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HCID 13076생성일: 2026년 10월 27일

9,10-Dimethylanthracene

SKL162 · 9.10-DiMethyla · ms-Dimethylanthracene · 9.1O-Dimethylanthracen · 9,1O-dimethylanthracene · 9,10-dimethyl-anthracen · Trofinetide Impurity 21 · 9,10-Dimethylanthracene

https://huagongshe.com/ko/chemical/13076

9,10-Dimethylanthracene 분자 구조식

식별자 및 물리적 특성

CAS No.781-43-1
분자식C16H14
평균 분자량206.28 g/mol
단동위원소 질량206.10955045 g/mol
SMILESCc1c2ccccc2c(C)c2ccccc12
InChIKeyJTGMTYWYUZDRBK-UHFFFAOYSA-N
PubChem CID13076
ChEMBLCHEMBL533851
EC No.212-308-4
DTXSIDDTXSID8073928

화학 및 물리적 성질

XLogP5.7
극성 표면적0
수소 결합 공여자 수0
수소 결합 수용자 수0
회전 가능 결합 수0
무거운 원자 수16
형식 전하0
복잡도194
PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP(분배 계수)log Kow = 5.695.25
Color/FormCrystals from ethanol
용해도In water, 5.60X10-2 mg/L at 25 °CInsoluble in water
끓는 점360 °CBP: 140-142 °C at 0.5-1 mm Hg375.14°C (estimate)
DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.
녹는점182.4 °C182-184 °C (lit.)
증기압0.00000247 [mmHg]
Physical DescriptionPowder[Alfa Aesar MSDS]
Stability/Shelf LifeStable under recommended storage conditions.
Other Experimental PropertiesQuestionable carcinogen with experimental carcinogenic and tumorigenic dataUV: 6579 (Sadtler Research Laboratories Spectral Collection) /1,3-Dimethylanthracene/UV: 6574 (Sadtler Research Laboratories Spectral Collection) /2,3-Dimethylanthracene/
밀도1.0426 (estimate)
굴절률1.6868 (estimate)
저장 조건Sealed in dry,Room Temperature
물리적 상태결정 또는 결정성 분말
색상노란색
용해도톨루엔에 용해됩니다. 물에 불용성.
BRN1909028
헨리 상수1.8×100 mol/(m3Pa) at 25℃, Mackay et al. (2006)
InChIInChI=1S/C16H14/c1-11-13-7-3-5-9-15(13)12(2)16-10-6-4-8-14(11)16/h3-10H,1-2H3
InChIKeyJTGMTYWYUZDRBK-UHFFFAOYSA-N
SMILESC1=C2C(C(C)=C3C(=C2C)C=CC=C3)=CC=C1
EPA9,10-Dimethylanthracene (781-43-1)

화학적 성질

yellow crystals or crystalline powder

안전 및 규제

GHS 분류DangerH312 (83%): Harmful in contact with skin [Warning Acute toxicity, dermal]P203, P233, P260, P261, P271, P272, P280, P284, P302+P352, P304+P340, P317, P318, P321, P333+P317, P342+P316, P362+P364, P403, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 47 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H312: Harmful in contact with skin [Warning Acute toxicity, dermal]
유해성 요약Emergency treatment: Polynuclear aromatic hydrocarbonsAcute toxicity of PAHs is lowPAHs may cause photosensitivity and may cause cancer after chronic exposure[HSDB] An irritant[Alfa Aesar MSDS] See POLYCYCLIC AROMATIC HYDROCARBONS.
Special ReportsUSEPAAmbient Water Quality Criteria Doc: Polynuclear Aromatic Hydrocarbons (Draft) (1980)Health and Welfare CanadaPolycyclic Aromatic Hydrocarbons Rept No 80-EHD-50 (1979)
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/
NIOSH RecommendationsRecommended Exposure Limit: 10 Hr Time-Weighted Avg: 0.1 mg/cu m (cyclohexane-extractable fraction). /Coal tar pitch volatiles/NIOSH considers coal tar pitch volatiles to be potential occupational carcinogens. NIOSH usually recommends that occupational exposures to carcinogens be limited to the lowest feasible concentration. /Coal tar pitch volatiles/
청정수법 요건Toxic pollutant designated pursuant to section 307(a)(1) of the Federal Water Pollution Control Act and is subject to effluent limitations. /Polynuclear aromatic hydrocarbons (including benzanthracenes, benzopyrenes, benzofluoranthene, chrysenes, dibenz-anthracenes, and indenopyrenes)/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/.

