391573

1-Bromopyrene

96%

• Empirical Formula (Hill Notation): C₁₆H₉Br
• CAS Number: 1714-29-0
• Molecular Weight: 281.15
• MDL number: MFCD00015767
• UNSPSC Code: 12352100
• PubChem Substance ID: 24864389
• NACRES: NA.22

Properties

• Quality Level: 100
• 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

Description

General description

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]

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[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]

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves