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Chrysene

Name: Chrysene
Brand: ALDRICH

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₂

CAS Number:

218-01-9

Molecular Weight:

228.29

Beilstein:

1909297

EC Number:

205-923-4

MDL number:

MFCD00003698

UNSPSC Code:

12352200

PubChem Substance ID:

329767436

NACRES:

NA.22

form

solid

Quality Level

100

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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Related Categories

Organic Building Blocks

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

GHS08,GHS09

Signal Word

Danger

Hazard Statements

H341,H350,H410

Precautionary Statements

P202 - P273 - P280 - P308 + P313 - P391 - P405

Hazard Classifications

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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From chrysene to double [5] Helicenes

Bock H, et al.

European Journal of Organic Chemistry, 2015(5), 1033-1039 (2015)

A tetra-substituted chrysene: orientation of multiple electrophilic substitution and use of a tetra-substituted chrysene as a blue emitter for OLEDs.

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

Chrysene-Based Azahelicene π-Linker of D-π-D-Type Hole-Transporting Materials for Perovskite Solar Cells.

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

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