20841-05-8

Basic information

• Product Name: Silanamine, N-(4-methoxyphenyl)-1,1,1-trimethyl-N-(trimethylsilyl)-
• CAS NO: 20841-05-8
• Molecular Formula: C13H25NOSi2
• Molecular Weight: 267.519
• Mol File: 20841-05-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Silanamine, N-(4-methoxyphenyl)-1,1,1-trimethyl-N-(trimethylsilyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silanamine, N-(4-methoxyphenyl)-1,1,1-trimethyl-N-(trimethylsilyl)-(20841-05-8)
• EPA Substance Registry System: Silanamine, N-(4-methoxyphenyl)-1,1,1-trimethyl-N-(trimethylsilyl)-(20841-05-8)

Safety Data

• Hazardous Substances Data: 20841-05-8(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 501-58-6 (E)-1,2-bis(4-methoxyphenyl)diazene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 4039-32-1 lithium hexamethyldisilazane 
• 71-43-2 benzene 
• 696-62-8 para-iodoanisole 
• 623-12-1 4-chloromethoxybenzene 
• 104-94-9 4-methoxy-aniline 
• 996-50-9 N,N-diethyl-1,1,1-trimethylsilanamine 

Downstream Products

• 104-94-9 4-methoxy-aniline 

Relevant articles and documents

Direct arylation of benzene with aryl bromides using high-temperature/high- pressure process windows: Expanding the scope of c-h activation chemistry

A detailed investigation on the direct arylation of benzene with aryl bromides by using first-row transition metals under high-temperature/high- pressure (high-T/p) conditions is described. By employing a parallel reactor platform for rapid reaction screening and discovery at elevated temperatures, various metal/ligand/base combinations were evaluated for their ability to enable biaryl formation through C-H activation. The combination of cobalt(III) acetylacetonate and lithium bis(trimethylsilyl)amide was subjected to further process intensification at 200°C (15 bar), allowing a significant reduction of the catalyst/base loading and a dramatic increase in catalytic efficiency (turnover frequency) by a factor of 1000 compared to traditional protocols. The high-throughput screening additionally identified novel nickel-and copper-based metal/ligand combinations that favored an amination pathway competing with C-H activation, with the addition of ligands, such as 1,10-phenanthroline, having a profound influence on the selectivity. In addition to metal-based catalysts, high-T/p process windows were also successfully applied to transition-metal-free systems, utilizing 1,10-phenanthroline as organocatalyst. Copyright

Palladium-catalyzed synthesis of arylamines from aryl halides and lithium bis(trimethylsilyl)amide as an ammonia equivalent

(Equation presented) A simple, palladium-catalyzed method to convert aryl halides to the parent anilines using lithium bis(trimethylsilyl)amide (LiN(SiMe3)2) is reported. The reaction is catalyzed by Pd(dba)2 and P(t-Bu)3 and can be run with as little as 0.2 mol % of catalyst. The reaction is faster than competing generation of benzyne intermediates and, therefore, provides the aniline products regiospecifically.