Identification | More | [Name]
BENZO[E]PYRENE | [CAS]
192-97-2 | [Synonyms]
1,2-BENZPYRENE 4,5-BENZOPYRENE 4,5-BENZPYRENE BENZO[E]PYRENE 1,2-benzopyrene 9,10-Benzpyrene Benz(e)pyrene Benzo(l)pyrene benzopyrene(non-specificname) 96405, Benzo[e]pyrene (purity) BENZO (E) PYRENE, 25MG, NEAT 1,2-Benzpyrene, 4,5-Benzpyrene Benzo[e]pyrene solution | [EINECS(EC#)]
205-892-7 | [Molecular Formula]
C20H12 | [MDL Number]
MFCD00003605 | [Molecular Weight]
252.31 | [MOL File]
192-97-2.mol |
Chemical Properties | Back Directory | [Appearance]
yellow to yellow-green crystalline powder | [Melting point ]
177-180 °C(lit.)
| [Boiling point ]
495.49°C (rough estimate) | [density ]
1.286 | [vapor pressure ]
644 at 25 °C (subcooled liquid vapor pressure calculated from GC retention time data, Hinckley etal., 1990) | [refractive index ]
1.8530 (estimate) | [Fp ]
-18 °C | [storage temp. ]
APPROX 4°C
| [solubility ]
Slightly soluble in methanol (Patnaik, 1992) | [form ]
neat | [pka]
>14 (Schwarzenbach et al., 1993) | [color ]
Prisms from C6H6 | [Water Solubility ]
0.984ug/L(25 ºC) | [Merck ]
13,1105 | [BRN ]
1911334 | [Henry's Law Constant]
(x 10-7 atm?m3/mol):
4.84 at 25 °C (approximate - calculated from water solubility and vapor pressure) | [CAS DataBase Reference]
192-97-2(CAS DataBase Reference) | [IARC]
3 (Vol. 92, Sup 7) 2010 | [EPA Substance Registry System]
Benzo[e]pyrene (192-97-2) |
Safety Data | Back Directory | [Hazard Codes ]
T,N,Xn,F | [Risk Statements ]
R45:May cause cancer. R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . R67:Vapors may cause drowsiness and dizziness. R65:Harmful: May cause lung damage if swallowed. R38:Irritating to the skin. R11:Highly Flammable. | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label . | [RIDADR ]
UN 3077 9/PG 3
| [WGK Germany ]
3
| [RTECS ]
DJ4200000
| [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29029000 | [Hazardous Substances Data]
192-97-2(Hazardous Substances Data) | [Toxicity]
mmo-sat 1 nmol/plate CNREA8 40,1985,80 |
Hazard Information | Back Directory | [General Description]
Colorless crystals or white crystalline solid. | [Reactivity Profile]
BENZO(E)PYRENE(192-97-2) may be sensitive to prolonged exposure to light. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this compound are not available. BENZO(E)PYRENE is probably combustible. | [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. | [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. | [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. |
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