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아세나프텐

Acenaphthene

HCID 6734
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
83-32-9
표준 SMILES
c1cc2c3c(cccc3c1)CC2
InChIKey
CWRYPZZKDGJXCA-UHFFFAOYSA-N
분자식
C12H10
평균 분자량
154.21 g/mol
단동위원소 질량
154.07825032

개요

Acenaphthene appears as white needles. Melting point 93.6 °C. Soluble in hot alcohol. Denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes. Emits acrid smoke and irritating fumes when heated to decomposition. Derived from coal tar and used to make dyes, pharmaceuticals, insecticides, fungicides, and plastics.

이름 및 식별자

우선 이름
Acenaphthene
IUPAC
1,2-dihydroacenaphthylene
현지명
아세나프텐
영어명
Acenaphthene
분자식
C12H10
분자량
154.21

이름 및 동의어

ACENAPHTHENE83-32-91,2-Dihydroacenaphthylene1,8-Ethylenenaphthaleneperi-EthylenenaphthaleneNaphthyleneethyleneAcenaphthylene, 1,2-dihydro-Ethylenenaphthalene1,8-DihydroacenaphthaleneDTXSID3021774V8UT1GAC5YAI3-00128
이름 더 보기
아세나프텐1,8-에틸렌나프탈렌acenaphteneacenaphyleneNSC 7657AcenaphthcnAcenaptheneGrAcenaphthene RSACENAPHTHENE 99%Acenaphthene,99%
NSC-7657DTXCID201774CHEBI:22154RefChem:108751PERIETHYLENENAPHTHALENE1,8-DIHYDROACENAPHTHYLENE201-469-6acenapthene

데이터베이스 식별자

CAS
83-32-9
PubChem CID
6734
DTXSID
DTXSID3021774
ChEMBL
CHEMBL1797271
ChEBI
CHEBI:22154
UNII
V8UT1GAC5Y
EC Number
201-469-6
Nikkaji
J3.533E

물성

구조 계산 물성

XLogP
3.9
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
0
무거운 원자 수
12
형식 전하
0
복잡도
155

실험 및 물리화학적 성질

Chemical ClassesSemi-Volatile Organic Compound (SVOC)
Polymers · 2건

Other Classes -> Polycyclic Aromatic Hydrocarbons

Polycyclic aromatic hydrocarbon

SpringerMaterials Properties13C nuclear magnetic resonance spectrum
PesticidesPesticide -> EPA IRIS
LogP · 3건

log Kow = 3.92

3.9/4.5

3.98

Density · 4건

1.024 at 210 °F (NTP, 1992) - Denser than water; will sink

1.222 g/cu cm at 20 °C

1.2 g/cm³

1.2 @25 °C

Color/Form · 2건

White needles

Orthorhombic bipyramidal needles from alcohol

Solubility · 6건

less than 1 mg/mL at 68 °F (NTP, 1992)

In water, 3.90 mg/L at 25 °C

In water, 3.57-3.93 mg/L at 22.2 to 25.04 °C (range of 7 values)

1 gram dissolves in 31 mL alcohol, 56 mL methanol, 25 ml propanol, 2.5 mL chloroform, 5 mL benzene or toluene

3.2 g/100 mL glacial acetic acid

Solubility in water, g/100ml at 25 °C: 0.0004

안전 및 규제

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

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 2.4% (3 of 127) of reports.

Warning

H319 (83.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 127 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

유해성 정보

Regulatory Information · 6건

Chemical: Acenaphthylene, 1,2-dihydro-

Hazard Traits - Bioaccumulation; Carcinogenicity; Environmental Persistence; Hepatotoxicity and Digestive System Toxicity

Acenaphthylene, 1,2-dihydro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acenaphthylene, 1,2-dihydro- 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)

REACH registered substance: Acenaphthene (EC: 201-469-6)

Restricted substance: Acenaphthene

Acenaphthylene, 1,2-dihydro-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Acenaphthylene, 1,2-dihydro-: Environment tier I assessment
DOT LabelClass 9
Fire Hazards · 2건

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

Combustible. Finely dispersed particles form explosive mixtures in air.

Fire Potential · 2건

This chemical is a combustible solid.

Combustible.

