5960-69-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Acetylphenanthrene is used as a reagent for the synthetic preparation of anti-staphylococcal Celecoxib (C251000) derivatives. Celecoxib is a nonsteroidal anti-inflammatory drug (NSAID) that is effective in treating various conditions, such as pain, inflammation, and fever. 2-ACETYLPHENANTHRENE plays a crucial role in the development of these pharmaceutical products by facilitating the synthesis of the active ingredients.
Chemical Properties:
2-Acetylphenanthrene exhibits a melting point of 144-145°C, which is an important physical property that can be used to characterize and identify the compound. This information is valuable for researchers and chemists working with 2-acetylphenanthrene in various applications, including synthesis, purification, and quality control processes.

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

Upstream product

• 5329-89-5 2-acetyl-9,10-dihydrophenanthrene 
• 85-01-8 phenanthrene 
• 75-36-5 acetyl chloride 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 108-24-7 acetic anhydride 
• 7664-39-3 hydrogen fluoride 
• 98-95-3 nitrobenzene 
• 5960-77-0 1-[2]phenanthryl-ethanone oxime 

Downstream Products

• 3674-74-6 2-ethylphenanthrene 
• 5756-23-0 (E)-1-(phenanthren-2-yl)-3-phenylprop-2-en-1-one 
• 40452-20-8 phenanthrene-2-carboxylic acid 
• 40452-15-1 2-(2-phenanthryl)propanal 
• 50558-60-6 15-Phenyl-15,16-dihydro-cyclopenta[a]phenanthren-17-one 
• 32060-67-6 9,10-dioxo-9,10-dihydro-phenanthrene-2-carboxylic acid 
• 79161-76-5 4-Phenanthren-2-yl-2-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine 
• 79161-81-2 3-(2-Amino-phenylsulfanyl)-1-phenanthren-2-yl-3-phenyl-propan-1-one 
• 101956-86-9 4-(1-Ethoxy-2-oxo-2-<2>phenanthryl-ethylamino)-benzolsulfonamid 
• 107156-87-6 4-<1-Ethoxy-2-oxo-<2>phenanthryl-ethylamino>-benzoesaeure 
• 855619-06-6 (+/-)-3-hydroxy-1-phenyl-3-(phenanthryl-⁽²⁾)-propane 
• 5751-36-0 1-(2-Phenanthryl)-3-phenyl-prop-1-en 
• 15389-33-0 4,4,4-Trifluoro-1-phenanthren-2-yl-butane-1,3-dione 
• 1022944-65-5 3-cyano-2-ethoxy-7-(phenanthren-2-yl)-4-phenyl-1,8-naphthyridine 

Relevant academic research and scientific papers

A combined experimental and computational study on the cycloisomerization of 2-ethynylbiaryls catalyzed by dicationic arene ruthenium complexes

Ruthenium-catalyzed cycloisomerization of 2-ethynylbiaryls was investigated to identify an optimal ruthenium catalyst system. A combination of [η6-(p-cymene)RuCl2(PR3)] and two equivalents of AgPF6 effectively converted 2-ethynylbiphenyls into phenanthrenes in chlorobenzene at 120 °C over 20 h. Moreover, 2-ethynylheterobiaryls were found to be favorable substrates for this ruthenium catalysis, thus achieving the cycloisomerization of previously unused heterocyclic substrates. Moreover, several control experiments and DFT calculations of model complexes were performed to propose a plausible reaction mechanism.

A general synthetic strategy for the design of new BODIPY fluorophores based on pyrroles with polycondensed aromatic and metallocene substituents

BODIPYrrole: A general strategy for the design of novel BODIPY fluorophores based on pyrroles with polycondensed aromatic and metallocene substituents has been developed. The strategy involves the acylation of the condensed substituent and treatment of the acylated derivative (as oxime) with acetylene in MOH/DMSO (M=alkali metal) to give pyrroles that were then used for assembly of the BODIPY fluorophores (see scheme).

Is the Hoveyda-Grubbs complex a vinylogous fischer-type carbene? Aromaticity-controlled activity of ruthenium metathesis catalysts

Three naphthalene-based analogues (4a-c) of the Hoveyda-Grubbs metathesis catalyst exhibited immense differences in reactivity. Systematic structural and spectroscopic studies revealed that the ruthenafurane ring present in all 2-isopropoxyarylidene chelates possesses some aromatic character, which inhibits catalyst activity. This aromatic stabilization within the chelate ring may be controlled by variation of the polycyclic core topology as was demonstrated for tetraline and phenanthrene derivatives (4d,e). General conclusions about a new mode of ligand-structure tuning in catalytic systems are presented.

Friedel-Crafts reactions in room temperature ionic liquids

Friedel-Crafts reactions in the ionic liquid system 1-methyl-3-ethylimidazolium chloride-aluminium(III) chloride can be performed with excellent yields and selectivities, and in the case of anthracene, have been found to be reversible.

On the Acetylation of Phenanthrene and 9-Chlorphenanthrene

Friedel-Crafts acetylation of phenanthrene (1a) in sym-tetrachlorethane yields mixtures of 2-,3- and 9-acetylphenanthrenes (2a,3a,4).The distribution of isomers is found to depend strongly upon the method of mixing the reagents.Acetylation of 9-chlorophenanthrene (1b), perfomed by a variety of methods and solvents, led mainly to 3-acetyl-9-chlorophenanthrene (3b) (>/=85percent).Previously unreported 2-acetyl-9-chlorophenanthrene (2b) was found to form up to a maximum 11percent in nitrobenzene.

Properties of the Liquid Crystals formed by Certain 4-Alkoxy-N-(2-phenanthrylmethylene)anilines

The liquid crystal transition temperatures of twelve 4-alkoxy-N-(2-phenanthrylmethylene)anilines are reported and compared with those of corresponding members of similar homologous series of azomethines.Differences in liquid crytal thermal stability between comparable azomethines in which the -CH=N- linkage is reversed are discussed.