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에틸페놀(3-)

3-Ethylphenol

HCID 12101
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인쇄 미리보기
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
620-17-7
표준 SMILES
CCc1cccc(O)c1
InChIKey
HMNKTRSOROOSPP-UHFFFAOYSA-N
분자식
C8H10O
평균 분자량
122.16 g/mol
단동위원소 질량
122.07316494

개요

3-Ethylphenol is a member of phenols.

이름 및 식별자

우선 이름
3-Ethylphenol
IUPAC
3-ethylphenol
현지명
에틸페놀(3-)
영어명
3-Ethylphenol
분자식
C8H10O
분자량
122.16

이름 및 동의어

3-ETHYLPHENOL620-17-7Phenol, 3-ethyl-Phenol, m-ethyl-meta-Ethylphenol1-Ethyl-3-hydroxybenzeneBenzene, 1-ethyl-3-hydroxy-DTXSID00224800G9ZK222JXNSC-8873DTXCID402480RefChem:93864
이름 더 보기
에틸페놀(3-)3-에틸페놀m-ethyl-pheno3-ethyl-phenoM-ElhylPhenolPhenol,3-ethyl-3-Ethylphenol>3-ETHYLPHENOL 95+%
210-627-3m-Ethylphenol1-Hydroxy-3-ethylbenzene3-Ethyl-phenolMFCD000023113-Ethylphenol 100 microg/mL in MethanolCAS-620-17-7HSDB 5720

데이터베이스 식별자

CAS
620-17-7
PubChem CID
12101
DTXSID
DTXSID0022480
ChEMBL
CHEMBL58052
ChEBI
CHEBI:34332
UNII
0G9ZK222JX
EC Number
210-627-3
Nikkaji
J2.086I

물성

구조 계산 물성

XLogP
2.4
극성 표면적
20.2 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 ClassesOther Classes -> Phenols
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (3-Ethylphenol) -> IFRA transparency List
LogP · 2건

Log Kow = 2.40

2.4

Density1.0283 @ 20 °C/4 °C
Flavoring AgentsEU Flavoring substances
Color/FormCOLORLESS LIQUID
SolubilitySLIGHTLY SOLUBLE IN WATER, CHLOROFORM; VERY SOLUBLE IN ALCOHOL, ETHER
Boiling Point218.4 °C @ 760 MM HG
Melting Point-4 °C
Vapor Pressure · 2건

0.05 [mmHg]

0.05 mm Hg at 25 °C

Food Contact SubstancesFCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

안전 및 규제

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

GHS 분류

GHS Classification · 6건

Danger

H301 (39%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 200 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

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

유해성 정보

Regulatory Information · 4건

Chemical: Phenol, 3-ethyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Phenol, 3-ethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 3-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)

Phenol, 3-ethyl-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Ethylphenols: Human health tier II assessment
Hazards SummaryAn irritant; [MSDSonline] See Phenol.
Hazard Classes and Categories · 3건

Acute Tox. 3 (39%)

Acute toxicity - category 4

Acute toxicity (Oral) - Category 4

안전 및 보호

Disposal Methods · 1건

화학 및 산업

약리 정보

Metabolism/Metabolites3-ethylphenol has known human metabolites that include 3-Ethylphenyl sulfate.
Cellular LocationsMembrane

용도 및 제조

Uses · 3건

Used as a starting material for photochemicals; [HSDB]

Pure 3-ethylphenol is a starting material for photochemicals.

3-Ethylphenol and .... are contained in the xylenol fraction boiling between ca. 205 and 225 °C obtained from tar phenols, which is used, for example, for the production of phenolic resins.

U.S. Imports(1982) 1.12X10+8 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production · 2건

2023: 3,255,915 lb

(1977) AT LEAST 4.54X10+5 GRAMS

Consumer UsesCleaning agent
Industry UsesCleaning agent
Methods of Manufacturing · 1건

3-Ethylphenol is produced by sulfonation of ethylbenzene and subsequent alkali melt of the 3-ethylbenzenesulfonic acid obtained. By sulfonation under severe conditions, the 4-ethylbenzenesulfonic acid formed initially isomerizes to form a mixture of 2-,3-, and 4-ethylbenzenesulfonic acids in a ratio of 2:58:40. The 2- and 4-ethylbenzenesulfonic acids are selectively hydrolyzed back to ethylbenzene and sulfuric acid by blowing steam through the mixture at 150-170 °C. 3-Ethylphenol is then obtained by alkali melt of the remaining 3-ethylbenzenesulfonic acid at 330-340 °C in up to 98% purity.

