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
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
solid
mp
129-131 °C (lit.)
SMILES string
BrCC(=O)c1ccc2ccc3cccc4ccc1c2c34
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
InChI key
KAEDEGFCOPIKKM-UHFFFAOYSA-N
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Chronic 4 - Eye Dam. 1 - Skin Corr. 1B
Storage Class Code
8A - Combustible corrosive hazardous materials
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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)
Juraj Kronek et al.
Journal of materials science. Materials in medicine, 22(7), 1725-1734 (2011-05-24)
Poly(2-oxazolines) with varying alkyl chain lengths (e.g., methyl, ethyl, aryl) and molar masses have been tested for cell cytotoxicity in vitro. A standard 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay was used for the estimation of cell viability. Two monomers, 2-methyl-2-oxazoline and 2-ethyl-2-oxazoline
J C González et al.
Journal of chromatography. A, 793(1), 63-70 (1998-02-20)
Okadaic acid (OA) and dinophysistoxin-2, two of the main diarrhetic shellfish toxins, can be determined by high-performance liquid chromatography coupled to fluorimetry as pyrenacyl esters. Toxin fluorescent derivatives were obtained after quantitative derivatization with 1-bromoacetylpyrene in acetonitrile. An efficient improvement
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