1-Bromopyrene

Chemical properties

White to yellow to light brown powder

The Uses of 1-Bromopyrene

1-Bromopyrene is used in the cleavage of DNA in studies. It is also used in the preparation of DNA base analogs.

The Uses of 1-Bromopyrene

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

Preparation

1-Bromopyrene is an important intermediate in the OLED material industry. The synthesis method is as follows: pyrene is dissolved in an organic solvent dichloromethane, and dibromohydantoin is added for reaction, filtered, and the obtained solid is recrystallized to obtain 1-bromopyrene.

Synthesis Reference(s)

Synthetic Communications, 18, p. 2207, 1988 DOI: 10.1080/00397918808082362
Synthesis of 1-Bromopyrene and 1-Pyrenecarbaldehyde

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.