Use ClassificationFragrance Ingredients
General Manufacturing Information · 2건

관련 반응

54건
반응 기록 만들기
HRID 95918 반응식
HRID 95918반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 114662 반응식
HRID 114662반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 119379 반응식
HRID 119379반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 231668 반응식
HRID 231668생성물로uspto-grants-1989_07
HRID 323095 반응식
HRID 323095반응물로uspto-grants-2001_04
HRID 343281 반응식
HRID 343281반응물로uspto-grants-1999_01
HRID 364766 반응식
HRID 364766반응물로uspto-grants-1986_08
HRID 369005 반응식
HRID 369005반응물로uspto-grants-2000_10
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화합물 노트

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물리화학적 성질

녹는점
4.5 °C · −4.5 °C (23.9 °F; 268.6 K)
끓는 점
218 °C · 218 °C
밀도
1.0076 g/cm3 · 1.0076 g/cm3
굴절률
1.53 · 1.53
인화점
115 °C · 115 °C
저장 조건
Inert atmosphere,Room Temperature
산도 계수 (pKa)
1 · pK1:10.07 (25°C)
물리적 상태
liquid
색상
colorless
냄새
곰팡이 냄새
냄새 유형
곰팡내 나는
수용성
물에 약간 용해됩니다.
BRN
1857002 · 1857002
Henry's Law Constant
4.9 · 4.9×100 mol/(m3Pa) at 25℃, Karl et al. (2003)
화장품 원료 기능
향수
InChI
1S/C8H10O/c1-2-7-4-3-5-8(9)6-7/h3-6,9H,2H2,1H3
InChIKey
HMNKTRSOROOSPP-UHFFFAOYSA-N
SMILES
CCc1cccc(O)c1
LogP
2.4 · 2.400
NIST
3 · 3-Ethylphenol(620-17-7)
EPA
m-Ethylphenol (620-17-7)

화학적 성질

clear brown liquid

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.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 480(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 3-ethylphenol will have moderate mobility in soil(SRC). Based on limited data, biodegradation of this compound is likely. A system where water was passed through contaminated soil (initial 3-ethylphenol concn = 73 ug/L) and then through a upflow aerated column was capable of 93% removal in 37 days(4). 3-Ethylphenol's measured and estimated values for vapor pressure(5) and Henry's Law constant(6,SRC), respectively, indicate that volatilization from dry and moist soil surfaces is possible, but will not be a major fate process for this compound(SRC).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 480(SRC), determined from a measured log Kow(2) and a recommended regression-derived equation(3), indicates that 3-ethylphenol may adsorb to suspended solids and sediment(SRC) in the water. Based on limited data, biodegradation of this compound is likely. A system where water was passed through contaminated soil (initial 3-ethylphenol concn = 73 ug/L) and then through a upflow aerated column was capable of 93% removal in 37 days(4). 3-Ethylphenol should volatilize from water surfaces based on an estimated Henry's Law constant of 1.1X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Estimated half-lives for a model river and model lake are 37 and 274 days, respectively(3,SRC). An estimated BCF value of 40(3,SRC), from an experimental log Kow(2), suggests that 3-ethylphenol may bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6).

ATMOSPHERIC FATE: According to a suggested classification scheme(1), a measured vapor pressure of 0.05 mm Hg at 25 °C(2) indicates that 3-ethylphenol will mainly exist in the vapor phase in the ambient atmosphere. Vapor-phase 3-ethylphenol 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 about 5 hours(3,SRC).

Effluent Concentrations · 1건

Final effluent collected from the Los Angeles County wastewater treatment plant contained 3-ethylphenol at an average concentration of 15 ug/L(1). 3-Ethylphenol was detected at unreported concentrations in a groundwater plume emanating from the Hipps Road Landfill, Florida(2). 3-Ethylphenol was detected in industrial wastewater from the following industries: petroleum refining (1 of 21 extracts), organic chemicals (1 of 31 extracts), and publicly-owned treatment works (1 in 44 extracts)(3). 3- and 4-ethylphenol (mixed) were detected in cigarette smoke at 1.2-2.8 mg/100 cigarettes(4). 3-Ethylphenol was detected in wastewater from the gasification of Indian Head lignite coal(5).

Soil Adsorption/Mobility · 1건

The Koc of 3-ethylphenol is estimated as approximately 480(SRC), using a measured log Kow of 2.40(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 3-ethylphenol has moderate mobility in soil(SRC).

Natural Pollution Sources · 2건

A xylenol fraction boiling between 216 and 218 °C containing predominantly 3- and 4-ethylphenol is obtained from brown coal low-temperature tar and used in the varnish industry.

Volcanic ash from Mount St. Helens, following th May 18, 1980 eruption, contained 3-ethylphenol(1).

Artificial Pollution Sources · 1건

3-Ethylphenol's production and use in the manufacture of photochemicals and varnishes(1), may result in its release to the environment through various waste streams(SRC). 3-Ethylphenol is also released in effluent streams from coal gasification plants(3) and from cigarette smoke(2).

