47135-83-1

Basic information

• Product Name: Phenanthridine, 6-(4-methylphenyl)-
• CAS NO: 47135-83-1
• Molecular Formula: C20H15N
• Molecular Weight: 269.346
• Mol File: 47135-83-1.mol
• Article Data: 33

Chemical Properties

• CAS DataBase Reference: Phenanthridine, 6-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenanthridine, 6-(4-methylphenyl)-(47135-83-1)
• EPA Substance Registry System: Phenanthridine, 6-(4-methylphenyl)-(47135-83-1)

Safety Data

• Hazardous Substances Data: 47135-83-1(Hazardous Substances Data)

Upstream product

• 229-87-8 phenanthridine 
• 2417-95-0 p-tolyllithium 
• 99673-14-0 N-([1,1′-biphenyl]-2-yl)-4-methylbenzamide 
• 182057-23-4 1-(Phenyl-p-tolyl-methyl)-1H-benzotriazole 
• 400820-15-7 2'-fluoro-[1,1'-biphenyl]-2-carbonitrile 
• 462-06-6 fluorobenzene 
• 104-85-8 para-methylbenzonitrile 
• 624-31-7 4-tolyl iodide 
• 2042-37-7 o-cyanobromobenzene 
• 346656-39-1 2-(2-fluorophenyl)-5,5-dimethyl-[1,3,2]dioxaborinane 
• 4688-76-0 2-Biphenylboronic acid 
• 874-60-2 4-methyl-benzoyl chloride 
• 57028-28-1 9-(4-methylphenyl)-9H-fluoren-9-ol 
• 3128-77-6 2-isocyanobiphenyl 

Downstream Products

• 88313-05-7 5-methyl-6-p-tolyl-phenanthridinium; methyl sulfate 

Relevant articles and documents

Ring-Expansion Strategy for α-Aryl Azahelicene Construction: Building Blocks for Optoelectronic Materials

An acid-mediated rapid synthesis of α-aryl azahelicenes via C-C bond cleavage of helical 9H-fluoren-9-ols is reported. The newly introduced aryl ring and pyridine moieties provide an excellent opportunity to further tune the properties of azahelicences: i.e., photoluminescence. The novel α-aryl azahelicenes showcase high circularly polarized luminescence (CPL) efficiencies (4.5 × 10-3) as well as CPL brightness (BCPL), reaching 7.39 M-1 cm-1, which indicates a potential application as chiral emitters.

Preparation of phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin

Treatment of N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin in 1,2-dichloroethane under irradiation with a tungsten lamp, followed by the reaction with tBuOK gave the corresponding 6-arylphenanthridines and 6-unsubstituted phenanthridines in good to moderate yields, respectively. The reaction proceeds through an oxidative cyclization onto the aromatic ring by sulfonamidyl radicals formed from the N-iodosulfonamides. The present reaction is a one-pot method for the preparation of both 6-arylphenanthridines and 6-unsubstituted phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides under transition-metal-free conditions.

Synthesis of phenanthridines by I2-mediated sp3C-H amination

An I2-mediated synthesis of phenanthridinesviaintramolecular sp3C-H amination of readily accessible aniline precursors is reported. The present synthetic process is straightforward and applicable to a broad variety of unprotected ani