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2,7-Dimethylpyrene

HCID 27441
NotesReactions
Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
15679-24-0
Standard SMILES
Cc1cc2ccc3cc(C)cc4ccc(c1)c2c34
InChIKey
GSKHIRFMTJUBSM-UHFFFAOYSA-N
Molecular formula
C18H14
Average molar mass
230.3 g/mol
Monoisotopic mass
230.10955045

Names & identifiers

Preferred name
2,7-Dimethylpyrene
IUPAC
2,7-dimethylpyrene
English name
2,7-Dimethylpyrene
Molecular formula
C18H14
Molecular weight
230.3

Names & synonyms

2,7-DIMETHYLPYRENE15679-24-0Pyrene, 2,7-dimethyl-HSDB 2160UNII-0E465NIX940E465NIX94EINECS 239-762-6DTXSID201661322,7-DIMETHYLPYRENE [HSDB]Pyrene, 2,7dimethylRefChem:83436DTXCID5088623
Show more names
239-762-6GSKHIRFMTJUBSM-UHFFFAOYSA-NMFCD026837502,7-Dimethylpyrene(>85%)2,7-Dimethylpyrene in tolueneSCHEMBL1760730QAA67924MSK178783

Database identifiers

CAS
15679-24-0
PubChem CID
27441
DTXSID
DTXSID20166132
UNII
0E465NIX94
EC Number
239-762-6
Nikkaji
J248.731D

Properties

Computed structural properties

XLogP
5.8
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
0
Heavy atoms
18
Formal charge
0
Complexity
260

Experimental & physicochemical properties

PolymersOther Classes -> Polycyclic Aromatic Hydrocarbons
Melting Point230 °C

Physicochemical properties

Melting point
187 · 187-190 °C
Boiling point
402.3 · 402.3±15.0 °C(Predicted)
Density
1.183 · 1.183±0.06 g/cm3(Predicted)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
Chloroform (Slightly), Methanol (Slightly)
form
Solid
color
Light Orange to Brown
Henry's Law Constant
2.9 · 2.9×100 mol/(m3Pa) at 25℃, HSDB (2015)
FDA UNII
0 E465NIX94 · 0E465NIX94
Symbol(GHS)
7 · GHS07
Signal word
Warning

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Hazards SummaryEmergency treatment: Polynuclear aromatic hydrocarbons; Acute toxicity of PAHs is low; PAHs may cause photosensitivity and may cause cancer after chronic exposure; [HSDB] See POLYCYCLIC AROMATIC HYDROCARBONS.
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 Recommendations · 2 items

Recommended 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/

Clean Water Act Requirements · 2 items

Toxic 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/.

Hazardous Reactivities and Incompatibilities

Chemistry & industry

Applications

Uses2,7-Dimethylpyrene was identified in rock extracts and crude oils.

Suppliers18 total

毕佳索(上海毕得医药科技股份有限公司)400-6005915 · [email protected]
湖北瑞玛标物科技有限公司15787879035 15787875101 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
深圳睿迅光电材料科技有限公司0755-26718755; 15889762949 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
河南东元化工科技有限公司16696119288 · [email protected]
江苏艾康生物医药研发有限公司025-66028182 17714375163 · [email protected]
艾吉析科技(上海)有限公司17717235263 17717235263 · [email protected]
上海昂提生物科技有限公司13764913901 · [email protected]
上海超岚化工科技中心(原上海巢莱)0-2022843681 15618226720 · [email protected]

Related reactions

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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Hazard statements
315 · H315-H319-H302+H312+H332
Precautionary statements
261 · P261-P264-P270-P271-P280-P305+P351+P338-P501
Hazardous Substances Data
15679 · 15679-24-0(Hazardous Substances Data)
Strong oxidizers.

Safety & protection

Disposal Methods · 2 items

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.

Preventive Measures · 3 items

The 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/

SRP: Contaminated protective clothing should be segregated in a manner such that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. The completeness of the cleaning procedures should be considered before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at the end of shift, but should remain at employee's place of work for cleaning.

Threshold Limit Values (TLV) · 5 items

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/

A1; Confirmed 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 review; however, a specific BEI could not be determined due to insufficient data. /Polycyclic aromatic hydrocarbons/

For more Threshold Limit Values (TLV) (Complete) data for 2,7-Dimethylpyrene (6 total), please visit the HSDB record page.

