Insoluble in water and less dense than water. Hence floats on water. Flash point 185°F. May irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation or skin absorption.

상·하류 제품 정보

상류 원료

황화나트륨2-Ethylnitrobenzene수산화나트륨철분1-Azido-2-ethyl-benzene(2-Ethylphenyl)methylamine

관련 반응

98건
반응 기록 만들기
HRID 3729 반응식
HRID 3729반응물로uspto-grants-1998_03
HRID 25467 반응식
HRID 25467반응물로uspto-grants-2005_02
HRID 58583 반응식
HRID 58583반응물로uspto-grants-2016_09
HRID 70974 반응식
HRID 70974반응물로uspto-grants-2014_09
HRID 72818 반응식
HRID 72818반응물로uspto-grants-2014_09
HRID 138936 반응식
HRID 138936반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 143456 반응식
HRID 143456반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 148545 반응식
HRID 148545반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
1 / 13 페이지

화합물 노트

불러오는 중…

이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기
-46.5 °C
Vapor Pressure · 2건

0.17 [mmHg]

0.170 mm Hg

물리화학적 성질

녹는점
-44 °C · -44 °C (lit.)
끓는 점
210 °C · 210 °C (lit.)
밀도
0.983 g/mL · 0.983 g/mL at 25 °C (lit.)
증기 밀도
4.2 · 4.2 (vs air)
증기압
0.11 mm · 0.11 mm Hg ( 20 °C)
굴절률
20 · n20/D 1.559(lit.)
인화점
196 °F · 196 °F
저장 조건
20 °C · −20°C
용해도
클로로포름(약간 용해됨), 메탄올(약간 용해됨)
물리적 상태
액체
산도 계수 (pKa)
1 · pK1:4.42(+1) (25°C)
색상
투명한 노란색에서 적갈색까지
수용성
불용성
BRN
1841268 · 1841268
Henry's Law Constant
2.6 · 2.6×100 mol/(m3Pa) at 25℃, Brockbank (2013)
InChI
1S/C8H11N/c1-2-7-5-3-4-6-8(7)9/h3-6H,2,9H2,1H3
InChIKey
MLPVBIWIRCKMJV-UHFFFAOYSA-N
SMILES
CCc1ccccc1N
LogP
1.74 · 1.74
NIST
2 · 2-Ethylaniline(578-54-1)
EPA
o-Ethylaniline (578-54-1)

화학적 성질

2-Ethylaniline is a yellow liquid that turns brown on standing in air

Hazards Summary · 1건

Emergency treatment: Aniline; [HSDB] May cause skin, eye, and mucous membrane irritation; [CAMEO] Cyanosis observed in rats within 24 hours of dosing in lethal-dose gavage study; Not irritating to skin and mildly irritating to eyes of rabbits; [EPA: HPVIS] May cause skin, eye, mucous membrane, and upper respiratory tract irritation; Exposure to high concentrations can induce methemoglobinemia; Long-term exposure may cause changes in liver and nervous system; No evidence of mutagenicity; [NTP] Harmful if ingested; Toxic by inhalation or skin absorption; [Aldrich MSDS] See Aniline.

DOT ID and Guide2273 153
Reactive GroupAmines, Aromatic
Reactivity Profile · 1건

2-ETHYLANILINE neutralizes acids in exothermic reactions to form salts plus water. The liquid may react with acids to release toxic fumes of aniline and oxides of nitrogen. Reacts violently with oxidizing materials. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

DOT Emergency Guidelines · 5건

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Health: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an 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. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.

/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.

For more DOT Emergency Guidelines (Complete) data for 2-ETHYLANILINE (8 total), please visit the HSDB record page.

DOT Hazard Classification · 4건

2-Ethylaniline

UN2273

Div 6.1 Poisonous materials (49 eCFR § 173.132)

PG III: the degree of danger presented by the material is minor

Air and Water ReactionsInsoluble in water.

안전 및 보호

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Accidental Release Measures · 2건

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2건

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting ProceduresTo fight fire, use foam, carbon dioxide, dry chemical.
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Disposal Methods · 1건

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Isolation and Evacuation · 2건

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Immediate precautionary measure

Personal Protective Equipment (PPE)Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Emergency Response Planning GuidelinesSmall Fire

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 143(SRC), determined from a structure estimation method(2), indicates that 2-ethylaniline is expected to have high mobility in soil(SRC). However, aromatic amines (including anilines) bind to humic material found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Also, a pKa value of 4.3(4) suggests that 2-ethylaniline will exist partially in the protonated form in moist soils and the protonated form of 2-ethylaniline is expected to bind strongly to soil surfaces and not volatilize. Volatilization of the neutral species from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(5). 2-Ethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.170 mm Hg(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 143(SRC), determined from an estimation method(2), indicates that 2-ethylaniline is not expected to adsorb to sediment and suspended solids in water(SRC). However, aromatic amines(including anilines) bind to humic material found in water in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Volatilization of the neutral species from water surfaces is expected(4) based upon an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 7.5 and 85 days, respectively(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humic material in the water column(3). A pKa value of 4.30(6), suggests that 2-ethylaniline will exist partially in the protonated form in aqueous environments and the protonated form of 2-ethylaniline is not expected to volatilize from water. According to a classification scheme(7), an estimated BCF of 4.4(SRC), from a log Kow of 1.79(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-ethylaniline, which has a vapor pressure of 0.170 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-ethylaniline 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 3 hrs(SRC), calculated from its rate constant of 1.3X10-10 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Soil Adsorption/Mobility · 1건

