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MilliporeSigma

391425

Sigma-Aldrich

1-Acetylpyrene

97%

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About This Item

Fórmula empírica (notación de Hill):
C18H12O
Número de CAS:
Peso molecular:
244.29
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

86-89 °C (lit.)

SMILES string

CC(=O)c1ccc2ccc3cccc4ccc1c2c34

InChI

1S/C18H12O/c1-11(19)15-9-7-14-6-5-12-3-2-4-13-8-10-16(15)18(14)17(12)13/h2-10H,1H3

InChI key

KCIJNJVCFPSUBQ-UHFFFAOYSA-N

General description

1-Acetylpyrene is a pyrene derivative. Its synthesis has been reported. Its phytophysical properties have been studied using absolute fluorescence quantum yield measurement and time-dependent density functional theory (TD-DFT) calculations. Its ability to interact with human cytochromes P450 2A13, 2A6, and 1B1 and enzyme inhibition has been reported. Its function as an environment-sensitive fluorophore has been investigated.

Application

1-Acetylpyrene is suitable for use in a comparative study on the photoinitiating efficiency of pyrene, 1-acetylpyrene and 1-(bromoacetyl)pyrene for copolymerization of styrene with acrylonitrile. It may be used in the following studies:
  • As a starting material in the synthesis of ethynlypyrene. 1-(1-chlorovinyl)pyrene was also isolated during this reaction.
  • As a starting material in the synthesis of substituted pyrene derivatives incorporated heterocyclic and sugar moieties.
  • Synthesis of (E)-pyrene oxime ester conjugates of carboxylic acids.
  • Synthesis of tertiary alcohols based on 1-acetylpyrene.
  • Synthesis of (E)-N-[1-(pyren-1-yl)ethylidene]chrysene-2-amine.
  • Synthesis of 3,3-di(methylsulfanyl)-1-(1-pyrenyl)-2-propen-1-one.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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H Surya Prakash Rao et al.
Beilstein journal of organic chemistry, 3, 31-31 (2007-10-02)
The cycloaddition of the von Leusen's reagent (p-tolylsulfonyl)methyl isocyanide (TosMIC) to alpha-aroylketene dithioacetals (AKDTAs) in the presence of sodium hydride in THF at rt resulted in a facile synthesis of the 4-aroyl-3-methylsulfanyl-2-tosylpyrroles 3 in good yield along with a minor
Synthesis and study of film-forming properties and light sensitivity of 4-acyloxy-3-methoxy (ethoxy) phenylmethylidene-(chrysen-2-yl) amines.
Dikusar EA, et al.
Russ. J. Gen. Chem., 77(2), 278-281 (2007)
Nilanjana Chowdhury et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 11(7), 1239-1250 (2012-05-09)
A new series of (E)-pyrene oxime ester conjugates of carboxylic acids including amino acids were synthesized by coupling with an environment sensitive fluorophore 1-acetylpyrene. (E)-Pyrene oxime esters exhibited strong fluorescence properties and interestingly their fluorescence properties were found to be
Fundamental photoluminescence properties of pyrene carbonyl compounds through absolute fluorescence quantum yield measurement and density functional theory.
Niko Y, et al.
Tetrahedron, 68(31), 6177-6185 (2012)
Synthesis, characterization and pharmacological investigations of some novel heterocyclic derivatives incorporating pyrene and sugar moieties.
Khalifa NM, et al.
Research on Chemical Intermediates, 40(4), 1565-1574 (2014)

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