394408

1-(Bromoacetyl)pyrene

97%

• Synonym(s): 2-Bromo-1-(1-pyrenyl)ethanone
• Empirical Formula (Hill Notation): C₁₈H₁₁BrO
• CAS Number: 80480-15-5
• Molecular Weight: 323.18
• NACRES: NA.22
• PubChem Substance ID: 24864593
• UNSPSC Code: 12352100
• MDL number: MFCD00191839
• Assay: 97%
• Form: solid

Properties

• Quality Segment: 100
• assay: 97%
• form: solid
• mp: 129-131 °C (lit.)
• functional group: bromo, ketone
• 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

Description

General description

1-(Bromoacetyl)pyrene (BAP)[1] 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).[2]
• As a fluorophore in the generation of podand-type fluoroionophores with two pyrene moieties.[3]
• As a fluorescent labeling agent for the determination of okadaic acid toxin by HPLC with fluorescence detection.[4]

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.[5]
• As a derivatizing agent of dialkyl phosphates (DAP) in the HPTLC method of quantitative determination of DAP in fruit juices.[1]

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H314,H413
• pcodes: P260 - P273 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• 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