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391573 Sigma-Aldrich

1-Bromopyrene

96%

  • CAS Number 1714-29-0

  • Empirical Formula (Hill Notation) C16H9Br

  • Molecular Weight 281.15

  •  MDL number MFCD00015767

  •  PubChem Substance ID 24864389

  •  NACRES NA.22

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Properties

Related Categories Aryl, Building Blocks, C13 to C37+, Chemical Synthesis, Halogenated Hydrocarbons,
Quality Level   100
assay   96%
mp   102-105 °C (lit.)
SMILES string   Brc1ccc2ccc3cccc4ccc1c2c34
InChI   1S/C16H9Br/c17-14-9-7-12-5-4-10-2-1-3-11-6-8-13(14)16(12)15(10)11/h1-9H
InChI key   HYGLETVERPVXOS-UHFFFAOYSA-N

Description

General description

1-Bromopyrene, a polycyclic aromatic hydrocarbon (PAH), is a mono bromo substituted pyrene derivative. Its synthesis has been reported. Its gas phase UV-absorption spectra in the UV wavelength range at elevated temperature has been studied. Electron affinitiy (EA) of 1-bromopyrene has been investigated using electron attachment desorption chemical ionization mass spectrometry (DCI-MS) and triple quadrupole tandem mass spectrometry. It participates in the synthesis of novel ruthenium (II) bipyridine or terpyridine complexes bearing pyrene moiety. The reaction of 1-bromopyrene cation radical with water in acetonitrile has been analyzed using the electron transfer stopped-flow (ETSF) method.

Application

1-Bromopyrene is suitable reagent used in the comparative study of effect of substituents of some pyrene derivatives in inducing phototoxicity, DNA damage and repair in human skin keratinocytes and light-induced lipid peroxidation in methanol. It is suitable reagent used in the study to investigate the UV photon-assisted thermal decomposition of PAHs at elevated temperature.
1-Bromopyrene may be used as a standard to compare its spectral properties with that of pyrene based fluorescence probe. It may be used to study the effects of the addition of halogen hetero-atoms on the vapor pressures and thermodynamics of polycyclic aromatic hydrocarbons.
It may be used in the synthesis of the following:
• 2-methyl-4-pyren-1-yl-but-3-yn-2-ol
• 1-ethynylpyrene
• silsesquioxane (SSQ) based hybrid
• ruthenium nanoparticles functionalized with pyrene moiety
• mono- and di-pyrenyl perfluoroalkanes
• oligo(1-bromopyrene)(OBrP) films
• dinitropyrene-derived DNA adduct

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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