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A89200

Sigma-Aldrich

Anthracene

reagent grade, 97%

Synonym(s):

Anthraxcene, Paranaphthalene

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About This Item

Empirical Formula (Hill Notation):
C14H10
CAS Number:
120-12-7
Molecular Weight:
178.23
Colour Index Number:
10790
Beilstein:
1905429
EC Number:
204-371-1
MDL number:
MFCD00001240
UNSPSC Code:
12352100
eCl@ss:
39011608
PubChem Substance ID:
24891381
NACRES:
NA.22

grade

reagent grade

vapor density

6.15 (vs air)

vapor pressure

1 mmHg ( 145 °C)

Assay

97%

form

flakes
powder or solid

autoignition temp.

1004 °F

bp

340 °C (lit.)

mp

210-215 °C (lit.)

solubility

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, a polycyclic aromatic hydrocarbon, is an important moiety in supramolecular chemistry due to its size and shape and photophysical properties. Its closed-shelled Huckel aromatic structure, fluorescence property, well-resolved absorption and emission bands, high fluorescence quantum yield and nanosecond lifetime makes it an ideal organic fluorophore.

Application

Anthracene has been shown to be soluble in a variety of binary and ternary mixtures of cyclohexanone, ethyl acetate, and methanol .

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H319,H410

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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Molecular architectures of multi-anthracene assemblies.
Yoshizawa M & Klosterman JK.
Chemical Society Reviews, 43(6), 1885-1898 (2014)
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
Ling-Bao Xing et al.
Langmuir : the ACS journal of surfaces and colloids, 29(9), 2843-2848 (2013-02-12)
A new type of anthracene organogelator based on uracil was obtained using organic aromatic solvents, cyclohexane, DMSO, ethanol, and ethyl acetate. It was further characterized by field-emission scanning electron microscopy and transmission electron microscopy. Specifically, the resulting organogels were demonstrated
Yongshu Xie et al.
Chemical communications (Cambridge, England), 48(94), 11513-11515 (2012-10-24)
2,2'-Dipyridylamine and anthracene units were linked to afford highly emissive compounds whose Cu(2+) ensembles were developed as effective fluorescence turn-on CN(-) probes.
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