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Merck

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
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329773798
EC Number:
204-927-3
Beilstein/REAXYS Number:
1307225
MDL number:
MFCD00004136

Key Documents

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InChI key

BBEAQIROQSPTKN-UHFFFAOYSA-N

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

SMILES string

c1cc2ccc3cccc4ccc(c1)c2c34

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

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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.
This compound is listed in the SVHC (Substances of very high concern) candidate list of ECHA (European Chemicals Agency)

Analysis Note

For more information please see:
BCR177R

Legal Information

BCR is a registered trademark of European Commission

pictograms

Environment
GHS09

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

435.2 °F

flash_point_c

224 °C

ppe

Eyeshields, Gloves

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - PBT - vPvB

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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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.
Yanna Liang
Pyrene Degradation by Mycobacterium Sp Kms: Biochemical Pathway, Enzymatic Mechanisms, and Humic Acid Effect, 1- 4 (2010)
Yan-Jun Huang et al.
Journal of the American Chemical Society, 135(5), 1700-1703 (2013-01-16)
Aggregates of an amphiphilic monoboronic acid bearing a hydrophobic pyrene fluorophore were employed for highly modulating, sensitive, and selective ratiometric fluorescent sensing of glucose in aqueous solution. The selectivity for glucose was improved by "knock-out" binding of fructose by phenylboronic
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