103896-55-5

Basic information

• Product Name: Benzenemethanamine, a-methylene-N-(triphenylphosphoranylidene)-
• CAS NO: 103896-55-5
• Molecular Formula: C26H22NP
• Molecular Weight: 379.441
• Mol File: 103896-55-5.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, a-methylene-N-(triphenylphosphoranylidene)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, a-methylene-N-(triphenylphosphoranylidene)-(103896-55-5)
• EPA Substance Registry System: Benzenemethanamine, a-methylene-N-(triphenylphosphoranylidene)-(103896-55-5)

Safety Data

• Hazardous Substances Data: 103896-55-5(Hazardous Substances Data)

Upstream product

• 16717-64-9 1-azidostyrene 
• 603-35-0 triphenylphosphine 

Downstream Products

• 120571-62-2 6-phenyl-⁽⁹⁾(2,4)pyridinophane 
• 98-86-2 acetophenone 
• 121505-50-8 5,8-dibromo-2-phenyl-1-aza-azulene 
• 121505-51-9 6,8-dibromo-2-phenyl-1-aza-azulene 
• 791-28-6 Triphenylphosphine oxide 
• 121505-52-0 5,7,8-trichloro-2-phenyl-1-aza-azulene 
• 128316-56-3 (Z)-4-Phenyl-5-aza-tricyclo[8.4.1.0^2,6]pentadeca-1⁽¹⁴⁾,2⁽⁶⁾,3,8,10,12-hexaene 
• 128333-41-5 (Z)-5-Phenyl-4-aza-tricyclo[8.4.1.0^3,7]pentadeca-1⁽¹⁴⁾,3⁽⁷⁾,5,8,10,12-hexaene 
• 26825-21-8 3-phenylcyclopentaazepine 
• 39183-99-8 2-phenyl-1-azaazulene 
• 16206-34-1 3‐methyl‐2,5‐diphenyl‐1H‐pyrrole 
• 1912-16-9 2-methyl-4,6-diphenyl-pyridine 
• 580-35-8 2,4,6-triphenylpyridine 
• 103896-59-9 2-[1-Amino-1-phenyl-meth-(Z)-ylidene]-3-methylene-succinic acid dimethyl ester 

Relevant articles and documents

On the reaction of (vinylimino)phosphoranes and related compounds. A short new synthesis of 5-azaazulene derivatives

The facile synthesis of phenyl-substituted and condenced 5-azaazulene ring systems was accomplished by the reaction of 2-formyl-6-dimethylaminofulvene with several phenyl-substituted (vinylimino)phosphoranes in one-flask operation.

Regioselective Synthesis of 2,4-Diaryl-6-trifluoromethylated Pyridines through Copper-Catalyzed Cyclization of CF3-Ynones and Vinyl Azides

A novel copper-catalyzed cyclization of readily available vinyl azides with CF3-ynones is steadily achieved under mild conditions to furnish the versatile 2,4-diaryl-6-trifluoromethylated pyridine products, which are of great interest in medicinal chemistry. The generation of the vinyl iminophosphorane intermediates from vinyl azides through the Staudinger-Meyer reaction ensures the subsequent 1,4-addition process with CF3-ynones in this transformation.

On the Reaction of N-Vinyliminophosphoranes. Part 7. A Short New 1-Aza-azulene Synthesis

Thermal reaction of triphenyl(vinylimino)phosphorane derivatives with several tropones have been studied to provide a short new route to the 1-aza-azulene ring system. (1-Phenylvinylimino)-, vinylimino-, and a mixture of (1-butylvinylimino)- and (1-methylpent-1-enylimino)-triphenylphosphorane were treated with tropone and alkylated tropones in an enamine alkylation process, and the subsequent aza-Wittig reaction resulted in the formation of 1,8-dihydrocycloheptapyrroles.The pyrrole derivatives were easily dehydrogenated by nickel peroxide or manganese dioxide to give 1-aza-azulene derivatives.In a similar fashion, the iminophosphoranes were treated with 2-bromotropone or with 2-chlorotropone in the presence of triethylamine to give 1-aza-azulenes in a single step.The 1-aza-azulenes, which were halogenated on the seven-membered ring, were also prepared conveniently by the reaction of triphenyl(1-phenylvinylimino)phosphorane with 2,7-dibromo-, 2,4,7-tribromo-, and 2,3,5,7-tetrachlorotropone, albeit in modest yields.

ON THE REACTION OF N-VINYLIMINOPHOSPHORANES. SYNTHESIS AND REACTION OF 1,2-λ5-AZAPHOSPHORINE RING SYSTEM

The reaction of N-vinyliminotrimethoxyphosphorane reacts with electron deficient acetylenes results in the formation of formal cycloadducts, 1,2-λ5-azaphosphorines 4a-c.However, N-vinyliminotriphenylphosphorane reacts with dimethyl acetylenedicarboxylate (DMAD) in a formal manner.The product 4a or 4b also reacts with DMAD to give λ5-phosphorine derivatives.