52826-45-6

Basic information

• Product Name: Benzenemethanamine, N-(triphenylphosphoranylidene)-
• CAS NO: 52826-45-6
• Molecular Formula: C25H22NP
• Molecular Weight: 367.43
• Mol File: 52826-45-6.mol
• Article Data: 17

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N-(triphenylphosphoranylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N-(triphenylphosphoranylidene)-(52826-45-6)
• EPA Substance Registry System: Benzenemethanamine, N-(triphenylphosphoranylidene)-(52826-45-6)

Safety Data

• Hazardous Substances Data: 52826-45-6(Hazardous Substances Data)

Upstream product

• 56-23-5 tetrachloromethane 
• 603-35-0 triphenylphosphine 
• 622-79-7 benzyl azide 
• 13916-35-3 lithium triphenylphosphonium azayldiide 
• 100-39-0 benzyl bromide 
• 536-74-3 phenylacetylene 
• 15729-44-9 amino(triphenyl)phosphonium chloride 
• 2240-47-3 imino(triphenyl)phosphorane 
• 15931-69-8 bromure de triphenyl aminophosphonium 
• 620-05-3 iodomethylbenzene 

Downstream Products

• 42856-43-9 1-benzylpiperidine-2,6-dione 
• 119561-21-6 N-(5,5,5,4,4,3,3,2,2-nonafluoropentylidene)benzylamine 
• 3173-56-6 benzyl isothiocyanate 
• 126864-13-9 C₂₇H₂₇NP⁽¹⁺⁾*I^(1-) 
• 113017-81-5 2,2,4,4-tetramethyl-6-isopropenyl-1,3-dioxa-2,4-disilacyclohexane 
• 113017-80-4 2,2,4,4,6-pentamethyl-6-vinyl-1,3-dioxa-2,4-disilacyclohexane 
• 78-79-5 isoprene 
• 127440-99-7 1-benzylhexahydro-1H-azepine-2,7-dione 
• 126798-96-7 1-Benzyl-7-chloro-1,3,4,5-tetrahydro-azepin-2-one 
• 119561-18-1 N-benzylidene(1-trifluoromethyl-2,2,2-trifluoroethyl)amine 
• 13380-32-0 2-benzylisoindolin-1-one 
• 129820-50-4 (Hydroxy-3-dihydro-1,3-isobenzofuranyl-1)-3-phenylmethyl-2-isoindoline-one-1 
• 4774-58-7 N-benzylisobutyramide 
• 63459-06-3 N-benzyl-N-(butylidene)amine 

Relevant articles and documents

Cationic Copper Iminophosphorane Complexes as CuAAC Catalysts: A Mechanistic Study

We have combined Cu K-edge X-ray absorption spectroscopy with NMR spectroscopy (1H and 31P) to study the Cu-catalyzed azide-alkyne cycloaddition (CuAAC) reaction under operando conditions. A variety of novel, well-defined CuI iminophosphorane complexes were prepared. These ligands, based on the in situ Staudinger reduction when [Cu(PPh3)3Br] is employed, were found to be active catalysts in the CuAAC reaction. Here, we highlight recent advances in mechanistic understanding of the CuAAC reaction using spectroscopic and kinetic investigations under strict air-free and operando conditions. A mononuclear Cu triazolide intermediate is identified to be the resting state during catalysis; cyclization and protonation both have an effect on the rate of the reaction. A key finding of this study includes a novel group of highly modular CuI complexes that are active in the base-free CuAAC reaction.

Chemoselectivity in coupling of azides with thioacids in solution-phase and solvent-free conditions

Solvent-free rapid coupling of monothiocarboxylic acid with azide affords carboxamide chemoselectively. Triphenyl phosphine included as an additive influences the chemoselectivity, yielding carboxamide and thioamide. Similar variation in the chemoselectivity is observed in the absence and presence of triphenyl phosphine in solution-phase methodology. Rapidity and ecofriendliness of the solvent-free approach to yield the products in just 15min is noteworthy compared to the solution-phase protocol, which has a long reaction time (1-3 days).

Dehydrogenative amide synthesis: Azide as a nitrogen source

A new atom-economical strategy to amide linkage from an azide and alcohol liberating hydrogen and nitrogen was developed with an in situ generated ruthenium catalytic system. The reaction has broad substrate generality including diols for the synthesis of cyclic imides.