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Sigma-Aldrich

1-Bromopyrene

96%

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1 G
62,80 €

About This Item

Formula empirica (notazione di Hill):
C16H9Br
Numero CAS:
Peso molecolare:
281.15
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

62,80 €


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Livello qualitativo

Saggio

96%

Stato

powder

Punto di fusione

102-105 °C (lit.)

Gruppo funzionale

bromo

Stringa SMILE

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
HYGLETVERPVXOS-UHFFFAOYSA-N

Descrizione generale

1-Bromopyrene, a polycyclic aromatic hydrocarbon (PAH)[1], is a mono bromo substituted pyrene derivative. Its synthesis has been reported.[2] Its gas phase UV-absorption spectra in the UV wavelength range at elevated temperature has been studied.[3] 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.[4] It participates in the synthesis of novel ruthenium (II) bipyridine or terpyridine complexes bearing pyrene moiety.[5] The reaction of 1-bromopyrene cation radical with water in acetonitrile has been analyzed using the electron transfer stopped-flow (ETSF) method.[6]

Applicazioni

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[1] and light-induced lipid peroxidation in methanol.[7] It is suitable reagent used in the study to investigate the UV photon-assisted thermal decomposition of PAHs at elevated temperature.[8]
1-Bromopyrene may be used as a standard to compare its spectral properties with that of pyrene based fluorescence probe.[9] 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.[10]
It may be used in the synthesis of the following:
  • 2-methyl-4-pyren-1-yl-but-3-yn-2-ol[2]
  • 1-ethynylpyrene[2]
  • silsesquioxane (SSQ) based hybrid[11]
  • ruthenium nanoparticles functionalized with pyrene moiety[12]
  • mono- and di-pyrenyl perfluoroalkanes[13]
  • oligo(1-bromopyrene)(OBrP) films[14]
  • dinitropyrene-derived DNA adduct[15]

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


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Kinetic analysis of the reactions of 1-substituted pyrene cation radicals with water in acetonitrile.
Oyama M and Matsui J.
Journal of Electroanalytical Chemistry, 570(1), 77-82 (2004)
Syntheses of mono-and di-pyrenyl perfluoroalkanes.
Wiedenfeld D, et al.
Journal of Fluorine Chemistry, 104(2), 303-306 (2000)
Jillian L Goldfarb et al.
The Journal of chemical thermodynamics, 40(3), 460-466 (2008-03-01)
Knowledge of vapor pressures of high molar mass organics is essential to predicting their behavior in combustion systems as well as their fate and transport within the environment. This study involved polycyclic aromatic compounds (PACs) containing halogen hetero-atoms, including bromine
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)

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