화학 및 산업

약리 정보

Biological Half-LifeThe half-life of acenaphthene in /the bluegill fish/ is less than 1 day.
Metabolism/Metabolites · 6건

The filamentous fungus Cunninghamella elegans ATCC 36112 metabolized within 72 hr of incubation approximately 64% of the [1,8-(14)C]acenaphthene added. The radioactive metabolites were extracted with ethyl acetate and separated by thin-layer chromatography and reversed-phase high-performance liquid chromatography. Seven metabolites were identified by 1H nuclear magnetic resonance, UV, and mass spectral techniques as 6-hydroxyacenaphthenone (24.8%), 1,2-acenaphthenedione (19.9%), trans-1,2-dihydroxyacenaphthene (10.3%), 1,5-dihydroxyacenaphthene (2.7%), 1-acenaphthenol (2.4%), 1-acenaphthenone (2.1%), and cis-1,2-dihydroxyacenaphthene (1.8%). Parallel experiments with rat liver microsomes indicated that the major metabolite formed from acenaphthene by rat liver microsomes was 1-acenaphthenone. The fungal metabolism of acenaphthene was similar to bacterial and mammalian metabolism, since the primary site of enzymatic attack was on the two carbons of the five-member ring.

Metabolized to naphthalene-1,8-dicarboxylic acid in rats. /From table/

... Possibility of limited metabolism of acenaphthene to naphthalic acid and naphthalic anhydride.

A Beijerinckia species and a mutant strain, Beijerinckia species strain B8/36, were shown to oxidize the polycyclic aromatic hydrocarbons acenaphthene and acenaphthylene. Both organisms oxidized acenaphthene to the same spectrum of metabolites, which included 1-acenaphthenol, 1-acenaphtheneone, 1,2-acenaphthenediol, acenaphthenequinone, and a compound that was tentatively identified as 1,2-dihydroxyacenaphthylene. In contrast, acenaphthylene was oxidized to acenaphthenequinone and the compound tentatively identified as 1,2-dihydroxyacenaphthylene was also formed when the organism was incubated with synthetic cis-1,2-acenaphthenediol. A metabolite identified as cis-1,2-acenaphthenediol was formed from acenaphthylene by the mutant Beijerinckia species strain B8/36. Cell extracts prepared from the wild-type Beijerinckia strain contain a constitutive pyridine nucleotide-dependent dehydrogenase which can oxidize 1-acenaphthenol and 9-fluorenol. The results indicate that although acenaphthene and acenaphthylene are both oxidized to acenaphthenequinone, the pathways leading to the formation of this end product are different.

For more Metabolism/Metabolites (Complete) data for ACENAPHTHENE (7 total), please visit the HSDB record page.

관련 반응

21건
반응 기록 만들기
HRID 34479 반응식
HRID 34479반응물로uspto-grants-1988_08
HRID 34480 반응식
HRID 34480반응물로uspto-grants-1988_08
HRID 46612 반응식
HRID 46612반응물로uspto-grants-1979_11
HRID 267851 반응식
HRID 267851반응물로uspto-grants-1976_03
HRID 310190 반응식
HRID 310190반응물로Training data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 436279 반응식
HRID 436279반응물로uspto-grants-1977_02
HRID 436466 반응식
HRID 436466반응물로uspto-grants-1977_02
HRID 441582 반응식
HRID 441582반응물로uspto-grants-1977_08
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화합물 노트

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Flash Point · 2건

125.0 °C (257.0 °F) - closed cup

135 °C o.c.

Boiling Point · 4건

534 °F at 760 mmHg (NTP, 1992)

277.5 °C

279 °C

277.5 °C @760 [mm Hg]

Decomposition · 2건

Hazardous decomposition products formed under fire conditions - Carbon oxides.

When heated to decomposition it emits acrid smoke and irritating vapors.

