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Dibenzo[a,h]pyrene

vial of 10 mg, analytical standard, Cerilliant®

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About This Item

Empirical Formula (Hill Notation):
C24H14
CAS Number:
189-64-0
Molecular Weight:
302.37
Beilstein/REAXYS Number:
2054067
MDL number:
MFCD00039579
UNSPSC Code:
41116107
PubChem Substance ID:
329824653
NACRES:
NA.24

grade

analytical standard

packaging

vial of 10 mg

manufacturer/tradename

Cerilliant®

application(s)

environmental
forensics and toxicology

format

neat

storage temp.

room temp

SMILES string

c1ccc2c(c1)cc3ccc4c5ccccc5cc6ccc2c3c46

InChI

1S/C24H14/c1-3-7-19-15(5-1)13-17-9-12-22-20-8-4-2-6-16(20)14-18-10-11-21(19)23(17)24(18)22/h1-14H

InChI key

RXUSYFJGDZFVND-UHFFFAOYSA-N

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General description

Dibenzo[a,h]pyrene belongs to the class of polycyclic aromatic hydrocarbons (PAHs), which are environmental and food processing contaminants. They are usually formed and released during the incomplete combustion or pyrolysis of wood at high temperatures.[1][2]

Application

Dibenzo[a,h]pyrene may be used as an analytical reference standard for the quantification of the analyte in the following:
  • In environmental samples using liquid chromatography–atmospheric pressure laser ionization–mass spectrometry (LC-APLI-MS).[3]
  • In spiked smoke flavorings[2] and baby food products[1] using gas chromatography coupled to mass spectrometry (GC-MS) technique.

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H341,H350

Hazard Classifications

Carc. 1B - Muta. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Single-laboratory validation of a gas chromatography?mass spectrometry method for quantitation of 15 European priority polycyclic aromatic hydrocarbons in spiked smoke flavourings
Simon R, et al.
Journal of Chromatography A, 1103(2), 307-313 (2006)
Gas chromatography?mass spectrometry determination of polycyclic aromatic hydrocarbons in baby food using QuEChERS combined with low-density solvent dispersive liquid?liquid microextraction
Petrarca HM, et al.
Food Chemistry, 257(9), 44-52 (2018)
Liquid chromatography?atmospheric pressure laser ionization?mass spectrometry (LC-APLI-MS) analysis of polycyclic aromatic hydrocarbons with 6?8 rings in the environment
Thianer BJ, et al.
Analytical and Bioanalytical Chemistry, 409(7), 1737-1747 (2017)
A W Wood et al.
Cancer research, 41(7), 2589-2597 (1981-07-01)
The mutagenic activities of dibenzo(a,h)(pyrene, dibenzo(a,i)pyrene, and a total of 11 of their benzo-ring derivatives were evaluated in bacterial and mammalian cells in the absence or presence of a mammalian metabolic activation system. trans-1,2-Dihydroxy-1,2-dihydrodibenzo(a,h)pyrene and trans-3,4-dihydroxy-3,4-dihydrodibenzo(a,i)pyrene, the expected dihydrodiol precursors
Tumorigenicity of bay-region diol-epoxides and other benzo-ring derivatives of dibenzo(a,h)pyrene and dibenzo(a,i)pyrene on mouse skin and in newborn mice.
R L Chang et al.
Cancer research, 42(1), 25-29 (1982-01-01)
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