용도

용도

9,10-Dimethylanthracene is used as an antioxidant-photosensitizer dual-loaded polymeric micelles with controllable production of reactive oxygen species. It is also used as chemical rate constant actinometer in singlet molecular oxygen reactions.

일반 설명

9,10-Dimethylanthracene belongs to the class of polynuclear aromatic hydrocarbons (PAHs), which are generally used as potential starting materials for the synthesis of a variety of industrial chemicals.

Hazard Classes and CategoriesAcute Tox. 4 (83%)
Hazardous Reactivities and IncompatibilitiesStrong oxidizers.
소화 절차Suitable 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.
보관 조건Keep container tightly closed in a dry and well-ventilated place.
정리 방법ACCIDENTAL 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: Do not let product enter drains. 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.
처리 방법SRP: 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 qualitypotential migration in air, soil or watereffects on animal, aquatic and plant lifeand 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. Contaminated packaging: Dispose of as unused product.
Preventive MeasuresThe worker should wash daily at the end of each work shift, and prior to eating, drinking, smoking, etc. /Coal tar pitch volatiles/Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises. /Coal tar pitch volatiles/ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. Environmental precautions: Do not let product enter drains.Precautions for safe handling: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Provide appropriate exhaust ventilation at places where dust is formed. Normal measures for preventive fire protection.For more Preventive Measures (Complete) data for 9,10-Dimethylanthracene (8 total), please visit the HSDB record page.
Threshold Limit Values (TLV)8 Hr Time Weighted Avg (TWA): 0.2 mg/cu m. /Coal tar pitch volatiles, as benzene soluble aerosol/Peak Exposure Recommendation: Transient increases in workers' exposure levels may exceed 3 times the value of the TLV-TWA level for no more than 15 minutes at a time, on no more than 4 occasions spaced 1 hour apart during a workday, and under no circumstances should they exceed 5 times the value of the TLV-TWA level. In addition, the 8-hour TWA is not to be exceeded for an 8-hour work period. /Coal tar pitch volatiles, as benzene soluble aerosol/A1Confirmed human carcinogen. /Coal tar pitch volatiles, as benzene soluble aerosol/Biological Exposure Index (BEI): Determinant: 1-Hydroxypyrene (1-HP) in urine (with hydrolysis)Sampling Time: end of shift at end of workweek. BEI: None.Biological monitoring should be considered for this compound based on the reviewhowever, a specific BEI could not be determined due to insufficient data. /Polycyclic aromatic hydrocarbons/For more Threshold Limit Values (TLV) (Complete) data for 9,10-Dimethylanthracene (6 total), please visit the HSDB record page.
Personal Protective Equipment (PPE)Respirator Recommendations: At concentrations above the NIOSH REL, or where there is no REL, at any detectable concentration: /Coal tar pitch volatiles/[Table#4917]Respirator Recommendations: Escape conditions: /Coal tar pitch volatiles/[Table#4918]Eye/face protection: Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).Skin protection: Handle with gloves.For more Personal Protective Equipment (PPE) (Complete) data for 9,10-Dimethylanthracene (6 total), please visit the HSDB record page.
Immediately Dangerous to Life or Health (IDLH)NIOSH considers coal tar pitch volatiles to be potential occupational carcinogens. /Coal tar pitch volatiles/
환경 거동TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 4.6X10+4(SRC), determined from a structure estimation method(2), indicates that 9,10-dimethylanthracene is expected to be immobile in soil(SRC). Volatilization of 9,10-dimethylanthracene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.9X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). 9,10-dimethylanthracene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.0X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). 