Melting Point · 4건

203 °F (NTP, 1992)

93 °C

95 °C

95 °C

물리화학적 성질

녹는점
90 · 90-94 °C(lit.)
끓는 점
279 °C · 279 °C(lit.)
밀도
1.06 · 1.06
증기 밀도
5.32 · 5.32 (vs air)
증기압
10 mm · 10 mm Hg ( 131 °C)
굴절률
1.6048 · 1.6048
인화점
135 °C · 135 °C
저장 조건
30 °C · Store below +30°C.
용해도
50 mg/mL, · 클로로포름: 50mg/mL, 투명
물리적 상태
수정 같은
색상
갈색-베이지색
수용성
0.000347 g/100mL · 0.000347g/100mL
Merck
14 · 14,28
BRN
386081 · 386081
Henry's Law Constant
3.47 · 3.47, 6.21, 10.8, 18.3, and 28.2 at 4.1, 11.0, 18.0, 25.0, and 31.0 °C, respectively (Bamford et al., 1998)
Dielectric constant
3 · 3.0
안정성
안정적인. 강한 산화제와 호환되지 않습니다.
InChI
1S/C12H10/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-6H,7-8H2
InChIKey
CWRYPZZKDGJXCA-UHFFFAOYSA-N
SMILES
C1Cc2cccc3cccc1c23
LogP
4.04 at · 4.04 at 30℃ and pH5-8
NIST
Acenaphthene(83-32-9)
EPA
Acenaphthene (83-32-9)
화학적 성질 · 1건

Acenaphthene is a tricyclic aromatic hydrocarbon, crystalline solid at ambient tempera- ture. Acenaphthene does not dissolve in water, but is soluble in many organic solvents. Acenaphthene occurs in coal tar produced during high temperature carbonization or cok- ing of coal. It is used as a dye intermediate in the manufacture of some plastics and as an insecticide and fungicide. Acenaphthene is a component of crude oil and a product of combustion that may be produced and released into the environment during natural fi res. Emissions from petroleum refi ning, coal tar distillation, coal combustion, and diesel- fueled engines are major contributors of acenaphthene to the environment. Acenaphthene is an environmental pollutant and has been detected in cigarette smoke, automobile exhausts, and urban air; in effl uents from petrochemical, pesticide, and wood preservative industries; and in soils, groundwater, and surface waters at hazardous waste sites. This compound is one of a number of polycyclic aromatic hydrocarbons on the US EPA’s prior- ity pollutant list.

Health Hazards
SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. If ingested, it can cause vomiting. Chronic exposure may result in kidney and liver damage.
Hazards SummaryIrritating to the skin and mucous membranes; May cause kidney and liver injury after chronic exposure; [CAMEO] Minimal Risk Level (oral dose for 15-364 days) = 0.6 mg/kg/day (hepatic); [ATSDR] See POLYCYCLIC AROMATIC HYDROCARBONS.
Reactive GroupHydrocarbons, Aromatic
UN ClassificationUN Hazard Class: 9; UN Pack Group: III
Special Reports · 5건

USEPA; Ambient Water Quality Criteria Doc: Acenaphthene (Draft) (1980)

USEPA; Ambient Water Quality Criteria Doc: Polynuclear Aromatic Hydrocarbons (Draft) (1980)

Health & Welfare Canada; Polycyclic Aromatic Hydrocarbons (1979) Report No. 80-EHD-50

USEPA; Health Assessment Document: Polycyclic Organic Matter (1979) EPA-600/9-79-008

For more Special Reports (Complete) data for ACENAPHTHENE (9 total), please visit the HSDB record page.

OSHA StandardsPermissible Exposure Limit: Table Z-1 8-hr Time Weighted Avg: 0.2 mg/cu m. /Coal tar pitch volatiles (benzene soluble fraction), anthracene, BaP, phenanthrene, acridine, chrysene, pyrene/
Reactivity ProfileACENAPHTHENE is incompatible with strong oxidizing agents. Incompatible with ozone and chlorinating agents. Forms crystalline complexes with desoxycholic acid (NTP, 1992).

안전 및 보호

Fire Fighting · 2건

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

Use water spray, dry powder, foam, carbon dioxide.

First Aid Measures · 4건

Fresh air, rest.

Remove contaminated clothes. 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.

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 StorageSeparated from strong oxidants. Provision to contain effluent from fire extinguishing. Store in an area without drain or sewer access.
Fire Fighting Procedures · 5건

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical, or carbon dioxide.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Use dry chemical, carbon dioxide, water spray, or alcohol foam extinguishers. ... 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 firefighting are self-contained breathing apparatuses that have full face-pieces and are operated in a pressure-demand or other positive-pressure mode.

