1-Bromopyrene
- Product Name
- 1-Bromopyrene
- CAS No.
- 1714-29-0
- Chemical Name
- 1-Bromopyrene
- Synonyms
- 2-Bromopyrene;DK4994;1-Bromopyene;1-BROMOPYRENE;Pyrene, 1-bromo-;1-Pyrenyl bromide;1-Bromopyrene >1-Bromopyrene 96%;1714-29-0 1-Bromopyrene;1-Bromopyrene in toluene
- CBNumber
- CB3285442
- Molecular Formula
- C16H9Br
- Formula Weight
- 281.15
- MOL File
- 1714-29-0.mol
1-Bromopyrene Property
- 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
- InChI
- 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
- InChIKey
- HYGLETVERPVXOS-UHFFFAOYSA-N
- SMILES
- C1(Br)=C2C3=C4C(C=C2)=CC=CC4=CC=C3C=C1
- CAS DataBase Reference
- 1714-29-0(CAS DataBase Reference)
- NIST Chemistry Reference
- 1-Bromopyrene(1714-29-0)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 391573
- Product name
- 1-Bromopyrene
- Purity
- 96%
- Packaging
- 1g
- Price
- $63.75
- Updated
- 2025/07/31
- Product number
- B1495
- Product name
- 1-Bromopyrene
- Purity
- >95.0%(GC)
- Packaging
- 5g
- Price
- $69
- Updated
- 2025/07/31
- Product number
- B1495
- Product name
- 1-Bromopyrene
- Purity
- >95.0%(GC)
- Packaging
- 25g
- Price
- $207
- Updated
- 2025/07/31
- Product number
- B686980
- Product name
- 1-Bromopyrene
- Packaging
- 10g
- Price
- $250
- Updated
- 2021/12/16
- Product number
- J94211
- Product name
- 1-Bromopyrene
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
1-Bromopyrene Chemical Properties,Usage,Production
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.
Synthesis
129-00-0
1714-29-0
The general procedure for the synthesis of 1-bromopyrene from pyrene was as follows: anhydrous N,N-dimethylformamide (DMF, 5 mL) solution of N-bromosuccinimide (NBS, 187 mg, 1.05 mmol) was slowly added dropwise to anhydrous DMF (10 mL) solution of pyrene (252 mg, 1.0 mmol) and the reaction mixture was stirred at room temperature for 24 hours. After completion of the reaction, the mixture was poured into deionized water (50 mL) and extracted three times with dichloromethane (100 mL). The organic phases were combined, washed thoroughly with deionized water, dried over anhydrous magnesium sulfate (MgSO4), and concentrated under reduced pressure to remove the solvent to give the crude product 1-bromopyrene (332 mg, 85% yield) as a light yellow solid. The crude product was recrystallized with hexane to obtain pure 1-bromopyrene as light yellow powder, melting point 103-104°C (literature value: 102-104°C).
References
[1] Tetrahedron Letters, 2010, vol. 51, # 9, p. 1317 - 1321
[2] Journal of the Chinese Chemical Society, 2012, vol. 59, # 3, p. 289 - 296
[3] Tetrahedron Letters, 2003, vol. 44, # 21, p. 4085 - 4088
[4] European Journal of Organic Chemistry, 2011, # 27, p. 5261 - 5271
[5] Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2013, vol. 68, # 4, p. 367 - 377
1-Bromopyrene Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-Bromopyrene manufacturers
- Product
- 1-Bromopyrene 1714-29-0
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 5tons
- Release date
- 2024-12-05
- Product
- 1-Bromopyrene 1714-29-0
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%?min
- Supply Ability
- 20tons
- Release date
- 2023-09-15
- Product
- 1-Bromopyrene 1714-29-0
- Price
- US $100.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-26