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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/REAXYS Number:
1905429
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39011608
PubChem Substance ID:
NACRES:
NA.22

vapor density

6.15 (vs air)

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

signalword

Warning

hcodes

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

249.8 °F - closed cup

flash_point_c

121.0 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
The bis-adducts of the [5, 6]-fullerene C60 and anthracene.
Duarte-Ruiz A, et al.
Tetrahedron, 57(17), 3709-3714 (2001)
Hyunjung Lee et al.
Inorganic chemistry, 51(20), 10904-10915 (2012-09-26)
The tendency of a Hg(II) ion to strongly quench fluorescence of potential fluorescent sensors is explored. Fluorescence measurements show the expected order of the chelation-enhanced fluorescence (CHEF) effect of Zn(II) > Cd(II) > Hg(II) ~ Cu(II), which is interpreted as

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