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769215

Sigma-Aldrich

Chrysene

Synonym(s):

1,2-Benzophenanthrene, Phenacene, Benzo[a]phenanthrene

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About This Item

Empirical Formula (Hill Notation):
C18H12
CAS Number:
Molecular Weight:
228.29
Beilstein:
1909297
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

bp

448 °C (lit.)

mp

252-254 °C (lit.)

SMILES string

c1ccc2c(c1)ccc3c4ccccc4ccc23

InChI

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

InChI key

WDECIBYCCFPHNR-UHFFFAOYSA-N

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Application

Chrysene can be used as a building block to synthesize:
  • Chrysene-based tetracarboxy-substituted bis[5]helicenes via double Perkin reactions followed by Pd-catalyzed cyclizations.
  • Chrysene-based azahelicene derivatives are applicable in Perovskite solar cells.
  • 3,6,9,12-tetrakis(4-tert-butylphenyl)chrysene applicable as a blue emitter for OLEDs.

Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Muta. 2

Storage Class Code

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


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

769215-500MG:
769215-1G:
769215-VAR:
769215-BULK:


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Customers Also Viewed

Zefeng Tang et al.
ChemSusChem, 14(22), 4923-4928 (2021-10-13)
Chrysene is a readily available material for exploring new polycyclic aromatic hydrocarbons (PAHs). In this study, two chrysene based azahelicenes, nine-membered BA7 and ten-membered DA6, are constructed by intermolecular oxidative annulation of 6-aminochrysene and intramolecular annulation of N6 ,N12 -bis(1-chloronaphthalen-2-yl)chrysene-6,12-diamine
From chrysene to double [5] Helicenes
Bock H, et al.
European Journal of Organic Chemistry, 2015(5), 1033-1039 (2015)
Alex S Ionkin et al.
Chemical communications (Cambridge, England), (20), 2319-2321 (2008-05-14)
The first tetra-substituted non-fused chrysene, 3,6,9,12-tetrakis(4-tert-butylphenyl)chrysene with blue electroluminescence at 450 nm, and with a radiance of 500 cd m(-2), was synthesized by a two-step procedure: direct bromination of chrysene in trimethyl phosphate, followed by palladium-catalyzed cross-coupling of tetrabromochrysene and

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