Personal Protective Equipment (PPE) · 2 items

Respirator Recommendations: At concentrations above the NIOSH REL, or where there is no REL, at any detectable concentration: /Coal tar pitch volatiles/[Table#3881]

Respirator Recommendations: Escape conditions: /Coal tar pitch volatiles/[Table#3882]

Immediately Dangerous to Life or Health (IDLH)NIOSH considers coal tar pitch volatiles to be potential occupational carcinogens. /Coal tar pitch volatiles/

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 140,000(SRC), determined from a structure estimation method(2), indicates that 2,7-dimethylpyrene is expected to be immobile in soil(SRC). Volatilization of 2,7-dimethylpyrene from moist soil surfaces may occur given an estimated Henry's Law constant of 3.4X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(2). However, adsorption to soil is expected to attenuate volatilization(SRC). 2,7-Dimethylpyrene is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.9X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2). PAHs with four or more rings, such as 2,7-dimethylpyrene, are generally expected to be resistant to biodegradation(3). By analogy to pyrene, biodegradation is expected to occur slowly in soils, with estimated half-lives ranging from several weeks to years(4,5). Faster biodegradation rates occur with exposure to acclimated microbes(6). Degradation of analogous 1-methylpyrene during a bioslurry method reached 38% after 29 days of incubation using a contaminated soil from a former gasworks(7). By analogy to pyrene which absorbs strongly at wavelengths >290 nm(8), 2,7-dimethylpyrene is expected to be susceptible to direct photolysis on surfaces exposed to sunlight(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 140,000(SRC), determined from a structure estimation method(2), indicates that 2,7-dimethylpyrene 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 3.4X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 17 and 126 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 >10 years if adsorption is considered(4). According to a classification scheme(5), an estimated BCF of 4400(SRC), from an estimated log Kow of 6.03(2) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is very high, provided the compound is not metabolized by the organism(SRC). However, 2,7-dimethylpyrene 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(6). A measured fish biotransformation half-life of 2.08 days has been reported for the analogous pyrene(7). The near surface half-life for direct photolysis of analogous pyrene in water by sunlight was measured as 0.68 hours(8) and 0.85 hours(9). PAHs with four or more rings, such as 2,7-dimethylpyrene, are generally expected to be resistant to biodegradation(10). By analogy to pyrene, biodegradation is expected to occur slowly in soils, with estimated half-lives ranging from several weeks to years(11,12). Faster biodegradation rates occur with exposure to acclimated microbes(13). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions(3).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2,7-dimethylpyrene, which has an estimated vapor pressure of 6.9X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase 2,7-dimethylpyrene 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 2.4 hours(SRC), calculated from its rate constant of 1.6X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Particulate-phase 2,7-dimethylpyrene may be removed from the air by wet and dry deposition(SRC). By analogy to pyrene which absorbs strongly at wavelengths >290 nm(3,4), 2,7-dimethylpyrene is expected to be susceptible to direct photolysis by sunlight(SRC).

Toxicity SummaryIDENTIFICATION AND USE: 2,7-Dimethylpyrene is a polynuclear aromatic hydrocarbon. HUMAN EXPOSURE AND TOXICITY: There are no data available. ANIMAL STUDIES: There are no data available.
Effluent Concentrations2,7-Dimethylpyrene was detected at 0.906 mg/g polystyrene (7.24% of total PAHs detected) in particulate emissions in polystyrene combustion(1). 2,7-Dimethylpyrene is reported to have occurrence in gasoline or diesel exhaust(2).
Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2,7-dimethylpyrene can be estimated to be 140,000(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2,7-methylpyrene is expected to be immobile in soil.

Natural Pollution SourcesMethylpyrenes have been detected in crude oils and in sedimentary rock extracts with Early Paleozoic and Cenozoic origins(1). /Methylpyrenes/
Artificial Pollution Sources · 1 item

Polycyclic aromatic hydrocarbons (PAHs), such as methylpyrenes, occur as ubiquitous products of incomplete combustion of fossil fuels, wood, diesel oils and gasoline fuels(1). 2,7-Dimethylpyrene's occurrence in gasoline and diesel exhaust(2) will release the compound directly to the environment(SRC). Methylpyrenes occur in tobacco smoke(2,3).

