1-Bromopyrene Chemical Properties

Melting point:

102-105 °C (lit.)

Boiling point:

255 °C / 7mmHg

Density 

1.4316 (rough estimate)

refractive index 

1.6000 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Soluble), DMSO (Slightly, Heated, Sonicated), Methanol (Slightly)

form 

Crystalline

color 

White to Pale Yellow

InChIKey

HYGLETVERPVXOS-UHFFFAOYSA-N

CAS DataBase Reference

1714-29-0(CAS DataBase Reference)

NIST Chemistry Reference

1-Bromopyrene(1714-29-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29039990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-Bromopyrene Usage And Synthesis

Chemical Properties

White to yellow to light brown powder

Uses

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

Uses

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.

1-Bromopyrene(1714-29-0)Related Product Information

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• 1-ACETYLPYRENE
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• 1-HYDROXYPYRENE
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• N-PHENYL-1-NAPHTHYLAMINE HYDROBROMIDE
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