Foam, dry chemical, and carbon dioxide. /Coal tar pitch volatiles/

/During firefighting wear/ self-contained breathing apparatus with a full facepiece operated in pressure-demand or other positive pressure mode. /Coal tar pitch volatiles/

Storage Conditions · 2건

Keep container tightly closed in a dry and well-ventilated place. Storage class (TRGS 510): Non Combustible Solids.

Store in a secure poison location. ... Store in tightly closed containers in a cool, well-ventilated area. Sources of ignition, such as smoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could create a potential for fire or explosion hazard.

Cleanup Methods · 4건

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.

Evacuate persons not wearing protective equipment from area of spill or leak until cleanup is complete. Remove all ignition sources. Collect powdered material in the most convenient and safe manner and deposit in sealed containers. Ventilate area after cleanup 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. ... May be isolated using bentonite lined dam.

IARC describes laboratory decontamination and destruction methods for some polycyclic aromatic hydrocarbons in this publication. When dealing with compounds other than those listed, the efficiency of the methods should first be verified. Acenaphthene is not listed, but the methods may be applicable for the decontamination of its residues on glassware and petri dishes, for the clean-up of spills of liquid wastes, and for the clean-up of spills of the pure cmpd in solid state. /Polycyclic aromatic hydrocarbons/

... In surface waters, one-third of the total polycyclic aromatic hydrocarbons is bound to larger suspended particles, another one-third is bound to finely dispersed particles, and the remaining one-third is present in dissolved form. The particle-bound portion of polycyclic aromatic hydrocarbons can be removed by sedimentation, flocculation, and filtration processes. The remaining /material/ dissolved polycyclic aromatic hydrocarbons usually requires oxidation for partial removal and/or transformation. /Polynuclear aromatic hydrocarbons/

Nonfire Spill ResponseExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
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.

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Product: Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber; Contaminated packaging: Dispose of as unused product.

Incineration or permanganate oxidation.

For more Disposal Methods (Complete) data for ACENAPHTHENE (7 total), please visit the HSDB record page.

Spillage Disposal · 1건

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

Preventive Measures · 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.

Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. 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. 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.

For more Preventive Measures (Complete) data for ACENAPHTHENE (10 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:

독성 정보

Toxicological InformationRanking: 112 (total points: 1097.2)
Body Burden · 1건

Human milk samples collected from 39 women in Beijing, China in 2005-2006 contained a mean acenaphthene concentration of 0.845 ng/g fresh weight(1); placenta collected from 27 women contained a mean acenaphthene concentration of 0.824 ng/g fresh weight(1); umbilical cord blood collected from 30 women contained a mean acenaphthene concentration of 0.229 ng/g fresh weight(1). Adipose tissue collected from Korean women in 2007-2008 contained a mean acenaphthene concentration of 6.4 ng/g lipid weight(2). Blood plasma collected from 111 human donors in Hong Kong in 2008 contained mean acenaphthene levels of 54.6 and 54.4 ng/g lipid in females and males respectively(3).

TreatmentThere is no known antidote for PAHs. Exposure is usually handled with symptomatic treatment. (L10)
InteractionsPretreatment of rats with 20 mg/kg ip dose of acenaphthene prolonged by up to 50% the duration of paralysis induced with 90 mg/kg zoxazolamine 24 hr later.
Target OrgansHepatic
Health EffectsPAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. (L10)
Ecotoxicity Values · 5건

LC50; Species: Lepomis macrochirus (bluegill); Conditions: static bioassay; Concentration: 1,700 ug/L for 96 hr

LC50; Species: Lepomis macrochirus (Bluegill) weight 0.32-1.2 g; Conditions: freshwater, static, 21-23 °C, pH 6.5-7.9, hardness 32-48 mg/L CaCO3, alkalinity 28-34 mg/L CaCO3, dissolved oxygen 0.3-9.7 mg/L; Concentration: 7200 ug/L for 24 hr />/= 80% purity/

LC50; Species: Mysidopsis bahia (mysid shrimp); Conditions: static bioassay; Concentration: 970 ug/L for 96 hr

LC50; Species: Cyprinodon variegatus (sheepshead minnow); Conditions: static bioassay; Concentration: 2,230 ug/L for 96 hr

For more Ecotoxicity Values (Complete) data for ACENAPHTHENE (27 total), please visit the HSDB record page.

