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391573

Sigma-Aldrich

1-Bromopyrene

96%

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About This Item

Fórmula empírica (Notação de Hill):
C16H9Br
Número CAS:
Peso molecular:
281.15
Número MDL:
Código UNSPSC:
12352100
ID de substância PubChem:
NACRES:
NA.22

Nível de qualidade

Ensaio

96%

Formulário

powder

pf

102-105 °C (lit.)

grupo funcional

bromo

cadeia de caracteres SMILES

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

chave InChI

HYGLETVERPVXOS-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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

Pictogramas

Exclamation mark

Palavra indicadora

Warning

Frases de perigo

Classificações de perigo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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Electron affinities of polycyclic aromatic hydrocarbons determined by the kinetic method.
Chen G and Cooks RG.
Journal of Mass Spectrometry : Jms, 30(8), 1167-1173 (1995)
Pyrene-functionalized ruthenium nanoparticles: novel fluorescence characteristics from intraparticle extended conjugation.
Chen W, et al.
The Journal of Physical Chemistry C, 113(39), 16988-16995 (2009)
Novel fluorescence probe based on pyrene and piperazine; spectral properties in solution and in polymer matrices.
Hrdlovic P et al.
Journal of Photochemistry and Photobiology A: Chemistry, 163(1), 289-296 (2004)
Tracie Perkins Fullove et al.
Toxicology research, 2(3), 193-199 (2014-06-06)
Polycyclic aromatic hydrocarbons (PAHs), a class of mutagenic environmental contaminants, insert toxicity through both metabolic activation and light irradiation. Pyrene, one of the most widely studied PAHs, along with its mono-substituted derivatives, 1-amino, 1-bromo, 1-hydroxy, and 1-nitropyrene, were chosen to
UV photon-assisted incineration of polycyclic aromatic hydrocarbons at elevated temperatures between 150 and 800?C.
Thony A and Rossi MJ.
Journal of Photochemistry and Photobiology A: Chemistry, 109(3), 267-280 (1997)

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