16112-12-2

Basic information

• Product Name: 3,4,5-tri-p-tolyl-4H-[1,2,4]triazole
• Synonyms: 3,4,5-tri-p-tolyl-4H-[1,2,4]triazole
• CAS NO: 16112-12-2
• Molecular Weight: 339.44
• Mol File: 16112-12-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3,4,5-tri-p-tolyl-4H-[1,2,4]triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-tri-p-tolyl-4H-[1,2,4]triazole(16112-12-2)
• EPA Substance Registry System: 3,4,5-tri-p-tolyl-4H-[1,2,4]triazole(16112-12-2)

Safety Data

• Hazardous Substances Data: 16112-12-2(Hazardous Substances Data)

Upstream product

• 40739-81-9 p-tolualdehyde p-toluenesulfonylhydrazone 
• 106-49-0 p-toluidine 
• 188493-61-0 4-methyl-N′-(3,4,5-trimethoxybenzylidene)-benzenesulfonohydrazide 
• 2491-91-0 2,5-di-p-tolyl-1,3,4-oxadiazole 

Relevant articles and documents

B(C6F5)3-catalyzed dehydrogenative cyclization of: N -tosylhydrazones and anilines via a Lewis adduct: A combined experimental and computational investigation

Tris(pentafluorophenyl)borane-catalyzed dehydrogenative-cyclization of N-tosylhydrazones with aromatic amines has been disclosed. This metal-free catalytic protocol is compatible with a range of functional groups to provide both symmetrical and unsymmetrical 3,4,5-triaryl-1,2,4-triazoles. Mechanistic experiments and density functional theory (DFT) studies suggest an initial Lewis adduct formation of N-tosylhydrazone with B(C6F5)3 followed by sequential intermolecular amination of the borane adduct with aniline, intramolecular cyclization and frustrated Lewis pair (FLP)-catalyzed dehydrogenation for the generation of substituted 1,2,4-triazoles.