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), a Koc range of 2510 to 2.14X10+5 in soil(2,3), indicates that acenaphthene is expected to have slight to no mobility in soil(SRC). Volatilization of acenaphthene from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 1.84X10-4 atm-cu m/mole(4). However, adsorption to soil is expected to attenuate volatilization(SRC). Acenaphthene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.0022 mm Hg at 25 °C(5). The biodegradation half-life of acenaphthene in soil has been reported to range from less than 10 days(6) to over 100 days(7). The presence of acclimated microbes appears to be an important factor in the degradation rate(8). In addition, acenaphthene has been shown to biodegrade readily in acclimated soil at low concentrations (5 mg/kg), but not at high concentrations (500 mg/kg), perhaps due to toxicity to the microbes(9). Acenaphthene absorbs strongly at wavelengths >290 nm(10) and is expected to be susceptible to direct photolysis on soil surfaces exposed to sunlight(11). The photolysis of acenaphthene, sorbed on surfaces of needles of a spruce tree, had a half-life of 45 hours under sunlight irradiation(12).

AQUATIC FATE: Based on a classification scheme(1), a Koc range of 2510 to 2.14X10+5(2,3) indicates that acenaphthene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon a Henry's Law constant of 1.84X10-4 atm-cu m/mole(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 9.6 hours and 6.7 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is on the order of 1 to 10 months if adsorption is considered(6). According to a classification scheme(7), an observed BCF range of 254-1270(8) suggests the potential for bioconcentration in aquatic organisms is high to very high, provided the compound is not metabolized by the organism(SRC). Polycyclic aromatic hydrocarbons (PAHs), including acenaphthene, may not bioconcentrate in aquatic organisms which contain microsomal oxidase, such as some fish, as this enzyme enables the rapid metabolism of certain polycyclic aromatic hydrocarbons(9). The presence of acclimated microbes appears to be an important factor in the degradation rate in water(10). Acenaphthene was shown to biodegrade readily using acclimated groundwater aquifer inoculum, but very slowly using unacclimated or sterilized materials(10). The biotransformation half-lives for 2 mg/L of acenaphthene in pond and lake water with decreasing amounts of suspended solids range from 20 hours to 24.8 days for zero suspended solids(11). Acenaphthene is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(4). Acenaphthene absorbs strongly at wavelengths >290 nm(12) and is expected to be susceptible to direct photolysis at water surfaces exposed to sunlight(13).

Food Survey Values · 2건

Acenaphthene was identified as a volatile component of cassava(1), roasted filberts(2) and nectarines(3). Assorted types of lima, pinto, red kidney, black, navy and mung beans, soybeans, split peas and lentils were found to contain acenaphthene at concentrations ranging from 2.8 to 49.2 ppb(4). Seven of 25 samples of margarines, butter and vegetable oils contained acenaphthene at concentrations of 2.9, 0.29, 1.43, 0.22, 1.1, 45 and 0.50 ug/kg(5). Foods collected from markets in Huelva, Spain in 2001 contained acenaphthene levels of 0.353-0.700 ng/g fresh wt in several fish products(6). Levels of acenaphthene detected in olive pomace oil in Spain ranged from 0.45-1.10 ug/kg(7). The following concentrations of acenaphthene (in ug/kg fresh wt) were detected in samples collected in the Czech Republic in 2003): cucumber, 0.07-0.45; parsley, 0.66-3.64; tomato, <0.07-0.16; apple, 0.17-0.31(8). Maximum acenaphthene levels (in ng/g wet wt) were detected in the following food items collected in Hong Kong in 2007: coconut milk (1.57), chicken breast (1.99), white wine (1.13), red wine (1.17), edible oils (1.34-3.07), pistachio (2.89), various seeds and nuts (1.57-3.09)(9). Acenaphthene was detected in the smoke from frying canola oil, sunflower oil, soybean oil and in fumes from fried chicken legs(10). Acenaphthene was detected in emissions from the charbroiling and grilling of beef and chicken(11).