A pKa value of 4.30(1) suggests that 2-ethylaniline will exist partially in the protonated form in moist soils and the protonated form of 2-ethylaniline is expected to bind strongly to soil surfaces(SRC). Using a structure estimation method based on molecular connectivity indices(2), the Koc for 2-ethylaniline can be estimated to be 143(SRC). According to a classification scheme(3), this estimated Koc value suggests that 2-ethylaniline is expected to have high mobility in soil. However, aromatic amines (including anilines) bind to humic material found in soil in two phases(4). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(4). Subsequently, there is a slow reaction that is not readily reversed(4).

Human Toxicity ExcerptsTOXIC BY INGESTION, INHALATION, SKIN ABSORPTION.
Artificial Pollution Sources2-Ethylaniline's production and use in the manufacturing of pharmaceuticals, dyestuffs, and pesticides(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1건

An estimated BCF of 4.4 was calculated for 2-ethylaniline(SRC), using a log Kow of 1.74(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1건

The Henry's Law constant for the 2-ethylaniline neutral species is estimated as 3.6X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that the neutral species is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 7.5 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 85 days(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humic material in the water column(3). Aromatic amines (including anilines) bind to humic material found in water in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). 2-Ethylaniline's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). 2-Ethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.170 mm Hg(4). A pKa value of 4.3(5), suggests that 2-ethylanilne will exist partially in the protonated form in aqueous environments and the protonated form of 2-ethylaniline is not expected to volatilize from water or moist soil surfaces(SRC).

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of 2-ethylaniline with photochemically-produced hydroxyl radicals has been estimated as 1.3X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2-Ethylaniline is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). In general, anilines absorb light in the environmental UV spectrum(>290 nm)(3). Based on this, 2-ethylaniline is expected to absorb light and may potentially undergo direct photolysis(SRC).

Probable Routes of Human ExposureOccupational exposure to 2-ethylaniline may occur through inhalation and dermal contact with this compound at workplaces where 2-ethylaniline is produced or used. (SRC)
Environmental Fate/Exposure Summary · 1건

2-Ethylaniline's production and use in the manufacturing of pharmaceuticals, dyestuffs, and pesticides may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 0.170 mm Hg at 25 °C indicates 2-ethylaniline will exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-ethylaniline will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 3 hrs. If released to soil, 2-ethylaniline is expected to have high mobility based upon an estimated Koc of 143. However, aromatic amines (including anilines) bind to humic material found in soil in two phases which could decrease movement in soil. Also, a pKa value of 4.3 suggests that 2-ethylaniline will exist partially in the protonated form in moist soils and the protonated form of 2-ethylaniline is expected to bind strongly to soil surfaces and not volatilize. Volatilization of the neutral species from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole. If released into water, 2-ethylaniline is not expected to adsorb to sediment and suspended solids in water based upon the estimated Koc. Volatilization of the neutral species from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant. Estimated volatilization half-lives for a model river and model lake are 7.5 and 85 days, respectively. However, volatilization from water surfaces may be attenuated by adsorption to humic material in the water column. The protonated form of 2-ethylaniline is not expected to volatilize from water. An estimated BCF of 4.4 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to occur due to the lack of hydrolyzable functional groups. Occupational exposure to 2-ethylaniline may occur through inhalation and dermal contact with this compound at workplaces where 2-ethylaniline is produced or used. (SRC)

Antidote and Emergency Treatment · 2건

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aniline and related compounds/

Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Monitor cardiac rhythm and treat arrhythmias as necessary... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation... . /Aniline and related compounds/

Non-Human Toxicity ValuesLD50 Rat oral 1260 mg/kg

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
BX9800000
ridadr
UN 2273
HS 번호
29214980
risk_code
36/37/38-33-23/24/25
hazard_code
T
safety_code
36/37/39-45-36/37-28A
포장분류
III
위험 등급
6.1
F 고인화성물질
8
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationSTOT RE 2
스토리지 클래스
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
유해 물질 데이터
578-54-1(Hazardous Substances Data)
AZOXYBENZENE series
2-에티닐라닐린98

하류 제품

3-메틸-6-니트로인다졸3-메틸-1H-인다졸-6-일아민Etodolac에틸벤젤아닐린4-디에틸아미노벤즈알데히드다이에틸아민2-ethyl-5-nitrobenzenamineN-에틸아닐린인돌4,4'-벤질리덴비스[N,N-디에틸아닐린]인돌린에타콸론2-에틸벤존니트릴N-(2-에틸-페닐)-프탈라민산