53783-47-4

Basic information

• Product Name: N-(Trimethylsilyl)-N-(trimethylsiloxy)benzenamine
• Synonyms: N-(Trimethylsilyl)-N-(trimethylsiloxy)benzenamine
• CAS NO: 53783-47-4
• Molecular Formula: C12H23NOSi2
• Molecular Weight: 0
• Mol File: 53783-47-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(Trimethylsilyl)-N-(trimethylsiloxy)benzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(Trimethylsilyl)-N-(trimethylsiloxy)benzenamine(53783-47-4)
• EPA Substance Registry System: N-(Trimethylsilyl)-N-(trimethylsiloxy)benzenamine(53783-47-4)

Safety Data

• Hazardous Substances Data: 53783-47-4(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 100-65-2 N-Phenylhydroxylamine 
• 98-95-3 nitrobenzene 
• 13032-12-7 1,1'-bis(trimethylsilyl)-1,1',4,4'-tetrahydro-4,4'-bipyridylidene 
• 586-96-9 Nitrosobenzene 
• 31639-80-2 1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclohexadiene 
• 78167-43-8 2,5-dimethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclohexadiene 

Downstream Products

• 68234-27-5 1′,2′,3′,6′-tetrahydro-[1,1′-biphenyl]-2-amine 
• 2325-27-1 N-phenyltriphenyliminophosphorane 

Relevant articles and documents

Metal-free deoxygenation and reductive disilylation of nitroarenes by organosilicon reducing reagents

A metal-free deoxygenation and reductive disilylation of nitroarenes was achieved using N,N’-bis(trime-thylsilyl)-4,4’-bipyridinylidene (1) under mild and neutral reaction conditions, and a broad functional group tolerance was possible in this reaction. Mono-deoxygenation, giving a synthetically valuable N,O-bis(trimethylsilyl)phe-nylhydroxylamine (7a) as a readily available and safe phenylnitrene source from nitrobenzene, and double-deoxy-genation, giving N,N-bis(trimethylsilyl)anilines 8, were easily controlled by varying the amounts of 1 and reaction temperature as well as adding dibenzothiophene (DBTP). Reaction of 2-arylnitrobenzenes with 1 resulted in the formation of the corresponding carbazoles 14 via in situ-gen-erated phenylnitrene species derived by thermolysis of N,O-bis(trimethylsilyl)phenylhydroxylamines 7, followed by their subsequent intramolecular C H insertion. In addition, the intramolecular N N coupling reaction proceeded in the reduction of 2,2’-dinitrobiphenyl derivatives by 1, giving the corresponding benzo[c]cinnolines.