6-Bromobenzo[a]pyrene

331.212

331.21

7I5Z76T77D

DTXSID90175493

0

7

1.3975 (rough estimate)

222-224 °C @ Solvent: Benzene

Thermal decomposition to emit toxic hydrogen bromide fumes

Treasury dry and low temperature ventilation

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.

Bromobenzo(a)pyrene was identified in fly ash samples from a municipal waste incinerator, concentration unknown(1).

Persons with existing skin disorders may be more susceptible to the effects of /coal tar pitch volatiles/. /Coal tar pitch volatiles/

6-Bromobenzo(a)pyrene's occurrence in fly ash from waste incineration(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 153,000(SRC), determined from an estimated log Kow of 7.0(2,SRC) and a recommended regression-derived equation(3), indicates that 6-bromobenzo(a)pyrene is expected to be immobile in soil(SRC). Volatilization of 6-bromobenzo(a)pyrene from moist soil surfaces is not expected to be important(SRC) given an estimated Henry's Law constant of 8.48X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 6-Bromobenzo(a)pyrene is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 2.18X10-9 mm Hg(SRC), determined from a fragment constant method(5). Limited data are present in the scientific literature regarding the biodegradation of 6-bromobenzo(a)pyrene, but degradation is expected to be slow since 6-bromobenzo(a)pyrene contains more than three aromatic rings(6,SRC).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 153,000(SRC), determined from an estimated log Kow of 7.0(2,SRC) and a recommended regression-derived equation(3), indicates that 6-bromobenzo(a)pyrene is expected to adsorb to suspended solids and sediment in water(SRC). 6-bromobenzo(a)pyrene is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 8.48X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 123,000(3,SRC), from an estimated log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is very high(SRC). Limited data are present in the scientific literature regarding the biodegradation of 6-bromobenzo(a)pyrene, but degradation is expected to be slow since 6-bromobenzo(a)pyrene contains more than three aromatic rings(6,SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 6-bromobenzo(a)pyrene, which has an estimated vapor pressure of 2.18X10-9 mm Hg at 25 °C(2,SRC), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase 6-bromobenzo(a)pyrene may be physically removed from the air by wet and dry deposition(SRC).

The rate constant for any vapor-phase reaction of 6-bromobenzo(a)pyrene with photochemically-produced hydroxyl radicals has been estimated as 3.15X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 12.2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). 6-Bromobenzo(a)pyrene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3). Due to similar structure and characteristics to benzo(a)pyrene, which absorbs in the UV spectrum above 290 nm(3), 6-bromobenzo(a)pyrene will be expected to directly photolyze in the environmental UV spectrum as well(SRC).

An estimated BCF of 123,000 was calculated for 6-bromobenzo(a)pyrene(SRC), using an estimated log Kow of 7.0(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is very high(SRC).

The Koc of 6-bromobenzo(a)pyrene is estimated as approximately 153,000(SRC), using an estimated log Kow of 7.0(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that 6-bromobenzo(a)pyrene is expected to be immobile in soil(SRC).

The Henry's Law constant for 6-bromobenzo(a)pyrene is estimated as 8.48X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that 6-bromobenzo(a)pyrene is expected to be essentially nonvolatile from water surfaces(2,SRC). 6-Bromobenzo(a)pyrene's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces should not occur(SRC). 6-Bromobenzo(a)pyrene is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 2.18X10-9 mm Hg (SRC), determined from a fragment constant method(3).

Occupational exposure to 6-bromobenzo(a)pyrene may occur through inhalation of dust particles with this compound at workplaces where 6-bromobenzo(a)pyrene is generated. (SRC)

