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Merck
CN

B2209

Benz[a]anthracene

99%

Synonym(s):

1,2-Benzanthracene, Tetraphene

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About This Item

Empirical Formula (Hill Notation):
C18H12
CAS Number:
56-55-3
Molecular Weight:
228.29
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24891636
EC Number:
200-280-6
Beilstein/REAXYS Number:
1909298
MDL number:
MFCD00003599

Key Documents

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Product Name

Benz[a]anthracene, 99%

InChI

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

SMILES string

c1ccc2cc3c(ccc4ccccc34)cc2c1

InChI key

DXBHBZVCASKNBY-UHFFFAOYSA-N

assay

99%

form

powder

bp

437.6 °C (lit.)

mp

157-159 °C (lit.)

Quality Level

100

Gene Information

human ... CYP1A2(1544)

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Application

Benz[a]anthracene can be used in the synthesis of other polycyclic aromatic hydrocarbons such as tribenzo[a,c,f]tetraphene.2 It can also be used for phosphorescence applications.

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Danger

hcodes

H350,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B

Storage Class

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

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX9256
MKCX9257
MKCX9255
MKCW5880
MKCS0562

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Direct arylation of polycyclic aromatic hydrocarbons through palladium catalysis.
Mochida K, et al.
Journal of the American Chemical Society, 133(28), 10716-10719 (2011)
Synthesis, Structural and Spectroscopic Characterization of Four [(η6?PAH) Cr (CO)3] Complexes (PAH= Pyrene, Perylene, Chrysene, 1, 2?Benzanthracene).
Arrais A, et al.
European Journal of Inorganic Chemistry, 2004(7), 1505-1513 (2004)
Crystal induced phosphorescence from Benz (a) anthracene microcrystals at room temperature.
Maity S, et al.
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 157, 61-68 (2016)
Philipp Eyring et al.
Journal of separation science, 44(2), 600-608 (2020-11-14)
Food can contain unwanted compounds and need to be analyzed for compounds like carcinogenic polycyclic aromatic hydrocarbons to ensure consumer safety. The analytes need to be extracted from the sample matrix and cleaned-up to enable detection. However, established methods for
Atika Jaruchotikamol et al.
Toxicology and applied pharmacology, 224(2), 156-162 (2007-09-11)
The effects of andrographolide, the major diterpenoid constituent of Andrographis paniculata, on the expression of cytochrome P450 superfamily 1 members, including CYP1A1, CYP1A2, and CYP1B1, as well as on aryl hydrocarbon receptor (AhR) expression in primary cultures of mouse hepatocytes
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