| Identification | Back Directory | [Name]
1,12-BENZOPERYLENE | [CAS]
191-24-2 | [Synonyms]
NSC 89275
Benzo(g.h.i)p
Benzo[ghi]Pyrene
1,12-Benzperylene
benzo[ghl]perylene
BENZO[GHI]PERYLENE
1,12-BENZOPERYLENE
6,7-Ethenoperylene
BENZO 1,12 PERYLENE
Benzo[ghi]perylene 98%
Benzo[ghi]perylene, 98+%
benzo[ghi]perylene solution
Benzo[ghi]perylene (purity)
Benzo[ghi]Pyrene in methanol
Benzo[ghi]perylene, 98+% 100MG
BENZO(G,H,I)PERYLENE, 25MG, NEAT
30542, Benzo[ghi]perylene (purity)
1.12-Benzoperylene 10mg [191-24-2]
Benzo[ghi]perylene standard solution
Benzo[ghi]perylene,1,12-Benzoperylene
BENZO(G,H,I)PERYLENE, 1X1ML, CH2CL2, 200 UG/ML | [EINECS(EC#)]
205-883-8 | [Molecular Formula]
C22H12 | [MDL Number]
MFCD00004135 | [MOL File]
191-24-2.mol | [Molecular Weight]
276.33 |
| Chemical Properties | Back Directory | [Appearance]
solid | [Melting point ]
277-279 °C(lit.)
| [Boiling point ]
>500 °C(lit.)
| [density ]
1.1847 (estimate) | [vapor pressure ]
1.10 (extrapolated from vapor pressures determined at higher temperatures, Pupp et al., 1974)1.04 (Murray et al., 1974) | [refractive index ]
1.9800 (estimate) | [Fp ]
-18 °C | [storage temp. ]
APPROX 4°C
| [solubility ]
Soluble in most solvents (U.S. EPA, 1985) including benzene, methylene chloride, and acetone. | [form ]
Needle-Like Crystals or Crystalline Powder | [pka]
>15 (Christensen et al., 1975) | [color ]
Yellow | [Stability:]
Stable. Combustible. Incompatible with strong oxidizing agents. | [Water Solubility ]
0.137ug/L(25 ºC) | [BRN ]
1913029 | [Henry's Law Constant]
1.88, 2.66, 5.13, 5.33, 6.51, and 8.59 at 10.0, 20.0, 35.0, 40.1, 45.0, and 55.0 °C, respectively
(wetted-wall column, ten Hulscher et al., 1992) | [InChIKey]
GYFAGKUZYNFMBN-UHFFFAOYSA-N | [IARC]
3 (Vol. 92, Sup 7) 2010 | [EPA Substance Registry System]
Benzo[g,h,i]perylene (191-24-2) |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [General Description]
Colorless to white crystalline solid. Water insoluble. | [Air & Water Reactions]
Insoluble in water. | [Reactivity Profile]
Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as 1,12-BENZOPERYLENE, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction. | [Health Hazard]
Inhalation of material may be harmful. Contact may cause burns to skin and eyes. Inhalation of Asbestos dust may have a damaging effect on the lungs. Fire may produce irritating, corrosive and/or toxic gases. Some liquids produce vapors that may cause dizziness or suffocation. Runoff from fire control may cause pollution. | [Fire Hazard]
Some may burn but none ignite readily. Containers may explode when heated. Some may be transported hot. | [Uses]
Research chemical. Derived from industrial and experimental coal gasification operations
where the maximum concentration detected in coal tar streams was 2.7 mg/m3 (Cleland, 1981). | [Definition]
ChEBI: Benzo[ghi]perylene is an ortho- and peri-fused polycyclic arene. | [Safety Profile]
Questionable carcinogen.Mutation data reported. When heated to decomposition itemits acrid smoke and irritating fumes. | [Carcinogenicity]
Subcutaneous or dermal administration
(repeated administration and initiation–promotion
protocols) of benzo[ghi]perylene to mice gave negative
results. Intrapulmonary injection into rats gave results considered
to be inadequate for evaluation. | [Source]
Drinking water standard: No MCLGs or MCLs have been proposed (U.S. EPA, 2000).
Detected in 7 of 8 diesel fuels at concentrations ranging from 0.008 to 0.35 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 <1 and 1.6 ppm, respectively (Pancirov and Brown, 1975) and in
fresh motor oil (120 μg/kg) and used motor oil (108.8–289.4 mg/kg) (quoted, Verschueren, 1983).
Detected in asphalt fumes at an average concentration of 22.76 ng/m3 (Wang et al., 2001).
The concentration of benzo[ghi]perylene in coal tar and the maximum concentration reported in
groundwater at a mid-Atlantic coal tar site were 1,200 and 0.002 mg/L, respectively (Mackay and
Gschwend, 2001). Based on laboratory analysis of 7 coal tar samples, benzo[ghi]perylene
concentrations ranged from ND to 1,900 ppm (EPRI, 1990). Benzo[ghi]perylene was reported in a
high-temperature coal tar pitch used in roofing at concentrations ranging from 754 to 3,980 mg/kg
(Malaiyandi et al., 1982).
Nine commercially available creosote samples contained benzo[ghi]perylene at concentrations
ranging from 1 to 45 mg/kg (Kohler et al., 2000).
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[ghi]perylene were 0.437 mg/kg of pine burned and 0.173 mg/kg of
eucalyptus burned.
Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without
catalytic converters were 0.26 and 10.7 μg/km, respectively (Schauer et al., 2002). | [Environmental Fate]
Biological. Based on aerobic soil die away test data at 10 to 30 °C, the estimated half-lives
ranged from 590 to 650 d (Coover and Sims, 1987).
Groundwater. Based on aerobic soil die away test data at 10 to 30 °C, the estimated half-lives
ranged from 3.23 to 3.56 yr (Coover and Sims, 1987).
Photolytic. The atmospheric half-life was estimated to range from 0.321 to 3.21 h (Atkinson,
1987). Behymer and Hites (1985) determined the effect of different substrates on the rate of
photooxidation of benzo[ghi]perylene using a rotary photoreactor. The photolytic half-lives of
benzo[ghi]perylene using silica gel, alumina, and fly ash were 7.0, 22, and 29 h, respectively.
Chemical/Physical. At influent concentrations of 1.0, 0.1, 0.01, and 0.001 mg/L, the GAC
adsorption capacities were 10.7, 4.6, 2.0, and 0.85 mg/g, respectively (Dobbs and Cohen, 1980). | [Purification Methods]
It forms light green crystals on recrystallisation from *C6H6 or xylene and sublimes at 320-340o/0.05mm [UV: Hopff & Schweizer Helv Chim Acta 42 2315 1959, Clar Chem Ber 65 846 1932, Fluoresc. Spectrum: Bowen & Brocklehurst J Chem Soc 3875 1954]. It also recrystallises from propan-1-ol [Altman & Ginsburg J Chem Soc 466 1959]. The 1,3,5-Trinitrobenzene complex has m 310-313o (deep red crystals from *C6H6), the picrate has m 267-270o (dark red crystals from *C6H6), and the styphnate (2,4,6-trinitroresorcinol complex) has m 234o (wine red crystals from *C6H6). [Beilstein 5 IV 2766.] |
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