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BCR134

Benzo[c]phenanthrene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C18H12
CAS Number:
195-19-7
Molecular Weight:
228.29
Beilstein:
1909296
EC Number:
205-896-9
MDL number:
MFCD00019126
UNSPSC Code:
41116107
PubChem Substance ID:
329774224
NACRES:
NA.24

grade

certified reference material

Agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

format

neat

storage temp.

2-8°C

SMILES string

c1ccc2c(c1)ccc3ccc4ccccc4c23

InChI

1S/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H

InChI key

TUAHORSUHVUKBD-UHFFFAOYSA-N

Analysis Note

For more information please see:
BCR134

Legal Information

BCR is a registered trademark of European Commission

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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R B Roth et al.
Biochemistry, 40(17), 5200-5207 (2001-04-25)
Benzo[c]phenanthrene diol epoxide (B[c]PhDE), the ultimate carcinogenic metabolite of the environmental pollutant benzo[c]phenanthrene, reacts with DNA primarily at the exocyclic amino groups of purines, forming B[c]PhDE-DNA adducts that differ in their stereochemical configurations and their effect on biological processes such
V P Gupta et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 72(1), 82-101 (2008-10-22)
A systematic study has been conducted on the conformation, electronic structure and vibrational spectra of benzo[c]phenanthrene and some of its partially reduced derivatives by experimental infrared spectroscopic and quantum chemical techniques. Electrostatic potential surfaces have been mapped over the electron
Carol D Swartz et al.
Mutation research, 661(1-2), 47-56 (2008-12-02)
Sulfur-containing polycyclic aromatic hydrocarbons (thia-PAHs or thiaarenes) are common constituents of air pollution and cigarette smoke, but only a few have been studied for health effects. We evaluated the mutagenicity in Salmonella TA98, TA100, and TA104 of two sulfur-containing derivatives
H J Einolf et al.
Carcinogenesis, 17(10), 2237-2244 (1996-10-01)
Benzo[c]phenanthrene (B[c]Ph) is an environmental contaminant with low carcinogenic activity in rodent bioassays. B[c]Ph-3,4-diol-1,2-epoxides (B[c]PhDE), however, are among the most tumorigenic diol epoxides known. To determine whether human cells are capable of activating B[c]Ph to DNA-binding metabolites, cultures of the
Cédric Brulé et al.
The Journal of organic chemistry, 72(9), 3232-3241 (2007-03-31)
A series of novel carbocations were generated by low-temperature protonation of substituted benzo[c]phenanthrenes, B[c]Phs, and their charge delocalization pathways were elucidated by NMR on the basis of the magnitude of Deltadelta13C values. It has been shown that the protonation regioselectivity
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