3264-21-9

Basic information

• Product Name: 1-ACETYLPYRENE
• Synonyms: 1-(1-Pyrenyl)ethanone;Ethanone, 1-(1-pyrenyl)-;TIMTEC-BB SBB008456;1-ACETYLPYRENE;1-pyren-1-ylethanone
• CAS NO: 3264-21-9
• Molecular Formula: C₁₈H₁₂O
• Molecular Weight: 244.29
• Product Categories: C15 to C38;Carbonyl Compounds;Ketones;organic chemicals and derivatives/others;OLED;Building Blocks;C15 to C38;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 3264-21-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 86-89 °C(lit.)
• Boiling Point: 437.7 °C at 760 mmHg
• Flash Point: 195.6 °C
• Appearance: Colorless/Liquid
• Density: 1.262 g/cm³
• Vapor Pressure: 7.32E-08mmHg at 25°C
• Refractive Index: 1.796
• CAS DataBase Reference: 1-ACETYLPYRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ACETYLPYRENE(3264-21-9)
• EPA Substance Registry System: 1-ACETYLPYRENE(3264-21-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3264-21-9(Hazardous Substances Data)

Usage

Uses

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.

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.

InChI:InChI=1/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

Upstream product

• 86471-06-9 1,8-bis(acetyl)pyrene 
• 86471-04-7 1,6-diacetylpyrene 
• 90814-79-2 1,3-bis(acetyl)pyrene 
• 1449331-32-1 (4-(6-amino-9H-purin-9-yl)-tetrahydro-2,2-dimethylfuro[3,4-d][1,3]dioxol-6-yl)methyl 2-oxo-2-(pyren-1-yl)ethyl carbonate 
• 1449331-31-0 2-oxo-2-(pyren-1-yl)ethyl phenyl carbonate 
• 1449331-29-6 2-isopropyl-5-methylcyclohexyl 2-oxo-2-(pyren-1-yl)ethyl carbonate 
• 1449331-28-5 benzyl 2-oxo-2-(pyren-1-yl)ethyl carbonate 
• 1192592-19-0 2-hydroxy-1-(pyren-1-yl)ethanone 
• 1885-14-9 phenyl chloroformate 
• 50277-59-3 2-isopropyl-5-methylcyclohexyl chloroformate 
• 501-53-1 benzyl chloroformate 
• 129-00-0 pyrene 
• 75-36-5 acetyl chloride 
• 80480-15-5 1-(bromoacetyl)pyrene 

Downstream Products

• 30436-88-5 1,6-Nitro-acetyl-pyren 
• 32832-28-3 1-acetyl-8-nitropyrene 
• 80480-15-5 1-(bromoacetyl)pyrene 
• 3029-19-4 pyrene-1-aldehyde 
• 161334-04-9 1-acetyl-3-nitropyrene 
• 1449331-28-5 benzyl 2-oxo-2-(pyren-1-yl)ethyl carbonate 
• 1449331-29-6 2-isopropyl-5-methylcyclohexyl 2-oxo-2-(pyren-1-yl)ethyl carbonate 
• 1449331-31-0 2-oxo-2-(pyren-1-yl)ethyl phenyl carbonate 
• 1449331-33-2 2-oxo-2-(pyren-1-yl)ethyl 4-nitrophenyl carbonate 
• 17088-21-0 1-vinylpyrene 
• 111077-42-0 4-Methyl-benzoic acid 1-pyren-1-yl-ethyl ester 
• 78751-46-9 1-isopropylpyrene 
• 80537-60-6 3-(4-Dimethylamino-phenyl)-1-pyren-1-yl-propan-1-one 
• 38764-41-9 N,N-dimethyl-4-<3-(1-pyrenyl)propyl>aniline 

Relevant articles and documents

A Very Convenient Synthesis of Cyclopentapyrene

-

1-(Hydroxyacetyl)pyrene a new fluorescent phototrigger for cell imaging and caging of alcohols, phenol and adenosine

1-(Hydroxyacetyl)pyrene has been introduced as a new fluorescent phototrigger for alcohols and phenols. Alcohols and phenols were protected as their corresponding carbonate esters by coupling with fluorescent phototrigger, 1-(hydroxyacetyl)pyrene. Photophysical studies of caged carbonates showed that they all exhibited strong fluorescence properties. Irradiation of the caged carbonates by visible light (≥410 nm) in aqueous acetonitrile released the corresponding alcohols or phenols in high chemical (95-97%) and quantum (0.17-0.21) yields. The mechanism for the photorelease was proposed based on Stern-Volmer quenching experiments and solvent effect studies. Importantly, 1-(hydroxyacetyl)pyrene showed as a phototrigger for rapid photorelease of the biologically active molecule adenosine. In vitro biological studies revealed that 1-(hydroxyacetyl)pyrene has good biocompatibility, cellular uptake property and cell imaging ability. The Royal Society of Chemistry and Owner Societies 2012.

Superacid-catalyzed dimerization/cyclization of isopropenyl-PAHs - Novel pathways to PAH dimers, phenalenes and their stable carbocations

The isopropenyl derivatives of representative classes of polycyclic aromatic hydrocarbons (PAHs) having four and five fused-ring systems, namely pyrene, chrysene, benzo[c]phenanthrene (BcPh), dibenzo[a,c]anthracene (benzo[f]tetraphene) and perylene, were synthesized by Wittig olefination from the corresponding acetyl-PAHs. Under the influence of triflic acid (TfOH), the isopropenyl derivatives were converted to novel PAH dimers and/or phenalenes in a simple one-pot procedure. A plausible mechanism for this process has been outlined, and the synthetic scope of this chemistry has been explored. Structural features in the PAH dimers were examined by DFT. As representative initial and final carbocation intermediates in the reaction sequence, stable carbocations derived from 3-isopropenylperylene and from 4,6,6-trimethyl-6H- dibenzo[a,kl]anthracene were generated and studied directly by NMR spectroscopy. The NMR characteristics and charge delocalization modes in the resulting benzylic carbocations are discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.