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Product Details
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Chemical Properties |
White to yellow to light brown powder |
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Uses |
1-Bromopyrene is used in the cleavage of DNA in studies. It is also used in the preparation of DNA base analogs. |
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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. |
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Synthesis Reference(s) |
Synthetic Communications, 18, p. 2207, 1988 DOI: 10.1080/00397918808082362Synthesis of 1-Bromopyrene and 1-Pyrenecarbaldehyde |
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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. |
InChI:InChI=1/C16H9Br/c17-14-9-12-5-1-3-10-7-8-11-4-2-6-13(14)16(11)15(10)12/h1-9H
Effects of substituents introduced at 1-...
Three pyrene-oxadiazole derivatives were...
Six new dyes based on phenothiazine conj...
We describe fluorescence detection of 1O...
The Mizoroki-Heck coupling of 1-bromopyr...
A pyrene based chemosensor was designed ...
Two perylene diimide (PDI) based small m...
We have recently reported a novel pseudo...
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A novel multichromophoric hybrid compoun...
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pyrene
1-bromopyrene
| Conditions | Yield |
|---|---|
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With N-Bromosuccinimide; In dichloromethane; for 2h;
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100% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; water; at 15 - 20 ℃; for 12.25h;
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96% |
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With N-Bromosuccinimide; dibenzoyl peroxide; In N,N-dimethyl-formamide; at 20 ℃;
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96% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 20 ℃; for 12h;
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95% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; water; at 10 - 20 ℃; for 14.25h; Inert atmosphere; Pressure tube;
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95% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; water; at 10 - 20 ℃; for 14h; Inert atmosphere;
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95% |
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With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 6h;
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95% |
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With N-Bromosuccinimide; In dichloromethane; for 12h; Darkness;
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95% |
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With N-Bromosuccinimide; C28H28Se2(2+)*2BF4(1-); In dichloromethane; at -40 ℃; for 72h; Darkness;
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95% |
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With N-Bromosuccinimide; methyl bis[4-(trifluoromethyl)phenyl]selenonium tetrafluoroborate; In dichloromethane; at -40 ℃; for 72h; Inert atmosphere; Darkness;
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91% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; water; at 12 - 30 ℃; for 12.3333h;
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90% |
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With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 2h;
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90% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; water; at 20 ℃; for 12.25h; Inert atmosphere; Cooling;
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90% |
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With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 6h; regioselective reaction;
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88% |
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With bromine; In tetrachloromethane;
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86% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; water; for 15.25h;
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86% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; at 10 ℃; for 9h;
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86% |
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With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
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85% |
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With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h;
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85.4% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; In methanol; diethyl ether; dihydrogen peroxide; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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85% |
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pyrene; With hydrogen bromide; In methanol; diethyl ether; at 10 - 15 ℃;
With dihydrogen peroxide; In methanol; diethyl ether; at 20 ℃; for 24h;
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84.4% |
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With hydrogen bromide; dihydrogen peroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 25h; Cooling with ice;
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84.7% |
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With tetrachloromethane; bromine; at 20 ℃;
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82% |
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With bromine; In chloroform; at 80 ℃; for 24h; regioselective reaction; Inert atmosphere;
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81% |
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With benzyltrimethylammonium tribromide; calcium carbonate; In methanol; dichloromethane; for 4h; Ambient temperature;
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80.3% |
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With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃;
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78% |
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With mono(N,N,N-trimethylbenzenaminium) tribromide; In dichloromethane; at 20 ℃; for 5h; Inert atmosphere;
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78% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; water; at 15 - 20 ℃; for 16h;
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77% |
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With N-Bromosuccinimide; In chloroform; at 65 ℃; for 10h; Temperature; Inert atmosphere;
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77% |
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With bromine; In dichloromethane; at -78 - 20 ℃; Inert atmosphere; Schlenk technique;
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75% |
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With N-Bromosuccinimide; In chloroform; at 65 ℃; for 10h; Temperature; Inert atmosphere;
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75% |
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With N-Bromosuccinimide; In chloroform; at 65 ℃; Inert atmosphere; Reflux;
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72% |
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 ℃; for 8h;
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71% |
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With bromine; In tetrachloromethane; at 80 ℃; for 12h;
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70% |
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With acetic acid; potassium iodide; In dichloromethane; water; at 50 ℃; for 0.25h;
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68% |
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With acetic acid; mono(N,N,N-trimethylbenzenaminium) tribromide; zinc(II) chloride; at 20 ℃; for 12h;
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67% |
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With tetrachloromethane; bromine;
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With chloroform; bromine;
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With water; bromine;
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With tetrachloromethane; N-Bromosuccinimide;
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With N-Bromosuccinimide; benzene;
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With pyridine; bromine;
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With N-Bromosuccinimide; In N,N-dimethyl-formamide;
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With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
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With N-Bromosuccinimide; In N,N-dimethyl-formamide;
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With N-Bromosuccinimide; In N,N-dimethyl-formamide;
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With bromine; In nitrobenzene; at 20 - 120 ℃; for 12h;
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With bromine; In dichloromethane;
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With hydrogen bromide; dihydrogen peroxide; In diethyl ether; Inert atmosphere; Schlenk technique;
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With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 12h;
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With hydrogen bromide; dihydrogen peroxide; In methanol; diethyl ether; at 0 - 20 ℃;
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With N-Bromosuccinimide; In N,N-dimethyl-formamide; Inert atmosphere;
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With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h;
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With bromine; In dichloromethane;
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With N-Bromosuccinimide;
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With N-Bromosuccinimide; In chloroform; at 0 ℃;
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With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 - 10 ℃; for 2h; Inert atmosphere;
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With pyridine; bromine;
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With chloroform; bromine;
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With water; bromine;
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With hydrogen bromide; dihydrogen peroxide; In tetrahydrofuran; methanol; at 0 - 10 ℃;
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With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; In 1,2-dichloro-ethane; at 0 - 10 ℃; for 0.516667h;
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C24H29BrO2
1-bromopyrene
| Conditions | Yield |
|---|---|
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With methanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;
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93.24% |
tetrachloromethane
N-Bromosuccinimide
pyrene
benzene
1,1'-dipyrenyl
dinaphtho[2,1,8,7-defg:2',1',8',7'-ijkl]pentaphene
Dinaphtho<2,1,8,7defg;2',1',8',7'opqr>pentacene
1-pyrenyllithium
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CAS:28320-31-2
Molecular Formula:C<sub>15</sub>H<sub>13</sub>Br
Molecular Weight:273.17
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CAS:538-58-9
