Benzo[def]chrysen Chemische Eigenschaften,Einsatz,Produktion Methoden
ERSCHEINUNGSBILD
SCHWACH GELBE KRISTALLE.
CHEMISCHE GEFAHREN
Reagiert mit starken Oxidationsmitteln unter Feuer- und Explosionsgefahr.
ARBEITSPLATZGRENZWERTE
TLV: (Exposition über alle Aufnahmewege sollte sorgfältig kontrolliert auf möglichst niedrigem Niveau gehalten werden) Krebskategorie A2 (Verdacht auf krebserzeugende Wirkung beim Menschen); (ACGIH 2005).
MAK: Krebserzeugend Kategorie 2; Keimzellmutagen Kategorie 2; (DFG 2005).
AUFNAHMEWEGE
Aufnahme in den Körper durch Inhalation des Aerosols, über die Haut und durch Verschlucken.
INHALATIONSGEFAHREN
Verdampfung bei 20°C vernachlässigbar; eine gesundheitsschädliche Partikelkonzentration in der Luft kann jedoch beim Dispergieren schnell erreicht werden.
WIRKUNGEN NACH WIEDERHOLTER ODER LANGZEITEXPOSITION
Krebserzeugend für den Menschen. Kann zu vererbbaren genetischen Schäden an menschlichen Keimzellen führen. Tierversuche zeigen, dass die Substanz möglicherweise fruchtbarkeitsschädigend oder entwicklungsschädigend wirken kann.
LECKAGE
Gefahrenbereich verlassen! Persönliche Schutzausrüstung: Vollschutzanzug mit umgebungsluftunabhängigem Atemschutzgerät. NICHT in die Umwelt gelangen lassen. Verschüttetes Material in abdichtbaren Behältern sammeln; falls erforderlich durch Anfeuchten Staubentwicklung verhindern. Reste sorgfältig sammeln. An sicheren Ort bringen.
R-Sätze Betriebsanweisung:
R45:Kann Krebs erzeugen.
R46:Kann vererbbare Schäden verursachen.
R50/53:Sehr giftig für Wasserorganismen, kann in Gewässern längerfristig schädliche Wirkungen haben.
R60:Kann die Fortpflanzungsfähigkeit beeinträchtigen.
R61:Kann das Kind im Mutterleib schädigen.
R43:Sensibilisierung durch Hautkontakt möglich.
R67:Dämpfe können Schläfrigkeit und Benommenheit verursachen.
R66:Wiederholter Kontakt kann zu spröder oder rissiger Haut führen.
R36:Reizt die Augen.
R11:Leichtentzündlich.
R65:Gesundheitsschädlich: kann beim Verschlucken Lungenschäden verursachen.
R38:Reizt die Haut.
S-Sätze Betriebsanweisung:
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S61:Freisetzung in die Umwelt vermeiden. Besondere Anweisungen einholen/Sicherheitsdatenblatt zu Rate ziehen.
S60:Dieses Produkt und sein Behälter sind als gefährlicher Abfall zu entsorgen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S62:Bei Verschlucken kein Erbrechen herbeiführen. Sofort ärztlichen Rat einholen und Verpackung oder dieses Etikett vorzeigen.
Beschreibung
Benzo(a)pyrene (BaP) is bioactivated to its carcinogenic form
by phase 1 and phase 2 metabolism. As with other polycyclic
aromatic hydrocarbons (PAHs), the presence of the ‘bay
region’ contributes greatly to the carcinogenicity of BaP. This
region is sterically constrained, allowing the formation of
diol epoxides, which subsequently react with intracellular
molecules such as DNA. Human exposure to BaP and other
PAHs occurs primarily from smoking or from secondhand
smoke, air polluted with combustion products, or food and
water polluted with combustion products, such as those
cooked over charcoal or broiled.
BaP has been extensively studied for its toxicities in children
and during pregnancy. A study of pregnant active smokers
showed that BaP crossed the human placenta and was bound
to fetal hemoglobin at levels significantly higher than in pregnant
nonsmokers.
