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BCR177R

Pyrene

BCR®, certified reference material

Synonym(s):

Benzo[def]phenanthrene

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About This Item

Empirical Formula (Hill Notation):
C16H10
CAS Number:
129-00-0
Molecular Weight:
202.25
Beilstein/REAXYS Number:
1307225
EC Number:
204-927-3
MDL number:
MFCD00004136
UNSPSC Code:
41116107
PubChem Substance ID:
329773798
NACRES:
NA.24

grade

certified reference material

agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

145-148 °C (lit.)

format

neat

storage temp.

2-8°C

SMILES string

c1cc2ccc3cccc4ccc(c1)c2c34

InChI

1S/C16H10/c1-3-11-7-9-13-5-2-6-14-10-8-12(4-1)15(11)16(13)14/h1-10H

InChI key

BBEAQIROQSPTKN-UHFFFAOYSA-N

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General description

Pyrene belongs to polycyclic aromatic hydrocarbon group. These are organic compounds which have two or more fused benzene rings in linear, angular and cluster arrangements. Pyrene is a four ring PAH.

Analysis Note

For more information please see:
BCR177R

Legal Information

BCR is a registered trademark of European Commission

pictograms

Environment
GHS09

signalword

Warning

hcodes

H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

435.2 °F

flash_point_c

224 °C

ppe

Eyeshields, Gloves

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Tomohiro Kato et al.
Journal of the American Chemical Society, 135(2), 741-750 (2012-12-18)
Although distance dependence of Förster resonance energy transfer (FRET) is well-studied and FRET has been extensively applied as "molecular ruler", only limited examples of orientation-dependent FRET have been reported. To create a robust FRET system that precisely reflects the orientation
Aurelio Mateo-Alonso et al.
Organic letters, 15(1), 84-87 (2012-12-22)
A solvent switchable rotaxane equipped with a pyrene stopper and with two ferrocenyl units on the macrocycle is reported, in which three different states, two nondegenerate and one degenerate, can be obtained in different solvents at room temperature. This is
Pentti Somerharju
Chemistry and physics of lipids, 116(1-2), 57-74 (2002-07-03)
Pyrene is one of the most frequently used lipid-linked fluorophores. Its most characteristic features are a long excited state lifetime and (local) concentration-dependent formation of excimers. Pyrene is also hydrophobic and thus does not significantly distort the conformation of the
Intramolecular pyrene excimer fluorescence: a probe of proximity and protein conformational change.
S S Lehrer
Methods in enzymology, 278, 286-295 (1997-01-01)
Michael E Østergaard et al.
Chemical Society reviews, 40(12), 5771-5788 (2011-04-14)
Pyrene-functionalized oligonucleotides (PFOs) are increasingly explored as tools in fundamental research, diagnostics and nanotechnology. Their popularity is linked to the ability of pyrenes to function as polarity-sensitive and quenchable fluorophores, excimer-generating units, aromatic stacking moieties and nucleic acid duplex intercalators.
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