Environmental Biodegradation · 1건

A lab-scale, upflow aerated column receiving water that had first passed through a soil sample, obtained from a former asphalt production plant, (3-ethylphenol influent initially at 73 ug/L) was capable of 93% removal of this compound within 37 days(1). An on-site (at the production plant) upflow aerated column and trickling filter, after 38 days of operation, removed 86% and 22% of the initial concentration of p-ethylphenol, respectively(1). Differences between lab scale and on-site reactors were due to differences in the hydraulic load(1). Pseudomonas strain FH23, isolated by enrichment culture with 4-hydroxybiphenyl, had a oxygen uptake rate of 9 nmol/min/mg protein when grown with 3-ethylphenol as the sole carbon source(2).

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Environmental Bioconcentration · 1건

An estimated BCF value of 40 was calculated for 3-ethylphenol(SRC), using a measured log Kow of 2.40(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms may be an important fate process(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for 3-ethylphenol is estimated as 1.1X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 3-ethylphenol will volatilize from water surfaces(2,SRC). 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) is estimated as approximately 37 days(2,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 274 days(2,SRC). 3-Ethylphenol's values for vapor pressure(4) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil surfaces is possible, but not likely to be a major fate process for this compound(SRC).

Environmental Abiotic Degradation · 1건

The rate constant for the vapor-phase reaction of 3-ethylphenol with photochemically produced hydroxyl radicals has been estimated as 8.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 3-Ethylphenol has a measured pKa of 9.9, indicating that under most environmental conditions this compound will exist mainly as the non-dissociated form(2).

Probable Routes of Human ExposureThe general population may be exposed to 3-ethylphenol by inhalation of cigarette smoke or dermal contact with products containing this compound. (SRC)
Environmental Water ConcentrationsGROUNDWATER: 3-Ethylphenol was detected in a leachate sample from Southington landfill, Connecticut at 0.2 mg/L(1).

안전 데이터

wgk
3
tsca
TSCA listed
ridadr
UN 3145 8/PG 3
HS 번호
2907199090
risk_code
20/21/22-36/37/38-34
hazard_code
Xn,C
safety_code
26-37/39-36/37-45-36/37/39
포장분류
III
위험 등급
8
Hazard Classifications
Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
10 - Combustible liquids
유해 물질 데이터
620-17-7(Hazardous Substances Data)

Paint and Coating Manufacturing

Phenol, 3-ethyl-: ACTIVE

응용 분야

용도It is used as a photographic chemical intermediate and an intermediate for the cyan coupler of photographic paper. It has a wide application in fragrance industry.

제조 방법 · 2건

생산 방법3-Ethylphenol is produced by sulfonation of ethylbenzene and subsequent alkali melt of the 3-ethylbenzenesulfonic acid obtained. By sulfonation under severe (thermodynamically controlled) conditions (200 ℃) the 4-ethylbenzenesulfonic acid formed initially isomerizes to form a mixture of 2-, 3-, and 4- ethylbenzenesulfonic acids in a ratio of ca. 2 : 58 : 40. The 2- and 4-ethylbenzenesulfonic acids are selectively hydrolyzed back to ethylbenzene and H2SO4 by blowing steam through the mixture at 150–170 ℃. 3-Ethylphenol is then obtained by alkali melt of the remaining 3-ethylbenzenesulfonic acid at 330–340 ℃ in up to 98% purity.

3-에틸페놀은 에틸벤젠의 설폰화와 3-에틸벤젠설폰산이 얻어지고 이어 일어나는 알칼리 용해에 의해 생성됨. 처음에 형성된 4-에틸벤젠설폰산은 2:58:40의 비율로 처음에 이성화한 2-, 3-, 및 4-에틸벤젠설폰산 혼합물의 형태로 엄격한 조건 하에서 설폰화에 의하여 형성됨. 2- 및 4-에틸벤젠설폰산은 150-170 ℃에서 혼합물의 증기분출에 의해 원래의 에틸벤젠과 황산으로 선택적으로 가수분해 됨. 3-에틸페놀은 순도 98 %까지 330-340 ℃에서 잔여 3-에틸벤젠설폰산의 알칼리 용해에 의해 얻어짐

상·하류 제품 정보

상류 원료

3-Hydroxyphenylacetylene에틸아닐린(3-)3'-Hydroxyacetophenone3-에틸벤젠술폰산에틸벤젠

하류 제품

에틸페놀(2-)(3-ETHYL-PHENOXY)-아세틱산1-(2-브로모에톡시)-3-에틸벤젠β-D-Glucopyranoside, 3-ethylphenyl(3aS,4S,5S,6R,7aS)-4-(ethoxycarbonyl)-6-ethyl-1-oxooctahydro-1H-indene-5-carboxylic acidBenzaldehyde, 2-ethyl-4-methoxy-