Acenaphthene was detected in the following Finish cereal products, sampled in 1985(1):[Table#4133]

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.
Exposure Routes · 2건

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

Oral (L10) ; inhalation (L10)

Milk Concentrations · 1건

ENVIRONMENTAL: Milk samples collected from farms in France near potential contamination sources in March 2000 contained mean acenaphthene concentrations of 0.3-1.0 ng/g milk fat(1). In a nationwide study of milk samples collected from 45 dairy farms in the US in 2000-2001, acenaphthene was not detected at a detection limit of 180 ng/L(2). Human milk samples collected from 39 women in Beijing, China in 2005-2006 contained a mean acenaphthene concentration of 0.845 ng/g fresh weight(3).

규제 정보

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 100 lb or 45.4 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 · 2건

Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations.

For the maximum protection of human health from the potential carcinogenic effects of exposure to polynuclear aromatic hydrocarbons through ingestion of contaminated water and contaminated aquatic organisms, the ambient water concentration should be zero, based on the nonthreshold assumption for this chemical. However, zero level may not be attainable at the present time. Therefore, the levels which may result in incremental increase of cancer risk over the lifetime are estimated at 1X10-5, 1X10-6, and 1X10-7. The corresponding recommended criteria are 28.0 ng/L, 2.8 ng/L, and 0.28 ng/L, respectively. If these estimates are made for consumption of aquatic organisms only, excluding consumption of water, the levels are 311.0 ng/L, 31.1 ng/L, and 3.11 ng/L, respectively. /Polynuclear aromatic hydrocarbons/.

State Drinking Water Guidelines(MN) MINNESOTA 400 ug/L

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
AB1000000
ridadr
UN 3077 9/PG 3
독성
LD50 orally in Rabbit: > 16000 mg/kg
HS 번호
29029080
risk_code
36/37/38-50/53-39/23/24/25-23/24/25-11-52/53-67-65-38-51/53-20
hazard_code
Xi,N,T,F,Xn
safety_code
26-36/37/39-60-61-37/39-45-36/37-16-7-62-36-33-25-9
포장분류
III
위험 등급
9
기존화학 물질
KE-10602
자연 발화 온도
>450 °C
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
83-32-9(Hazardous Substances Data)

PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. (L10)

Absorption, Distribution and ExcretionThe waxy surface of some plant leaves and fruits can concentrate polyaromatic hydrocarbons through surface adsorption. /Polynuclear aromatic hydrocarbons/

용도 및 제조

Uses · 5건

Derived from coal tar and used as a chemical intermediate in the production of dyes, plastics, insecticides, fungicides, and pharmaceuticals; [CAMEO]

For acenaphthene (USEPA/OPP Pesticide Code: 442200) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Dye intermediate; manufacturing plastics; insecticide; fungicide.

Pharmaceuticals

PAHs are released into the environment via the combustion of fossil fuels, coke oven emissions and vehicle exhausts, as well as naturally from forest fires and volcanic eruptions. PAHs from these sources may contaminate nearly water systems. They are also found in coal tar and charbroiled food. (L10)

U.S. Imports · 2건

(1984) 6.49X10+7 g

(1986) 8.82X10+3 lb

U.S. Production2021: 14,748 lb
Methods of Manufacturing · 2건

High-temperature coal tars contain on average 0.3% of acenaphthene. It is also formed during coal tar distillation through hydrogenation of acenaphthalene. Acenaphthene is concentrated to ca. 25% in the coal tar fraction boiling between 230 and 290 °C (wash oil) with about 7% recovery rate from continuous tar distillation. The crystallizable acenaphthene fraction (bp ca. 270-275 °C) is obtained from the wash oil by redistillation. Alternatively, it can be removed directly during primary tar distillation. Technical acenaphthene (95-99%) is produced by crystallization in agitated coolers and centrifuges or by continuous countercurrent crystallization. The pure compound is obtained by further distillation and recrystallization.

By passing ethylene and benzene or naphthalene through a red hot tube. ... By heating tetrahydroacenaphthene with sulfur to 180 °C. ... From acenaphthenone or acenaphthenequinone by high pressure hydrogenation in decalin with nickel at 180-240 °C. ... From acenaphthenone oxime.

