784-04-3

Basic information

• Product Name: 9-ACETYLANTHRACENE
• Synonyms: 1-(9-Anthracenyl)ethanone;1-(9-Anthryl)ethanone;1-Anthracen-9-yl-ethanone;9-Acetoanthracene;9-Acetylanthracen;9-Anthrylmethylketone;Ethanone,1-(9-anthracenyl)-;Ketone, 9-anthryl methyl
• CAS NO: 784-04-3
• Molecular Formula: C₁₆H₁₂O
• Molecular Weight: 220.27
• EINECS: 212-315-2
• Product Categories: C15 to C38;Carbonyl Compounds;Ketones
• Mol File: 784-04-3.mol
• Article Data: 35

Chemical Properties

• Melting Point: 75-76 °C(lit.)
• Boiling Point: 321.21°C (rough estimate)
• Flash Point: 180.7°C
• Appearance: Yellow to yellow-brown/Crystalline Powder
• Density: 1.0588 (rough estimate)
• Vapor Pressure: 8.47E-07mmHg at 25°C
• Refractive Index: 1.5800 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
• Water Solubility: Insoluble in water.
• BRN: 1370056
• CAS DataBase Reference: 9-ACETYLANTHRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-ACETYLANTHRACENE(784-04-3)
• EPA Substance Registry System: 9-ACETYLANTHRACENE(784-04-3)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 784-04-3(Hazardous Substances Data)

Usage

Chemical Properties

yellow to yellow-brown crystalline powder

Uses

Different sources of media describe the Uses of 784-04-3 differently. You can refer to the following data:
1. 9-Acetylanthracene is used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuffs.
2. 9-Acetylanthracene is used in the synthesis of luminescent moieties such as (9-anthryl)pyrazole (ANP) and 2,2-difluoro-4-(9-anthracyl)-6-methyl-1,3,2-dioxaborine. It is also used as a carrier ligand in the synthesis of fluorescent platinum(II) compounds.

Purification Methods

Crystallise 9-acetylanthracene from EtOH. [Masnori et al. J Am Chem Soc 108 1126 1986, Beilstein 7 II 450.]

InChI:InChI=1/C16H12O/c1-11(17)16-14-8-4-2-6-12(14)10-13-7-3-5-9-15(13)16/h2-10H,1H3

Upstream product

• 24100-41-2 1-(anthracen-10-yl)-2-bromoethanone 
• 120-12-7 anthracene 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 108-24-7 acetic anhydride 
• 2444-68-0 9-vinylanthracene 
• 38447-66-4 acetyl phenyl selenide 
• 74928-67-9 9-(1-hydroxyethyl)anthracene 
• 68941-24-2 9-(α-Aethoxyvinyl)anthracen 
• 13752-40-4 9-ethynylanthracene 
• 66398-74-1 9-(1-hydroxy-1-methylethyl)anthracene 
• 1564-64-3 9-Bromoanthracene 
• 7647-01-0 hydrogenchloride 
• 113569-54-3 11-hydroxy-11-methyl-5,11-dihydro-dibenzo[a,d]cyclohepten-10-one-diethylacetal 

Downstream Products

• 7512-20-1 (-)-(S)-1-Anthracen-9-ylethanol 
• 67805-12-3 1-(9-anthroyl)-2-(4-N,N-dimethylaniline) ethylene 
• 123030-22-8 1-(9-anthracenyl)-3-(2-oxo-1-cyclohexyl)-1-propanone 
• 7512-20-1 (R)-1-(9-Anthryl)ethanol 
• 5960-54-3 9,9'-diacetyl-9,9',10,10'-tetrahydrobianthryl 
• 84-65-1 9,10-phenanthrenequinone 
• 90-44-8 anthracen-9(10H)-one 
• 98540-92-2 10-acetylanthrone 
• 98540-93-3 10-hydroxy-10-acetylanthrone 
• 24100-41-2 1-(anthracen-10-yl)-2-bromoethanone 
• 68941-23-1 9-(α-Bromvinylanthracen) 
• 120-12-7 anthracene 
• 74928-67-9 9-(1-hydroxyethyl)anthracene 
• 47332-32-1 1-[9]anthryl-3-morpholino-propan-1-one 

Relevant articles and documents

Electronic Asymmetry of an Annelated Pyridyl-Mesoionic Carbene Scaffold: Application in Pd(II)-Catalyzed Wacker-Type Oxidation of Olefins

The two donor modules of an annelated pyridyl-mesoionic carbene ligand (aPmic) have different σ- and π-bonding characteristics leading to its electronic asymmetry. A Pd(II) complex 1 featuring aPmic catalyzes the oxidation of a wide range of terminal olefins to the corresponding methyl ketones in good to excellent yields in acetonitrile. The catalytic reaction is proposed to proceed via syn-peroxypalladation and a subsequent rate-limiting 1,2-hydride shift, which is supported by kinetic studies. The electronic asymmetry of aPmic renders a well-defined coordination sphere at Pd. The favored arrangement of reactants on the metal center features an olefin trans to the pyridyl module and a tbutylperoxide trans to the carbene. This arrangement gains added stability by the π-delocalization paved by the compatible orbitals on Pd, the pyridyl module, and the olefin that is perpendicular to the Pd(aPmic) plane. The π-interactions are absent in an alternate arrangement wherein the olefin is trans to the carbene. Density functional theory studies reveal the matching orbital overlaps responsible for the preferred arrangement over the other. This work provides an orbital description for the electronic asymmetry of aPmic.

Catalyst-Free Photodriven Reduction of α-Haloketones with Hantzsch Ester

Catalyst-free dehalogenation of α-haloketones under visible light irradiation is studied. The reactions were carried out in common organic solvent. The outcomes of dechlorination are excellent in yields up to 92%, and it is also applicable to bromides, which give even higher yields. The reaction is tolerable to a broad spectrum of substrates, especially to aromatic ketones, including various aryl and hetaryl groups. There are two examples of aliphatic ketones presented in the paper, although their reactivities are not as high as that of the aromatic ketones.

Chemoselective Continuous Ru-Catalyzed Hydrogen-Transfer Oppenauer-Type Oxidation of Secondary Alcohols

A continuous flow method for the selective oxidation of secondary alcohols is reported. The method is based on an Oppenauer-type ruthenium-catalyzed hydrogen-transfer process that uses acetone as both solvent and oxidant. The process utilizes a low loading (1 mol%) of the commercially available ruthenium catalyst [Ru(p-cymene)Cl2]2 and triethylamine as a base and can be successfully applied to a range of different substrates, with a good level of functional group tolerance.