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Sigma-Aldrich

1-(Bromoacetyl)pyrene

97%

Synonyme(s) :

2-Bromo-1-(1-pyrenyl)ethanone

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About This Item

Formule empirique (notation de Hill):
C18H11BrO
Numéro CAS:
80480-15-5
Poids moléculaire :
323.18
Numéro MDL:
MFCD00191839
Code UNSPSC :
12352100
ID de substance PubChem :
24864593
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Pf

129-131 °C (lit.)

Chaîne SMILES 

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

Clé InChI

KAEDEGFCOPIKKM-UHFFFAOYSA-N

Catégories apparentées

Description générale

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.
It may also be used in the following studies:
  • 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.

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314,H413

Classification des risques

Aquatic Chronic 4 - Eye Dam. 1 - Skin Corr. 1B

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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
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)
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
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)
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)
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