BENZO[E]PYRENE Chemical Properties

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)

Flash point:

-18 °C

storage temp. 

2-8°C

solubility 

Slightly soluble in methanol (Patnaik, 1992)

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 Information

Hazard Codes 

T,N,Xn,F

Risk Statements 

45-50/53-67-65-38-11-20

Safety Statements 

53-45-60-61-62-33-25-16-9

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

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich

BENZO[E]PYRENE Usage And Synthesis

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.

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