41839-69-4

Basic information

• Product Name: Benzenemethanamine, N,N-dimethyl-2-(trimethylsilyl)-
• CAS NO: 41839-69-4
• Molecular Formula: C12H21NSi
• Molecular Weight: 207.391
• Mol File: 41839-69-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenemethanamine, N,N-dimethyl-2-(trimethylsilyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanamine, N,N-dimethyl-2-(trimethylsilyl)-(41839-69-4)
• EPA Substance Registry System: Benzenemethanamine, N,N-dimethyl-2-(trimethylsilyl)-(41839-69-4)

Safety Data

• Hazardous Substances Data: 41839-69-4(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1976-04-1 2-bromo-N,N-dimethylbenzylamine 
• 56174-66-4 2-(N,N-dimethylaminomethyl)phenyllithium 
• 103-83-3 N,N'-dimethylbenzylamine 

Downstream Products

• 1401317-50-7 2-(trimethylsilyl)benzyl benzoate 
• 67751-25-1 1-dimethylamino-1,2-di(methoxycarbonyl)ethene 
• 1401317-66-5 2-(trimethylsilyl)benzyl 3-iodobenzoate 
• 1401317-77-8 2-(trimethylsilyl)benzyl 4-chlorobenzoate 
• 1192230-11-7 (CH₃)3SiC₆H₄CH₂N(CH₃)2BH₃ 
• 145196-78-7 C₆H₃(Si(CH₃)3)(Sn(C₆H₅)2Cl)(CH₂N(CH₃)2) 
• 7450-03-5 (2-methylphenyl)trimethylsilane 
• 155570-37-9 1,2-bis(2-trimethylsilanylphenyl)ethane 

Relevant articles and documents

The smaller, the better? How the aggregate size affects the reactivity of (trimethylsilyl)methyllithium

Weighting both the basicity and nucleophilicity of an organolithium compound is crucial for an effective use of these reagents in syntheses. To achieve this, an aggregate of optimal size and reactivity has to be formed by adding suitable donating agents. Against usual expectations, this is not inevitably the smallest possible aggregate. In this work, we show that the monomeric complex of (trimethylsilyl)methyllithium stabilized by the bidentate ligand (R,R)-TMCDA shows no significant reactivity. In contrast, two dimeric aggregates stabilized by monodentate quinuclidine were obtained, exhibiting enhanced reactivity compared to the parent compound and to the monomeric complex.

Aminoarenethiolate-copper(I)-catalyzed amination of aryl bromides

(Chemical Equation Presented) Aminoarenethiolate-copper(I) complexes are known to be efficient catalysts for carbon-carbon bond formation. Here, we show the first examples that these thiolate-copper(I) complexes are efficient for carbon-nitrogen bond formation reactions as well. N-Arylation of benzylamine and imidazole with bromobenzene was achieved either in NMP as solvent or under solvent-free conditions in the presence of 2.5 mol % of aminoarenethiolate- copper(I) complex only.

Chemical and photochemical approaches to amino(aryl) silylenes

Generation by two different methods of silylenes stabilized by o-amino(aryl) groups is reported.The halodemetallation of difluoro- or dichloro-silanes with Li metal or lithium-naphthalene gave the same product, a stabilized sila-ylide (hypercoordinated silylene).Intramolecular Lewis base stabilization is not sufficient to isolate a monomeric species.The silylenes, however, have been trapped with 2,3-dimethylbutadiene.An unexpected intramolecular rearrangement to silaacenaphthene has been observed in the case of a six-membered ring amino(aryl) coordinated silylene.Photolysis of o-1--2-benzene produced, among other products, Me3SiSiMe3 and the sila-ylide, which has been trapped with Et3SiH and dimethylbutadiene.Our mechanistic interpretation is supported by spectral observation of the photochemically generated reaction intermediates in a 3-methylpentane glass at low temperature. Key words: Silylene; Sila-ylide; Amino-aryl; Alkali metals; Stabilization; Photochemistry