HYDROXYLATION OF ... /POLYCYCLIC HYDROCARBONS/ TO GIVE PHENOLS & DIHYDRODIOLS IS CATALYZED BY MICROSOMAL ENZYMES & PROBABLY INVOLVES EPOXIDE FORMATION. PREMERCAPTURIC ACIDS & CORRESPONDING GLUTATHIONE, CYSTEINYLGLYCINE & CYSTEINE CONJUGATES ... ARE ... MAJOR METABOLITES OF ... /POLYCYCLIC HYDROCARBONS/|The mechanism of formation of the benzo(alpyrene (BP) quinones from the metabolism of benzo(a)pyrene by cytochrome-p450 was delineated. Wistar-rat liver microsomes were prepared from uninduced and 3-methylcholanthrene induced rats and incubated with benzo(a)pyrene, 6-fluorobenzo(a)pyrene (6FBP), 6-chlorobenzo(a)pyrene (6ClBP), or 6-bromobenzo(a)pyrene (6BrBP). The metabolites were analyzed by high performance liquid chromatography. NADPH and cumene-hydroperoxide (CHP) were used as cofactors. Similar metabolic profiles were seen in the presence of NADPH or cumene-hydroperoxide with induced microsomes for benzo(a)pyrene and 6-fluorobenzo(a)pyrene; dihydrodiols, phenols and quinones were produced by both compounds with NADPH, while only quinones were produced with cumene-hydroperoxide. With uninduced microsomes and cumene-hydroperoxide, metabolism of benzo(a)pyrene and 6-fluorobenzo(a)pyrene produced the same benzo(a)pyrene quinones. Uninduced microsomes in the presence of NADPH produced dihydrodiols, phenols and quinones from benzo(a)pyrene, while only quinones were produced from 6-fluorobenzo(a)pyrene. 6-chlorobenzo(a)pyrene and 6-bromobenzo(a)pyrene produced metabolites only with induced nicrosomes and NADPH. The manganic oxidation of benzo(a)pyrene and 6-fluorobenzo(a)pyrene, and the reaction of benzo(a)pyrene and 6-fluorobenzo(a)pyrene radical cation perchlorates with water were investigated. Results indicated that metabolic formation of benzo(a)pyrene quinones from benzo(a)pyrene and 6-fluorobenzo(a)pyrene can only derive from their intermediate radical cation. /It was/ concluded that the benzo(a)pyrene and 6-fluorobenzo(a)pyrene quinones arise from an initial one electron oxidation of benzo(a)pyrene to its radical cation.

...NUMEROUS CARCINOGENS OF ELECTROPHILIC REACTANT TYPE...BIND TO DNA. ... WITH...B(A)P, THROUGH ITS ACTIVATED FORM, 7,8-DIHYDRODIOL-9,10-EPOXIDE, /ALKYLATION/ REACTION IS THRU 10 CARBON...TO THE 2-AMINO POSITION IN GUANYLIC ACID. IN ADDN, THERE ARE MINOR INTERACTIONS WITH OTHER PURINES & PYRIMIDINES... /BENZO(A)PYRENE/

For immediate first aid: Ensure that adequate decontamination has been carried out. If victim is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep victim quiet and maintain normal body temperature. Obtain medical attention. /Aromatic hydrocarbons and related compounds/|For basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aromatic hydrocarbons and related compounds/

...NUMEROUS CARCINOGENS OF ELECTROPHILIC REACTANT TYPE...BIND TO DNA. ... WITH...B(A)P, THROUGH ITS ACTIVATED FORM, 7,8-DIHYDRODIOL-9,10-EPOXIDE, /ALKYLATION/ REACTION IS THRU 10 CARBON...TO THE 2-AMINO POSITION IN GUANYLIC ACID. IN ADDN, THERE ARE MINOR INTERACTIONS WITH OTHER PURINES & PYRIMIDINES... /BENZO(A)PYRENE/|Mortality studies have demonstrated that exposure to coke oven emissions, which contain a variety of PAHs, caused increased incidences of lung and genitourinary cancer mortality in coke oven workers ... . /Polycyclic aromatic hydrocarbons/|Workers exposed to creosote containing numerous PAHs developed skin tumors ... . /Polycyclic aromatic hydrocarbons/|Exposures to other chemical mixtures that contain PAHs, such as cigarette smoke, coal tar, coal tar pitch, and bitumens, have been associated with increased incidences of lung cancer in humans. /Polycyclic aromatic hydrocarbons/|Dermal exposure to coal tar and shale oils containing PAHs have been associated with increased incidences of skin tumors in humans ... . /Polycyclic aromatic hydrocarbons/

6-bromobenzo(a)pyrene

Coal tar pitch volatiles are products of the distillation of bituminous coal and contain polynuclear aromatic hydrocarbons. /Coal tar pitch volatiles/

POLYNUCLEAR AROMATIC COMPD IN AIR, GC. /POLYNUCLEAR AROMATIC CMPD/|POLYNUCLEAR AROMATIC HYDROCARBONS IN AIR, SPECTROPHOTOMETRIC MEASUREMENT. /POLYNUCLEAR AROMATIC HYDROCARBONS/|BENZO(A)PYRENE IN AIR, FLUOROMETRY. /BENZO(A)PYRENE/|BENZO(A)PYRENE IN PARTICULATES, AIRBORN. HIGH PERFORMANCE LIQ CHROMATOGRAPHY. /BENZO(A)PYRENE/