Chemische Eigenschaften
B(a)P, is yellowish needles, crystals or powder.
Odorless. PAHs are compounds containing multiple benzene
rings and are also called polynuclear aromatic
hydrocarbons.
Physikalische Eigenschaften
Odorless, yellow, orthorhombic or monoclinic crystals from ethanol. Solution in concentrated
sulfuric acid is orange-red and fluoresces green under exposure to UV light (quoted, Keith and
Walters, 1992).
Verwenden
Benzopyrene is a polyaromatic hydrocarbon (PAH) found in coal tar. Benzopyrene is a known carcinogen. The metbolism of Benzopyrene results in diol epoxides that react and bind to DNA forming adducts which in turns leads to mutations and eventually cancer.
Definition
ChEBI: An ortho- and peri-fused polycyclic arene consisting of five fused benzene rings.
Allgemeine Beschreibung
A liquid. Presents a threat to the environment. Immediate steps should be taken to limits its spread to the environment. Easily penetrates the soil and contaminates groundwater or nearby waterways.
Air & Water Reaktionen
Insoluble in water.
Reaktivität anzeigen
BENZO[A]PYRENE undergoes photo-oxidation after irradiation in indoor sunlight or by fluorescent light in organic solvents. Incompatible with strong oxidizing agents including various electrophiles, peroxides, nitrogen oxides and sulfur oxides. Oxidized by ozone, chromic acid and chlorinating agents. Readily undergoes nitration and halogenation. Hydrogenation occurs with platinum oxide .
Hazard
Highly toxic, confirmed carcinogen by inhalation.
Health Hazard
The acute oral toxicity of benzo[a]pyrene islow. This may be due to the poor absorption of this compound by the gastrointestinal tract.The lethal dose in mice from intraperitonealadministration is reported as 500 mg/kg(NIOSH 1986).
Animal studies show sufficient evidence ofits carcinogenicity by all routes of exposureaffecting a variety of tissues, which includethe lungs, skin, liver, kidney, and blood.
Dasenbrock et al. (1996) have investigatedthe carcinogenic potency of carbon particles,diesel soot and benzo[a]pyrene in rats fromrepeated intracheal administration in a 16-week study. A total dose of 15 mg purebenzo[a]pyrene caused lung tumor in theexperimental animals at a rate similar tothat caused by diesel soot and carbon blackparticles.
Lodovici et al. (1998) measured the levelsof PAHs and benzo[a]pyrenediol epoxideDNA adduct in autoptic lung samples ofsmokers and non-smokers. Benzo[a]pyrenediol epoxide resulting from metabolic activation of benzo[a]pyrene binds to DNA to forman adduct, the levels of which can be used as abiomarker to evaluate the exposure of humansto benzo(a)pyrene.
Benz[a]pyrene exhibited teratogeniceffects in test species. It is a mutagen.It showed positive in a histidine rever-sion–Ames test, cell transform mouse embryotest, and in in vitro sister chromatid exchange(SCE)–human lymphocytes..
Brandgefahr
Literature sources indicate that BENZO[A]PYRENE is nonflammable.
Toxikologie
benzo[a]pyrene (BP) is a reasonably potent contact carcinogen, and therefore has been subjected
to extensive carcinogenic testing. A diet containing 25 ppm of benzo[a]pyrene (BP) fed to
mice for 140 days produced leukemia and lung adenomas in addition to
stomach tumors. Skin tumors developed in over 60% of the rats treated topically
with approximately 10 mg of benzo[a]pyrene three times per week.
The incidence of skin tumors dropped to about 20% when treatment was
about 3 mg 3 per week. Above the 10 mg range, however, the incidence
of skin tumors increased dramatically to nearly 100%.
benzo[a]pyrene (BP) is also carcinogenic when administered orally. In one experiment,
weekly doses of greater than 10 mg administered for 10 weeks induced
stomach cancers, although no stomach cancers were produced at the dose
of 10 mg or less. At 100 mg doses, nearly 79% of the animals had developed
stomach tumors by the completion of the experiment.
