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B9009

Sigma-Aldrich

Benzo[ghi]perylene

98%

Synonym(s):

1,12-Benzoperylene

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About This Item

Empirical Formula (Hill Notation):
C22H12
CAS Number:
191-24-2
Molecular Weight:
276.33
Beilstein:
1913029
EC Number:
205-883-8
MDL number:
MFCD00004135
UNSPSC Code:
12352103
PubChem Substance ID:
24892113
NACRES:
NA.23

Assay

98%

form

solid

bp

>500 °C (lit.)

mp

277-279 °C (lit.)

SMILES string

c1cc2ccc3ccc4ccc5cccc6c(c1)c2c3c4c56

InChI

1S/C22H12/c1-3-13-7-9-15-11-12-16-10-8-14-4-2-6-18-17(5-1)19(13)21(15)22(16)20(14)18/h1-12H

InChI key

GYFAGKUZYNFMBN-UHFFFAOYSA-N

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Related Categories

Application

An n-channel organic semiconductor.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H410

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW7642
MKAA1614
24396TJ
06707AJ
08323EH

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N C Hughes et al.
Carcinogenesis, 14(1), 127-133 (1993-01-01)
Benzo[ghi]perylene (B[ghi]P) is a polycyclic aromatic hydrocarbon (PAH), present in complex combustion products, and evidence for its carcinogenic activity in experimental animals is equivocal, and yet it has demonstrable mutagenic activity in vitro. In order to investigate the possible DNA
J R Van Gurp et al.
Cancer research, 43(12 Pt 1), 6031-6038 (1983-12-01)
The development of a selection procedure is described which utilizes the fact that certain polycyclic aromatic hydrocarbons are rendered highly cytotoxic when illuminated with near-ultraviolet light. Twenty polycyclic aromatic hydrocarbons were screened for phototoxicity and toxicity in the absence of
N Nijegorodov et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 57(13), 2673-2685 (2002-01-05)
Absorption. fluorescence and laser properties of perylene, benzo(ghi)perylene and coronene are studied experimentally (under the same conditions) and quantum chemically at room (293 K) and at low (77 and 4 K) temperatures and direct comparison is made between the results
Stepan Boitsov et al.
Marine environmental research, 68(5), 236-245 (2009-08-01)
Polycyclic aromatic hydrocarbons (PAH) were measured in sediment cores from 13 locations in South-Western Barents Sea as part of a detailed study of the Norwegian seabed under the MAREANO program. The generally low PAH levels found, an average around 200
S H Cherng et al.
Toxicology and applied pharmacology, 170(1), 63-68 (2001-01-06)
Although benzo[g,h,i]perylene (BghiP) has been found to promote the carcinogenesis of benzo[a]pyrene (BaP) in animal models, not much is known about this cocarcinogenic mechanism. In this study, human hepatoma HepG2 cells cotreated with BaP and BghiP were used as a
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