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141062

Sigma-Aldrich

Anthracene

ReagentPlus®, 99%

Synonym(s):

Anthraxcene, Paranaphthalene

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About This Item

Empirical Formula (Hill Notation):
C14H10
CAS Number:
Molecular Weight:
178.23
Colour Index Number:
10790
Beilstein:
1905429
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39011608
PubChem Substance ID:
NACRES:
NA.22

vapor density

6.15 (vs air)

Quality Level

vapor pressure

1 mmHg ( 145 °C)

product line

ReagentPlus®

Assay

99%

form

powder or flakes

autoignition temp.

1004 °F

color

blue-violet fluorescence

bp

340 °C (lit.)

mp

210-215 °C (lit.)

solubility

toluene: soluble 20 mg/mL, clear, colorless to faintly yellow
alcohols: soluble
benzene: soluble
chloroform: soluble
hydronaphthalenes: soluble
supercritical carbon dioxide: soluble

SMILES string

c1ccc2cc3ccccc3cc2c1

InChI

1S/C14H10/c1-2-6-12-10-14-8-4-3-7-13(14)9-11(12)5-1/h1-10H

InChI key

MWPLVEDNUUSJAV-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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General description

Anthracene derivatives are useful in preparing stable blue-emitting organic electroluminescence devices. It is oxidized to anthracene cis-1,2-dihydrodiol by Mycobacterium sp. strain PYR-12. It forms bis-adducts by [4+2]-cycloaddition reaction with [5,6]-fullerene C60.

Application

Anthracene has been shown to be soluble in a variety of binary and ternary mixtures of cyclohexanone, ethyl acetate, and methanol .
Anthracene was used to study the photodimerization reaction of anthracene in supercritical CO2.

Legal Information

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

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

249.8 °F - closed cup

Flash Point(C)

121.0 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Christopher E. Bunker et al.
The Journal of organic chemistry, 62(21), 7324-7329 (2001-10-24)
The photodimerization reaction of anthracene in supercritical CO(2) was studied systematically at different CO(2) densities. Unlike in normal liquid solvents, the reaction in supercritical CO(2) is significant even at anthracene concentrations as low as a few micromolar. At comparable anthracene
J D Moody et al.
Applied and environmental microbiology, 67(4), 1476-1483 (2001-04-03)
Cultures of Mycobacterium sp. strain PYR-1 were dosed with anthracene or phenanthrene and after 14 days of incubation had degraded 92 and 90% of the added anthracene and phenanthrene, respectively. The metabolites were extracted and identified by UV-visible light absorption
Anthracene derivatives for stable blue-emitting organic electroluminescence devices.
Jianmin S and Tang CW.
Applied Physics Letters, 80(17), 3201-3203 (2002)
Kohei Yazaki et al.
Chemical communications (Cambridge, England), 49(16), 1630-1632 (2013-01-23)
A bowl-shaped organic host was prepared by linking two anthracene-embedded bispyridine ligands with two methylene spacers. The water-soluble host has a hemispherical hydrophobic cavity (∼1 nm in diameter) with two cationic methylenebispyridinyl (Lewis acidic) moieties and shows the selective recognition
Jiang-Fei Xu et al.
Organic letters, 15(24), 6148-6151 (2013-11-19)
Dynamic covalent bonds supplied by reversible anthracene dimerization were combined with pillar[5]arene/imidazole host-guest interactions to construct double-dynamic polymers. Heating such polymers (in solution or as a gel) led to depolymerization by dissociation of either the host-guest complexes alone or the

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