Formulations/Preparations · 2건

Component of dry tar. The avg percent weight for coke-oven tars and CVR (continuous vertical retort) tars is 0.96 in the United Kingdom, 0.3 in Federal Republic of Germany, and 1.05 in the USA (range 0.42-1.28). For low temp tars in the United Kingdom the avg percent weight is 0.19 and for lurgi tars the avg percent weight is 0.57. /From table/

Grade: Technical, 98%

General Manufacturing Information · 2건

Acenaphthylene, 1,2-dihydro-: ACTIVE

PAHs are a group of chemicals that are formed during the incomplete burning of coal, oil, gas, wood, garbage, or other organic substances, such as tobacco and charbroiled meat. There are more than 100 different PAHs. PAHs generally occur as complex mixtures (for example, as part of combustion products such as soot), not as single compounds. PAHs usually occur naturally, but they can be manufactured as individual compounds for research purposes; however, not as the mixtures found in combustion products. ... Others are contained in asphalt used in road construction. They can also be found in substances such as crude oil, coal, coal tar pitch, creosote, and roofing tar. They are found throughout the environment in the air, water, and soil. They can occur in the air, either attached to dust particles or as solids in soil or sediment. /Polycyclic aromatic hydrocarbons/

응용 분야 · 3건

개요Acenaphthene is a tricyclic aromatic hydrocarbon and crystalline solid at ambient temperature. Acenaphthene does not dissolve in water but is soluble in many organic solvents. Acenaphthene is a component of crude oil and a product of combustion. Acenaphthene occurs in coal tar produced during the high-temperature carbonisation or coking of coal. It is used as a dye intermediate in the manufacture of some plastics and as an insecticide and fungicide. Acenaphthene is a component of crude oil and a product of combustion which may be produced and released to the environment during natural fires. Emissions from petroleum refining, coal tar distillation, coal combustion, and diesel-fuelled engines are major contributors of acenaphthene to the environment. Acenaphthene is an environmental pollutant and has been detected in cigarette smoke, automobile exhausts, and urban air; in effluents from petrochemical, pesticide, and wood preservative industries; and in soils, groundwater, and surface waters at hazardous waste sites. This compound is one among a number of polycyclic aromatic hydrocarbons (PAHs) on U.S. EPA’s (Environmental Protection Agency) priority pollutant list.

용도Acenaphthene occurs in petroleum bottoms and is used as a dye intermediate, insecticide, and fungicide and in manufacturing plastics.

일반 설명White needles. Melting point 93.6°C. Soluble in hot alcohol. Denser than water and insoluble in water. Hence sinks in water. May irritate skin and mucous membranes. Emits acrid smoke and irritating fumes when heated to decomposition. Derived from coal tar and used to make dyes, pharmaceuticals, insecticides, fungicides, and plastics.

상·하류 제품 정보

상류 원료

콜타르 증류액Polishing oil

하류 제품

1,4,5,8-나프탈렌테트라카르복실산1-아미노-8-나프토익산아세나프틸렌1,8-나프탈산fluorescent whitening agent EFRAcenaphthenequinone1,8-나프탈산 무수물4,5-디클로로나프탈렌-1,8-디카르복실산무수물5-니트로아세나프텐4-브로모-1,8-나프탈산 무수물Acenaphthylene, 1,2-dihydro-1-methoxy-2a,3,4,5-테트라하이드로아세나프텐5-bromoacenaphthylene-1,2-dione3,9-페릴렌디카르복실산데카사이클렌1-아세나프테논

추가 설명

정의acenaphthene: A colourless crystallinearomatic compound, C12H10;m.p. 95°C; b.p. 278°C. It is an intermediatein the production of somedyes.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acenaphthene, which has a vapor pressure of 0.0022 mm Hg at 25 °C(2) is expected to exist solely as a vapor in the ambient atmosphere. However, gas/particle partitioning studies in chambers and outdoor monitoring have shown that acenaphthene can exist in both the vapor and particulate phases(3). Vapor-phase acenaphthene 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 3.9 hours(SRC), calculated from its rate constant of 9.89X10-11 cu cm/molecule-sec at 25 °C(4). Vapor-phase acenaphthene is also degraded in the atmosphere by reaction with night-time nitrate radicals(SRC); the half-life for this reaction in air is estimated to be 1.9 hours(SRC), calculated from its rate constant of 4.16X10-13 cu cm/molecule-sec at 25 °C(4). Particulate-phase acenaphthene may be removed from the air by wet and dry deposition(SRC). Acenaphthene absorbs strongly at wavelengths >290 nm(5) and, therefore, is expected to be susceptible to direct photolysis by sunlight(SRC).