111269-69-3

Basic information

• Product Name: Quinoxaline, 2-(4-methylphenyl)-3-(trifluoromethyl)-
• CAS NO: 111269-69-3
• Molecular Formula: C16H11F3N2
• Molecular Weight: 288.272
• Mol File: 111269-69-3.mol

Chemical Properties

• CAS DataBase Reference: Quinoxaline, 2-(4-methylphenyl)-3-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoxaline, 2-(4-methylphenyl)-3-(trifluoromethyl)-(111269-69-3)
• EPA Substance Registry System: Quinoxaline, 2-(4-methylphenyl)-3-(trifluoromethyl)-(111269-69-3)

Safety Data

• Hazardous Substances Data: 111269-69-3(Hazardous Substances Data)

Upstream product

• 24459-52-7 1,1-dimethyl-2-(4-methylbenzylidene)hydrazine 
• 1196-57-2 quinoxalin-2⁽¹⁾-one 
• 5720-05-8 4-methylphenylboronic acid 
• 254732-51-9 2-chloro-3-(trifluoromethyl)quinoxaline 
• 58457-64-0 3-(trifluoromethyl)quinoxalin-2(1H)-one 
• 161643-63-6 3,3,3-Trifluoro-2,2-dihydroxy-1-p-tolyl-propan-1-one 
• 95-54-5 1,2-diamino-benzene 
• 111269-40-0 3-(p-tolyl)-1,1,1-trifluoropropane-2,3-dione 3-dimethylhydrazone 
• 111269-60-4 3,3,3-trifluoro-1-(p-tolyl)propane-1,2-dione 

Relevant articles and documents

A facile synthesis of fluorine-containing heterocycles - Use of 1,1,1-trifluoro-2-alkanones as a convenient synthetic intermediate

1,1,1-Trifluoro-2,3-alkanediones 2 easily obtainable from various aldehyde dialkylhydrazones were reacted with several diamines to afford trifluoromethylquinoxalines 3 and trifluoromethylpyrazines 4 in good yields. With the use of aldehydes and aqueous ammonia instead of diamines, diketones 2 were successfully converted to the corresponding 4-trifluoromethylimidazoles 5 in satisfactory yields.

Visible Light-Induced Photocatalytic C?H Perfluoroalkylation of Quinoxalinones under Aerobic Oxidation Condition

An efficient approach using a photocatalytic strategy for C?H perfluoroalkylation of quinoxalinones under aerobic oxidation condition has been developed. Such transformation employs readily available sodium perfluoroalkanesulfinates as perfluoroalkylation reagents and demonstrates good functional group compatibility, affording corresponding products in moderate to good yields. Compared with previous procedures, this protocol uses oxygen as oxidant, and avoids the use of external additive. A radical mechanism is involved in this perfluoroalkylation reaction. (Figure presented.).

Electrophilic Substitution at Azomethine Carbon Atoms. Reaction of Aromatic Aldehyde Hydrazones with Trifluoroacetic Anhydride

Reaction of dimethylhydrazones of aromatic aldehydes with trifluoroacetic anhydride at room temperature affords high yields of products bearing trifluoroacetyl groups.These electrophilic substitution reactions generally occur on the azomethine carbon, although competitive N-acylation is observed in highly electron-rich systems.Use of diisopropylhydrazones suppressed this N-acylation completely, leading to high yields of C-acylated products.The trifluoroacetyl hydrazones can be cyclized thermally to imidazole and oxadiazine derivatives and can be converted into 1-trifluoromethyl 1,2-diketones by acid hydrolysis.