22717-94-8

Usage

Uses

Used in Environmental Monitoring:
2-Hydroxybenzo[c]phenanthrene is used as a biomarker for the exposure to polycyclic aromatic hydrocarbons (PAHs) in various environmental and occupational settings. Its detection in biological samples, such as urine or blood, can indicate the presence and level of PAH exposure.
Used in Toxicological Research:
2-Hydroxybenzo[c]phenanthrene is used as a model compound in toxicological studies to investigate the mechanisms of PAH toxicity and carcinogenicity. Research on this metabolite can help in understanding the metabolic pathways and detoxification processes involved in PAH metabolism.
Used in Analytical Chemistry:
2-Hydroxybenzo[c]phenanthrene can be used as a reference compound in the development and validation of analytical methods for the detection and quantification of PAH metabolites in environmental and biological samples. Its unique chemical properties make it a suitable candidate for method optimization and quality control purposes.

InChI:InChI=1/C18H12O/c19-15-10-9-13-6-8-14-7-5-12-3-1-2-4-16(12)18(14)17(13)11-15/h1-11,19H

Upstream product

• 408313-45-1 4,4a,5,6-tetrahydro-3H-benzo[c]phenanthren-2-one 
• 23833-60-5 2-[(E)-2-(4-methoxyphenyl)ethenyl]naphthalene 
• 836-41-9 p-methoxybenzylidene-phenylamine 
• 195-19-7 benzo[c]phenathrene 
• 77664-95-0 1-chloro-7-methoxy-3,4-dihydronaphthalene-2-carboxaldehyde 
• 6836-19-7 7-Methoxy-1-tetralone 
• 4176-45-8 2-methoxy-benzo[c]phenanthrene 

Downstream Products

• 4176-45-8 2-methoxy-benzo[c]phenanthrene 
• 1381799-97-8 9-benzyl-9,10-dihydro-8H-7-oxa-9-aza-dibenzo[c,g]phenanthrene 
• 1381799-98-9 C₂₈H₂₃NO 
• 4235-06-7 2-aminobenzophenanthrene 
• 195-19-7 benzo[c]phenathrene 

Relevant academic research and scientific papers

Efficient Enantioselective Synthesis of Oxahelicenes Using Redox/Acid Cooperative Catalysts

An efficient and enantioselective synthesis of oxa[9]helicenes has been established via vanadium(V)-catalyzed oxidative coupling/intramolecular cyclization of polycyclic phenols. A newly developed vanadium complex cooperatively functions as both a redox and Lewis acid catalyst to promote the present sequential reaction and afford oxa[9]helicenes in good yields with up to 94% ee.

Synthesis of Helical Quinone Derivatives by Oxidative Coupling of Substituted 2-Hydroxybenzo[c]phenanthrenes

A concise synthesis of novel substituted quinone derivatives from commercially available starting materials was developed. For this synthesis, classical photo-induced 6π-electrocyclization was utilized, followed by oxidative aromatization reaction, and su

Selective Borylation of [4]Helicene

The Ir-catalyzed borylation of [4]helicene under different reaction conditions was studied for the first time. The results indicate that monoborylation proceeds to give a mixture of 2- and 3-borylated products in good yields (up to 74 % isolated yield). It was possible to shift the selectivity in favor of the 3-borylated product by using sterically demanding ligands. The monoborylated [4]helicenes were further arylated by using a Suzuki–Miyaura cross-coupling or oxidized to the corresponding phenols in very good yields.