Environmental Biodegradation · 1 item

AEROBIC: Polycyclyic aromatic hydrocarbons (PAHs) with four or more rings, such as 2,7-dimethylpyrene, are generally expected to be resistant to biodegradation(1). Biodegradation of the analogous compound pyrene is expected to occur slowly in soils, with estimated half-lives ranging from several weeks to years(2,3). Faster biodegradation rates occur with exposure to acclimated microbes(4). Soil microcosm studies using three industrial soils from Austria found pronounced biodegradation of pyrene in one soil (about 65-75% over 65 days of incubation), but only slight biodegradation in the other two soils(5). Using a pilot-scale bioslurry treatment method with contaminated soil from a former gasworks site, the fraction of initial 1-methylpyrene (analogous compound) remaining in the soil after 7, 24 and 29 days of incubation was 100, 85 and 62% respectively(6).

Environmental Bioconcentration · 1 item

An estimated BCF of 4400 was calculated in fish for 2,7-dimethylpyrene(SRC), using an estimated log Kow of 6.03(1) and a regression-derived equation(1). According to a classification scheme(2), this BCF suggests the potential for bioconcentration in aquatic organisms is very high(SRC), provided the compound is not metabolized by the organism(SRC). However, 2,7-dimethylpyrene may not bioconcentrate in aquatic organisms which contain microsomal oxidase, such as fish, as this enzyme enables the rapid metabolism of certain polycyclic aromatic hydrocarbons(3). A measured fish biotransformation half-life of 2.08 days has been reported for the analogous compound pyrene(4).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for 2,7-dimethylpyrene is estimated as 3.4X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 2,7-dimethylpyrene is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as approximately 17 days(SRC). The estimated 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 approximately 126 days(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 (2 m deep, 1 cm active benthic subsystem of bulk density 1.75 g/cc, wind velocity of 1.5 m/sec) is >10 years if adsorption is considered and 170 days if adsorption is ignored(3). 2,7-Dimethylpyrene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 2,7-Dimethylpyrene is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 6.9X10-8 mm Hg(SRC), determined from a fragment constant method(1).

Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of 2,7-dimethylpyrene with photochemically-produced hydroxyl radicals has been estimated as 1.6X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2.4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Methylpyrenes have practically identical UV absorption spectra as pyrene(2). Pyrene (analogous compound) absorbs strongly at wavelengths >290 nm(3,4) and, therefore, 2,7-dimethylpyrene is expected to be susceptible to direct photolysis by sunlight(SRC). Approximately 6% photolytic degradation occurred when pyrene was adsorbed to a fly ash substrate and exposed to natural sunlight for 5 hours(5). The near surface half-life for direct photolysis of pyrene in water by sunlight was measured as 0.68 hours(6) and 0.85 hours(7). The photolysis half-life of pyrene on spruce needle surfaces exposed to full sunlight in Munich, Germany in July 2001 was 37 hours(8). 2,7-Dimethylpyrene is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(9).

Probable Routes of Human Exposure · 1 item

Occupational exposure to 2,7-dimethylpyrene may occur through inhalation and dermal contact with this compound at workplaces where 2,7-dimethylpyrene is produced as a product of incomplete combustion of fossil fuels. The general population may be exposed to 2,7-dimethylpyrene via inhalation of ambient air contaminated from combustion emissions, inhalation of tobacco smoke and dermal contact with particulate matter resulting from combustion(SRC). Occupational and general population exposure to PAHs, such as 2,7-dimethylpyrene, generally occurs as a mixture(1). PAHs, such as methylpyrenes, can occur in foods that are char-broiled(1) or smoked(2).

Other Environmental ConcentrationsMethyl and alkyl pyrenes have been identified as constituents of tobacco smoke(1). 2,7-Dimethylpyrene is reported to have occurrence in water, air, tobacco smoke, and gasoline or diesel exhaust(2).

Regulatory information

Clean Water Act Requirements · 2 items

Toxic 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/.

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H319-H302+H312+H332
Precautionary statements
P261-P264-P270-P271-P280-P305+P351+P338-P501
Hazardous Substances Data
15679-24-0(Hazardous Substances Data)
郑州汇聚化工有限公司
0371-55900031 18137872243 · [email protected]
上海吉至生化科技有限公司021-4009004166/18616739031 18616739031 · [email protected]
上海藜筠生物科技有限公司13119135307
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
河南科弘生物科技有限公司0371-55969461 18638736641 · [email protected]
JACS-郑州杰克斯化工产品有限公司0371-86259281 13223061139 · [email protected]