9,10-Dimethylanthracene reached 1.6 and 19.5% of its theoretical oxygen demand after 144 hours incubation in activated sludge from two different waste treatment facilities(4), suggesting that biodegradation may be a slow environmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 4.6X10+4(SRC), determined from a structure estimation method(2), indicates that 9,10-dimethylanthracene is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 2.9X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 and 19 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 80 years if adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 2600(SRC), from its log Kow of 5.69(7) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). 9,10-Dimethylanthracene reached 1.6 and 19.5% of its theoretical oxygen demand after 144 hours incubation in activated sludge from two different waste treatment facilities(8), suggesting that biodegradation may be a slow environmental fate process in water(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 9,10-dimethylanthracene, which has an estimated vapor pressure of 3.0X10-6 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 9,10-dimethylanthracene 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 0.1 days(SRC), calculated from its rate constant of 1.3X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase 9,10-dimethylanthracene may be removed from the air by wet and dry deposition(SRC). Analogous anthracene contains chromophores that absorb at wavelengths >290 nm(4), suggesting that 9,10-dimethylanthracene may be susceptible to direct photolysis by sunlight(SRC).
식품 조사 수치9,10-Dimethylanthracene has reportedly been found in mineral oil(1). This compound was analyzed for but not found in samples of margarines, butters, and vegetable oils from Finland, detection limit 0.02 ug/kg(2), and samples of leaf lettuce from Finland, detection limit 0.05 ug/kg(3).
독성 요약IDENTIFICATION AND USE: 9-10-Dimethylanthracene (9,10-DMA) is a solid polycyclic hydrocarbon. HUMAN EXPOSURE AND TOXICITY: There are no data available. ANIMAL STUDIES: 9,10-DMA was not mutagenic in the recessive lethal assay. 9,10-Dimethylanthracene showed a rather weak genotoxicity in Drosophila melanogaster studies. The fraction of all genotoxic events which are due to mitotic recombination was 83%. ECOTOXICITY STUDIES: 9,10-DMA suppressed cell proliferation of the freshwater species of fish, Lepomis macrochirus (bluegill).
생태독성 발췌/AQUATIC SPECIES/ Polycyclic aromatic hydrocarbons (PAH) have been demonstrated to affect immune system modulation. The freshwater species of fish, Lepomis macrochirus (bluegill), was employed to investigate the effects of a 14-day dietary exposure to PAH including 2-aminoanthracene (2-AA), 2-methylnaphthalene (2-MN), and 9,10-dimethylanthracene (9,10-DMA) and a mixture of these 3 compounds at a total dose of 3.1 +/- 0.01 mg on lymphocyte proliferation stimulated with 3 mitogens (concanavalin A [Con A], phorbol ester, and calcium ionophore). 2-Aminoanthracene was mitogenic itself and with added mitogens. 2-Methylnaphthalene induced some stimulatory and some inhibitory effects upon cell proliferation by Con A. 9,10-DMA and the mixture each suppressed cell proliferation. The mixture was highly suppressive to lymphocytes. Intracellular baseline calcium levels were reduced, possibly as a step prior to cell death. All PAH compounds tested were immunomodulatory to bluegill lymphocytes. Bluegill were demonstrated to have utility as a biomarker species for investigation of immunotoxicity.
Effluent Concentrations9,10-Dimethylanthracene was tested for but not detected in air samples influenced by aircraft exhaust from C-130H aircraft at the Savannah Air National Guard base, Savannah GA(1). 9,10-Dimethylanthracene emissions of 0.119 and 0.289 mg/g polystyrene were reported in particulate and gaseous emissions, respectively, from polystyrene combustion(2).Using a bench scale reactor, 9,10-dimethylanthracene was identified as a pyrolysis product of shredded and ground Dunlop scrap tires burned in a furnace at 850 °C. The yield of 9,10-dimethylanthracene decreased as the bulk air ratio increased(1).[Table#4916]
Soil Adsorption/MobilityUsing a structure estimation method based on molecular connectivity indices(1), the Koc of 9,10-dimethylanthracene can be estimated to be 4.6X10+4(SRC). According to a classification scheme(2), this estimated Koc value suggests that 9,10-dimethylanthracene is expected to be immobile in soil.
