394408
1-(Bromoacetyl)pyrene
97%
Synonym(s):
2-Bromo-1-(1-pyrenyl)ethanone
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About This Item
Empirical Formula (Hill Notation):
C18H11BrO
CAS Number:
Molecular Weight:
323.18
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
InChI
1S/C18H11BrO/c19-10-16(20)14-8-6-13-5-4-11-2-1-3-12-7-9-15(14)18(13)17(11)12/h1-9H,10H2
SMILES string
BrCC(=O)c1ccc2ccc3cccc4ccc1c2c34
InChI key
KAEDEGFCOPIKKM-UHFFFAOYSA-N
assay
97%
form
solid
mp
129-131 °C (lit.)
functional group
bromo, ketone
Quality Level
Related Categories
General description
1-(Bromoacetyl)pyrene (BAP) is a pyrene derivative. It has been synthesized by reacting cupric bromide with 1-acetylpyrene. Studies suggest that the introduction of a bromoacetyl chromophoric moiety to pyrene drastically increases the photoinitiating efficiency of pyrenes.
Application
1-(Bromoacetyl)pyrene is suitable for use in the following studies:
- As an initiator in the bulk polymerization of 2-ethyl-2-oxazoline to generate pyrene labelled poly(2-ethyl-2-oxazoline) (PETOX-py).
- As a fluorophore in the generation of podand-type fluoroionophores with two pyrene moieties.
- As a fluorescent labeling agent for the determination of okadaic acid toxin by HPLC with fluorescence detection.
- As a photoremovable protecting group for carboxylic acids and amino acids.
- As a photoinitiator in the photopolymerization of styrene with methylmethacrylate.
- As a reactant in the synthesis of potentially tetradentate pyrene appended ligands.
- As a derivatizing agent of dialkyl phosphates (DAP) in the HPTLC method of quantitative determination of DAP in fruit juices.
signalword
Danger
hcodes
Hazard Classifications
Aquatic Chronic 4 - Eye Dam. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
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H Ochiai et al.
Journal of chromatography. B, Biomedical sciences and applications, 694(1), 211-217 (1997-06-20)
By using a fluorescent derivatization and column-switching technique, a highly sensitive and selective high-performance liquid chromatographic (HPLC) method has been developed for the determination of simvastatin (I, beta-hydroxy-delta-lactone form) and its active hydrolyzed metabolite (II, beta,delta-dihydroxy acid form of I)
1-(Bromoacetyl) pyrene, a novel photoinitiator for the copolymerization of styrene and methylmethacrylate.
Mishra A and Daswal S
Radiation Physics and Chemistry, 75(9), 1093-1100 (2006)
Nicola M Cox et al.
Dalton transactions (Cambridge, England : 2003), 41(5), 1568-1573 (2011-12-07)
A new method for assessing the topology of metallosupramolecular assemblies using pyrene-appended ligands is reported. Two potentially tetradentate ligands containing one (L(1)) and two (L(2)) terminal pyrene moieties were synthesised and their complexes with Cu(+) and Cd(2+) were characterised. Photophysical
S S Kelly et al.
Journal of chromatography. A, 749(1-2), 33-40 (1996-10-18)
The rare diarrhetic shellfish toxin, dinophysistoxin-2 (DTX-2), was isolated from the digestive glands of mussels (Mytilus edulis). This was achieved by chromatography on silica and Sephadex LH-20 followed by reversed-phase solid phase extraction and semi-preparative high-performance liquid chromatography (HPLC) with
Copolymerization of n-butylacrylate with styrene by a novel photoinitiator, 1-(bromoacetyl) pyrene.
Mishra A and Daswal S
Journal of Applied Polymer Science, 102.4, 3233-3239 (2006)
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