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Pyrene

certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Synonym(s):

Benzo[def]phenanthrene

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About This Item

Empirical Formula (Hill Notation):
C16H10
CAS Number:
Molecular Weight:
202.25
Beilstein:
1307225
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material
TraceCERT®

Quality Level

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

145-148 °C (lit.)

application(s)

environmental

format

neat

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.
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

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

Pictograms

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

435.2 °F

Flash Point(C)

224 °C


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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.
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
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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