When 15 ppm of benzo[a]pyrene (BP) in feed was orally administered to mice, production of
leukemia, lung adenomas, and stomach tumors were observed after 140 days.
Sicherheitsprofil
Confirmed carcinogen withexperimental carcinogenic, neoplastigenic, andtumorigenic data. A poison via subcutaneous,intraperitoneal, and intrarenal routes. Experimentalteratogenic and reproductive effects. Human mutation data reported. A skin irritant.
mögliche Exposition
Benzopyrene (BP) is a PAH that
has no commercial-scale production. B(a)P is produced in
the United States by one chemical company and distributed
by several specialty chemical companies in quantities from
100 mg to 5 g for research purposes. Although not manufactured
in great quantity, B(a)P is a by-product of
combustion. It is estimated that 1.8 million pounds per year
are released from stationary sources, with 96% coming
from: (1) coal refuse piles, outcrops, and abandoned coal
mines; (2) residential external combustion of bituminous
coal; (3) coke manufacture; and (4) residential external
combustion of anthracite coal. Human exposure to B(a)P
can occur from its presence as a by-product of chemical
production. The number of persons exposed is not known.
Persons working at airports in tarring operations; refuse
incinerator operations; power plants, and coke manufacturers,
may be exposed to higher B(a)P levels than the general
population. Scientists involved in cancer research or in
sampling toxic materials may also be occupationally
exposed. The general population may be exposed to B(a)P
from air pollution, cigarette smoke, and food sources. B(a)
P has been detected in cigarette smoke at levels ranging
from 0.2 to 12.2:g per 100 cigarettes. B(a)P has been
detected at low levels in foods ranging from 0.1 to 50 ppb.
Environmental Fate
The main natural sources of Benzo[a]pyrene(BaP) are forest fires and erupting volcanoes. Anthropogenic sources include the combustion of fossil fuels, coke oven emis- sions, and vehicle exhausts. In surface waters, direct deposition from the atmosphere appears to be the major source of BaP. Benzo[a]pyrene is moderately persistent in the environment. It readily binds to soils and does not readily leach to groundwater, though it has been detected in some groundwater. If released to water, it sorbs very strongly to sediments and particulate matter. In most waters and sediments, it resists breakdown by microbes or reactive chemicals, but it may evaporate or be degraded by sunlight. In water supply systems, it tends to sorb to any particulate matter and be removed by filtration before reaching the tap. In tap water, its source is mainly from PAH-containing materials in water storage and distribution systems.
läuterung methode
A solution of 250mg of benzo[a]pyrene in 100mL of *benzene is diluted with an equal volume of hexane, then passed through a column of alumina, Ca(OH)2 and Celite (3:1:1). The adsorbed material is developed with a 2:3 *benzene/hexane mixture. (It showed as an intensely fluorescent zone.) The main zone is eluted with 3:1 acetone/EtOH, and is transferred into 1:1 *benzene-hexane by adding H2O. The solution is washed, dried with Na2SO4, evaporated and crystallised from *benzene by the addition of MeOH [Lijinsky & Zechmeister J Am Chem Soc 75 5495 1953]. Alternatively it can be chromatographed on activated alumina, eluted with a cyclohexane-*benzene mixture containing up to 8% *benzene, and the solvent evaporated under reduced pressure [Cahnmann Anal Chem 27 1235 1955], and crystallised from EtOH [Nithipatikom & McGown Anal Chem 58 3145 1986]. [Beilstein 5 III 2517, 5 IV 2687.] CARCINOGENIC.
Inkompatibilitäten
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions.
Keep away from alkaline materials, strong bases,
strong acids, oxoacids, epoxides, nitrogen dioxide and ozone.
Waste disposal
Incineration in admixture
with a flammable solvent.
Benzo[def]chrysen Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
