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Sigma-Aldrich

1-Bromopyrene

96%

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About This Item

Empirický vzorec (Hillův zápis):
C16H9Br
Číslo CAS:
Molekulová hmotnost:
281.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

96%

form

powder

mp

102-105 °C (lit.)

functional group

bromo

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

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Zákazníci si také prohlíželi

Gas-phase UV spectroscopy of anthracene, xanthone, pyrene, 1-bromopyrene and 1, 2, 4-trichlorobenzene at elevated temperatures.
Thony A and Rossi MJ.
Journal of Photochemistry and Photobiology A: Chemistry, 104(1), 25-33 (1997)
Syntheses of mono-and di-pyrenyl perfluoroalkanes.
Wiedenfeld D, et al.
Journal of Fluorine Chemistry, 104(2), 303-306 (2000)
Shu-Wen Yang et al.
The journal of physical chemistry. B, 109(35), 16628-16635 (2006-07-21)
An attempt to tune the electronic properties of pyrene (Py) by coupling it with a strong electron donor (-PhNMe2, DMA)/acceptor (anthronitrile, AN) through an ethynyl bridge has been undertaken. A moderate electron donor (iPrOPh-, IPP)/acceptor (2-quinolinyl, 2Q) has also been
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)
M Shou et al.
Drug metabolism and disposition: the biological fate of chemicals, 16(2), 173-183 (1988-03-01)
Due to the symmetrical property of pyrene (Py), trans-dihydrodiols formed at 4,5- and 9,10-positions are identical, as are the monohydroxylated products (phenols) formed at C1, C3, C6, and C8 positions. With a bromo substituent at C1 position of Py, 1-bromopyrene

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