18737-28-5

Basic information

• Product Name: Silanamine, N,1,1,1-tetraphenyl-
• CAS NO: 18737-28-5
• Molecular Formula: C24H21NSi
• Molecular Weight: 351.523
• Mol File: 18737-28-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Silanamine, N,1,1,1-tetraphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silanamine, N,1,1,1-tetraphenyl-(18737-28-5)
• EPA Substance Registry System: Silanamine, N,1,1,1-tetraphenyl-(18737-28-5)

Safety Data

• Hazardous Substances Data: 18737-28-5(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 789-25-3 HSiPh₃ 
• 76-86-8 Triphenylsilyl chloride 
• 3768-55-6 N-trimethylsilylaniline 

Downstream Products

• 24004-67-9 N,N-Bis-triphenylsilyl-anilin 

Relevant articles and documents

Dehydrogenative Silylation of Amines and Hydrosilylation of Imines Catalyzed by Ytterbium-Imine Complexes

Dehydrogenative silylation of primary and secondary amines with triphenylsilane was catalyzed by ytterbium-imine complexes, [Yb(η2-Ph2CNAr)(hmpa)n], to give aminosilanes in good yields. In the reaction with diphenyl- and p

Ruthenium carbonyl-catalysed Si-heteroatom X coupling (X = S, O, N)

Ru3(CO)12 has been shown to catalyse the coupling of silanes with thiols, alcohols and amines with turnover number (TON) and turnover frequency (TOF) of up to 200 and 50 h-1 at 80 °C. IR, NMR and mass spectroscopic studies have identified a ruthenium dimer complex, [Ru(CO)4(SiEt3)]2 as a likely resting state of the catalyst. A mechanism involving this complex has been proposed for the silicon-thiol coupling process.

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Phenylmagnesium bromide reacts with triphenylsilyl azide (in contrast to organyl azides) in two parallel reactions. One type of reaction is the substitution of the azide group by the magnesium-bound organyl residue. The other is the formation of the adduct, (C6H5)3SiN3·C6H5MgBr, containing an N-diazonium group. At higher temperatures the adduct decomposes by elimination of N2 to give (C6H5)3SiN(C6H5)MgBr. The same type of reaction generally occurs when silyl azicles R3SiN3 react with arylmagnesium halides R′MgHal. The hydrolysis of the silyl amide leads to amines R′NH2. In connection with this the formation of R3SiNR′(MgHal) by the reaction of R3SiN3 with R′MgHal (=R′Hal + Mg) provides a simple procedure to prepare aromatic amines from aromatic halides.