117635-44-6

Basic information

• Product Name: Silane, (1,1-dimethylethyl)dimethyl(4-nitrophenoxy)-
• CAS NO: 117635-44-6
• Molecular Formula: C12H19NO3Si
• Molecular Weight: 253.373
• Mol File: 117635-44-6.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: Silane, (1,1-dimethylethyl)dimethyl(4-nitrophenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (1,1-dimethylethyl)dimethyl(4-nitrophenoxy)-(117635-44-6)
• EPA Substance Registry System: Silane, (1,1-dimethylethyl)dimethyl(4-nitrophenoxy)-(117635-44-6)

Safety Data

• Hazardous Substances Data: 117635-44-6(Hazardous Substances Data)

Upstream product

• 636-98-6 p-nitrobenzene iodide 
• 905718-45-8 [(4-nitrophenyl)(phenyl)iodonium trifluoromethanesulfonate] 
• 18173-64-3 tert-butyldimethylsilanol 
• 747-25-1 4-nitrophenyl(phenyl)iodonium tosylate 
• 100-02-7 4-nitro-phenol 
• 41879-37-2 t-butyldimethylsilyl amine 
• 159191-56-7 (4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid 
• 18162-48-6 tert-butyldimethylsilyl chloride 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 3313-84-6 4-nitrophenyl benzenesulfonate 
• 21120-78-5 methyl 4-(4-nitrophenoxy)benzoate 
• 18173-64-3 tert-butyldimethylsilanol 
• 1318981-72-4 N-butyl-4-tert-butyldimethylsilyloxyaniline 
• 1318981-73-5 N-butyl-4'-tert-butyldimethylsilyloxy-2-iodobenzanilide 
• 1318981-71-3 4'-tert-butyldimethylsilyloxybutyrylanilide 
• 1124-32-9 lithium 4-nitrophenolate 
• 111359-74-1 4-[(tert-butyldimethylsilyl)oxy]aniline 
• 123-30-8 4-amino-phenol 
• 100-17-4 para-methoxynitrobenzene 

Relevant articles and documents

NFSI/KF mediated mild and chemoselective interconversion of aryl TBDMS ethers to their benzene sulfonate

A one pot protocol for the transformation of aryl TBDMS ethers to corresponding benzene sulfonate esters using NFSI (N-flurobenzenesulfonimide)/KF is described. In situ generation of benzenesulfonyl fluoride directs chemoselective cleavage of aryl silyl ethers over alkyl silyl ethers. Electron withdrawing substituent's on aryl ring provided better yield than donating groups. Protecting groups and sensitive functionalities are well tolerated in this methodology. Thus, commercially available inexpensive reagents, mild reaction conditions and step economy are the advantages of this method.

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.

An efficient and chemoselective deprotection of aryl tert-butyldimethylsilyl (TBDMS) ethers by NaCN

Phenolic tert-butyldimethylsilyl (TBDMS) ethers can be deprotected to yield phenols in excellent yield using sodium cyanide (NaCN) as catalyst in ethanol. The deprotectation of various phenolic TBDMS ethers were found to be very convenient, fast, high yielding and chemoselective.