6051-98-5

Usage

Uses

Used in Chemical Synthesis:
BENZO[C]FLUOREN-7-ONE is used as a chemical intermediate for the synthesis of 7H-Benzo[c]fluorene, a compound with mutagenic properties and potential carcinogenic effects. Its role in the formation of DNA adducts makes it a compound of interest in the study of chemical carcinogenesis and mutagenicity.
Used in Research and Development:
In the field of research and development, BENZO[C]FLUOREN-7-ONE is utilized to investigate the mechanisms of DNA adduct formation and the potential carcinogenic effects of PAHs, such as 7H-Benzo[c]fluorene. This knowledge is crucial for understanding the molecular basis of cancer and developing strategies for prevention and treatment.
Used in Environmental and Occupational Health:
BENZO[C]FLUOREN-7-ONE is relevant in environmental and occupational health studies due to its presence in coal tar, a substance used in various industrial processes. Understanding the exposure risks and health implications associated with BENZO[C]FLUOREN-7-ONE and its derivatives can inform safety regulations and protective measures for workers and the general population.
Used in Pharmaceutical Development:
Although BENZO[C]FLUOREN-7-ONE itself may have mutagenic and carcinogenic properties, understanding its chemical structure and biological activity can contribute to the development of pharmaceuticals that target specific pathways involved in cancer and other diseases. This knowledge can be applied to design drugs with improved efficacy and reduced side effects.

InChI:InChI=1/C17H10O/c18-17-14-8-4-3-7-13(14)16-12-6-2-1-5-11(12)9-10-15(16)17/h1-10H

Upstream product

• 142598-69-4 2-(naphthalene-1-yl)benzaldehyde 
• 13922-41-3 1-Naphthylboronic acid 
• 6630-33-7 ortho-bromobenzaldehyde 
• 480-90-0 1H-inden-1-one 
• 66252-14-0 2-(naphthalen-1-yl)benzonitrile 
• 138642-62-3 2-Cyanophenylboronic acid 
• 90-14-2 1-Iodonaphthalene 
• 172732-52-4 o-cyanophenylboronic acid-1,3-propylene glycol ester 
• 108981-92-6 2-(naphthalene-1-yl)benzoic acid 
• 71-43-2 benzene 
• 10026-13-8 phosphorus pentachloride 
• 7664-93-9 sulfuric acid 

Downstream Products

• 82-05-3 7H-benz[d,e]anthracene-7-one 
• 108981-92-6 2-(naphthalene-1-yl)benzoic acid 
• 1637660-36-6 5,9-dibromobenzo[c]fluoren-7-one 
• 27921-58-0 5-(o-Chlorbenzoyl)benzofluorenon 
• 27921-62-6 9-(o-Chlorbenzoyl)benzofluoren 
• 27921-57-9 5-(o-Chlorbenzoyl)benzofluoren 
• 52086-07-4 7-methyl-7H-benzo[c]fluorine 
• 205-12-9 benzo[c]fluorene 
• 32377-10-9 9-phenyl-3,4-benzofluorene 

Relevant academic research and scientific papers

Aluminum oxide mediated C-F bond activation in trifluoromethylated arenes

Thermally activated γ-aluminium oxide was found to be very effective for C-F bond activation in trifluoromethylated arenes. Depending on the activation degree the respective arenes can be converted either to cyclic ketones or to the respective carboxylic acids with good to excellent yields.

Synthesis of benzo[c]fluorenone through a one-pot cascade reaction using inden-1-one derivatives

A novel one-pot thermal cycloaddition of two indenones followed by a decarbonylation and dehydrogenation cascade afforded benzo[c]fluorenones regioselectively. Various substituted indenone derivatives were converted into their corresponding benzo[c]fluorenones in good to excellent yields.

Synthesis of benzo[c]fluorenone through a one-pot cascade reaction using inden-1-one derivatives

A novel one-pot thermal cycloaddition of two indenones followed by a decarbonylation and dehydrogenation cascade afforded benzo[c]fluorenones regioselectively. Various substituted indenone derivatives were converted into their corresponding benzo[c]fluorenones in good to excellent yields.

Novel syntheses of fluorenones via nitrile-directed palladium-catalyzed C-H and dual C-H bond activation

Novel procedures for the [Pd]/[Ag]/TFA system catalyzed cascade reactions of nitrile directed remote C-H and dual C-H bond activation with insertion of nitrile were developed, which afforded variously polysubstituted fluorenones in moderate to good yields with tolerance of a wide variety of substrates.

Cross dehydrogenative coupling via base-promoted homolytic aromatic substitution (BHAS): Synthesis of fluorenones and xanthones

Cross dehydrogenative coupling reactions occurring via base-promoted homolytic aromatic substitutions (BHASs) are reported. Fluorenones and xanthones are readily prepared via CDC starting with readily available ortho-formyl biphenyls and ortho-formyl biphenylethers, respectively. The commercially available and cheap tBuOOH is used as an oxidant. Initiation of the radical chain reaction is best achieved with small amounts of FeCp2 (0.1 or 1 mol %).

Synthesis of fluorenones via quaternary ammonium salt-promoted intramolecular dehydrogenative arylation of aldehydes

Biologically interesting fluorenone, xanthone and anthrone derivatives have been prepared via an intramolecular oxidative acylation process. This novel direct acylation reaction proceeded without the aid of any transition metals, acids or bases, and uses a catalytic amount of a quaternary ammonium salt in the presence of a persulfate oxidant. Initial mechanistic studies have been carried out to elucidate the reaction pathway. The Royal Society of Chemistry 2013.