| Chemical Properties | yellow to yellow-green crystalline powder |
| Physical properties | Crystalline, solid, prisms, or plates. Benzo[e]pyrene is sensitive to ultraviolet light and may
degrade into diones. |
| Uses | Used for studies of immune suppressive activity of bezo[e]Pyrene on antibody response to DNP-Ficoll and sheep erythrocytes and "dispersive liquid -liquid micro extraction” technique by extracting organic compounds from water samples. |
| Definition | ChEBI: An ortho- and peri-fused polycyclic arene consisting of five fused benzene rings. It is listed as a Group 3 carcinogen by the IARC. |
| General Description | Colorless crystals or white crystalline solid. |
| Air & Water Reactions | Insoluble in water. |
| Reactivity Profile | BENZO[E]PYRENE may be sensitive to prolonged exposure to light. |
| Health Hazard | There is very little information available onits toxicity. The oral toxicity is expected to below. Its carcinogenic potential is lower thanthat of benz[a]pyrene. Animal studies gaveinconclusive results. Oral administration mayproduce tumors in the stomach. However, theevidence of carcinogenicity of this compoundin animals is inadequate. Benz[e]pyrene isa mutagen, testing positive to the histidinereversion–Ames test and in vitro unscheduled DNA synthesis (UDS)–human fibroblast. |
| Fire Hazard | Flash point data for BENZO[E]PYRENE are not available. BENZO[E]PYRENE is probably combustible. |
| Safety Profile | For occupational chemicalanalysis use NIOSH: Polynuclear Aromatic Hydrocarbons(HPLC), 5506; (GC), 5515. |
| Source | The concentration of benzo[e]pyrene in coal tar and the maximum concentration reported
in groundwater at a mid-Atlantic coal tar site were 3,700 and 0.0034 mg/L, respectively (Mackay
and Gschwend, 2001). Detected in 8 diesel fuels at concentrations ranging from 0.047 to 2.1 mg/L
with a mean value of 0.113 mg/L (Westerholm and Li, 1994). Identified in Kuwait and South
Louisiana crude oils at concentrations of 0.5 and 2.5 ppm, respectively (Pancirov and Brown,
1975).
Benzo[e]pyrene is produced from the combustion of tobacco and petroleum fuels. It also occurs
in low octane gasoline (0.18–0.87 mg/kg), high octane gasoline (0.45–1.82 mg/kg), used motor oil
(92.2–278.4 mg/kg), asphalt (≤0.0052 wt %), coal tar pitch (≤0.70 wt %), cigarette smoke (3
μg/1,000 cigarettes), and gasoline exhaust (quoted, Verschueren, 1983). Lehmann et al. (1984)
reported a benzo[e]pyrene concentration of 0.02 mg/g in a commercial anthracene oil.
Schauer et al. (2001) measured organic compound emission rates for volatile organic
compounds, gas-phase semi-volatile organic compounds, and particle phase organic compounds
from the residential (fireplace) combustion of pine, oak, and eucalyptus. The particle-phase
emission rates of benzo[e]pyrene were 0.459 mg/kg of pine burned, 0.231 mg/kg of oak burned,
and 0.212 mg/kg of eucalyptus burned.
Particle-phase tailpipe emission rates from gasoline-powered automobiles with and without
catalytic converters were 0.015 and 38.2 μg/km, respectively (Schauer et al., 2002). |
| Environmental fate | Photolytic. Schwarz and Wasik (1976) reported a fluorescence quantum yield of ≈ 0.3 for
benzo[e]pyrene in water.Chemical/Physical. Benzo[e]pyrene will not hydrolyze because it has no hydrolyzable
functional group. |
| Purification Methods | Purify it by passage through an Al2O3 column (Woelm, basic, activity I) and elute with *C6H6 and recrystallise from 2 volumes of EtOH/*C6H6 (4:1). It forms colourless or light yellow prisms or needles. [Campbell J Chem Soc 3659 1954, Buchta & Kr.ger Justus Liebigs Ann Chem 705 190 1967.] The 1,3,5-trinitrobenzene complex has m 253-254o (orange needles from EtOH), the picrate prepared by mixing 20mg in 1mL of *C6H6 with 20mg of picric acid in 2mL *C6H6, collecting the deep red crystals, and recrystallising from *C6H6 has m 228-229o [NMR: Cobb & Memory J Chem Phys 47 2020 1967]. [Beilstein 5 III 2520, 5 I V 2689.] CARCINOGEN. |
![BENZO[E]PYRENE](/img/192-97-2.jpg "BENZO[E]PYRENE")
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