TSCA Test SubmissionsSummary information indicates that 9,10-dimethylanthracene (CAS # 781-43-1) was evaluated for carcinogenicity in a group of 32 female Swiss CD-1 albino mice by application of a single dose of the test substance (in 100 uL of acetone) followed by tri-weekly dosing with the promoter phorbul myristate acetate (in 100 uL of acetone). Treatment with the promoter began 2 weeks following application of the test substance and continued for 180 days. Tumors were found in 8 of 32 of the mice. There was a total of 8 tumors in the group. The first observable tumor was seen at 140 days.
Natural Pollution Sources9,10-Dimethylanthracene is one of many polycyclic aromatic hydrocarbons (PAH), a group of chemicals that are formed during the incomplete burning of coal, oil, gas, wood, garbage, or other organic substances(1,2). PAHs generally occur as complex mixtures, for example as part of combustion products such as soot, not as single compounds. PAHs occur naturally in volcanoes and forest fires. They can also be found in substances such as crude oil and coal. They are found throughout the environment in the air, water, and soil(1). Many PAHs found in the environment are formed during pyrolysis and incomplete combustion of organic matter at high temperatures(2). /Polycyclic aromatic hydrocarbons/
Atmospheric ConcentrationsURBAN/SUBURBAN: 9,10-Dimethylanthracene was present at 0.7, 0.16 and 0.03 ng/cu m in air samples taken at Baltimore (urban), Hart Miller Island (rural18km NE) and from the USCG Station at Stillpond (over water23km further NE), respectively, on the northern Chesapeake Bay, sampled in June, 1996(1). 9,10-Dimethylanthracene mean concentrations were 0.01 and <0.012 ng/cu m in summer 2000 and winter 2001, respectively, outside of homes tested in Shimizu, Japan(2).INDOOR: 9,10-Dimethylanthracene mean concentrations were 0.01 and 0.0082 ng/cu m in summer 2000 and winter 2001, respectively, inside of homes tested in Shimizu, Japan(1).SOURCE DOMINATED: Air samples collected from Kokkola, Finland, a small industrial town, were analyzed for 9,10-dimethylanthracene. The air samples contained a number of different polycyclic aromatic hydrocarbons, but not 9,10-dimethylanthracene, detection limit 0.1 ng/cu m(1). 9,10-Dimethylanthracene was tested for but not detected in air particulate matter from over the lower Back River estuary in the Baltimore Harbor area on the Chesapeake Bay, sampled in June 1996(2).
Fish/Seafood Concentrations9,10-Dimethylanthracene mean concentrations were reported as 218.7 (Las Caletillas), 24.11 (El Poris) and 70.0 (El Medano) ng/g dry wt in the Canary Islands Intertidal limpet (Patella ulyssiponensis aspera) collected at mid-tide throughout 1991-1993 on the southeast coast of Tenerife. The last oil spills near the Canary Islands were on Dec 19, 1989 and Dec 30-31, 1989(1). 9,10-dimethylanthracene concentrations were 591.1, 526.5 and 108.7 ng/g dry wt, respectively, in the intertidal limpet P. crenata from the same area(2).
Artificial Pollution SourcesPolycyclic aromatic hydrocarbons (PAHs), such as 9,10-dimethylanthracene, are found in the environment and are formed during pyrolysis and incomplete combustion of organic matter at high temperatures(1). 9,10-Dimethylanthracene occurs primarily in cigarette smoke(2) which will result in its direct release to the environment(SRC).
Environmental BiodegradationAEROBIC: Using Warburg respirometer tests, 9,10-dimethylanthracene, present at a concentration of 500 mg/L, was not biodegraded to any extent by activated sludge from three different treatment plants. 9,10-Dimethylanthracene reached 19.5% of its theoretical oxygen demand over a period 144 hours using activated sludge from a treatment plant receiving municipal waste. 9,10-Dimethylanthracene was not biodegraded by activated sludge obtained from a treatment plant receiving residential wastes only. 9,10-Dimethylanthracene reached 1.6% of its theoretical oxygen demand over a period of 144 hours using activated sludge from a treatment plant receiving combined domestic wastewater(1).PURE CULTURE: Biodegradation of 9,10-dimethylanthracene, present at 10 mg/mL, was studied over 90 days at 20 and 7 °C, respectively. The enrichment culture included Acidovorax, Bordetella, Pseudomonas, Sphingomonas and Variovorax species. Under nitrate reducing conditions, 9,10-dimethylanthracene was not biodegraded using the same soils and temperatures, with the exception of 7% degradation in Alert soil at 7 °C(1).[Table#4915]
수질 위해 등급(WGK)3
RTECS 번호CA9685000
관세 코드29029000
위험 문구(R)20/21-42/43
위험 표시Xn
안전 문구(S)36/39
위험 등급Acute Tox. 4 DermalAcute Tox. 4 InhalationResp. Sens. 1Skin Sens. 1
저장 분류11 - Combustible Solids
유해 물질 데이터781-43-1(Hazardous Substances Data)