144964-17-0

Basic information

• Product Name: Benzyl-bis-trimethylsilanylmethylamine
• Synonyms: Benzyl-bis-trimethylsilanylmethylamine;N,N-Bis[(trimethylsilyl)methyl]benzenemethanamine;BIS(TRIMETHYLSILYLMETHYL)BENZYLAMINE;1,1,1-Trimethyl-N-phenethyl-N-(trimethylsilyl)silanamine;N,N-Bis(Trimethylsilylmethyl)Benzylamine
• CAS NO: 144964-17-0
• Molecular Formula: C₁₅H₂₉NSi₂
• Molecular Weight: 279.57
• Mol File: 144964-17-0.mol

Chemical Properties

• Boiling Point: 265℃
• Flash Point: 114℃
• Appearance: /
• Density: 0.883
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: 1.477
• Storage Temp.: 2-8°C
• PKA: 10.54±0.50(Predicted)
• CAS DataBase Reference: Benzyl-bis-trimethylsilanylmethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyl-bis-trimethylsilanylmethylamine(144964-17-0)
• EPA Substance Registry System: Benzyl-bis-trimethylsilanylmethylamine(144964-17-0)

Safety Data

• Hazardous Substances Data: 144964-17-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Benzyl-bis-trimethylsilanylmethylamine is used as a reagent for the formation of carbon-carbon and carbon-nitrogen bonds, which are crucial in creating complex organic molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, benzyl-bis-trimethylsilanylmethylamine is utilized in the synthesis of various drug molecules, contributing to the development of new therapeutic agents.
Used in Advanced Materials Development:
Benzyl-bis-trimethylsilanylmethylamine is also employed in the creation of advanced materials, where its unique properties can be harnessed to improve material characteristics such as stability and reactivity.
Used in Biological Research:
Benzyl-bis-trimethylsilanylmethylamine may exhibit biological activity, and it is being investigated for its potential therapeutic uses, indicating a possible application in the field of medicine.

InChI:InChI=1/C15H29NSi2/c1-17(2,3)13-16(14-18(4,5)6)12-15-10-8-7-9-11-15/h7-11H,12-14H2,1-6H3

Upstream product

• 100-46-9 benzylamine 
• 2344-80-1 Chloromethyltrimethylsilane 
• 4206-67-1 iodo(trimethylsilyl)methane 

Downstream Products

• 101767-83-3 N-benzyl-3-(phenylsulfonyl)pyrrolidine 
• 119216-44-3 3,4-Bis-benzenesulfonyl-1-benzyl-pyrrolidine 
• 87813-03-4 1-benzyl-3-methyloxycarbonyl-4-phenylpyrrolidine 
• 5747-92-2 1-benzyl-3-carboethoxypyrrolidine 
• 607362-87-8 1-benzyl-pyrrolidine-3,4-dicarboxylic acid dimethyl ester 
• 87813-05-6 dimethyl (3R,4R)-1-benzylpyrrolidine-3,4-dicarboxylate 

Relevant articles and documents

Access to Imidazolidine-Fused Sulfamidates and Sulfamides Bearing a Quaternary Center via 1,3-Dipolar Cycloaddition of Nonstabilized Azomethine Ylides

A 1,3-dipolar cycloaddition reaction of nonstabilized azomethine ylides and cyclic N-sulfonyl imines has been developed providing a workable access to imidazolidine-fused sulfamidates, sulfamides, and benzosultams bearing a quaternary center. Distinct from the available literature, this current work enables to make entry, for the first time, into the novel imidazolidine-fused sulfamidates and sulfamides. Furthermore, the selective imidazolidine ring opening accompanied by CH2 extrusion yielded tetra-substituted sulfamidates with an aminomethyl group. In addition, imidazolidine ring opening coupled with SO2 extrusion provided synthetically useful 1,2-diamines.

Electrochemical Generation of a Nonstabilized Azomethine Ylide: Access to Substituted N-Heterocycles

Azomethine ylides are fascinating 1,3-dipoles for [3 + 2] cycloaddition reactions toward the construction ofN-heterocycles. Herein, an efficient and environmentally benign electrochemical approach for the generation of a nonstabilized azomethine ylide has been established under metal-free and external oxidant-free conditions. The resulting 1,3-dipole undergoes a [3 + 2] cycloaddition reaction with olefins. This electrosynthetic methodology indulges a straightforward and facile approach for the construction of substituted pyrrolidines.

Synthesis of Mono-N-sulfonylimidazolidines by a 1,3-Dipolar Cycloaddition Strategy, as an Alternative to Selective N-Sulfonylation, and Their Ring Cleavage To Afford 1,2-Diamines

1,3-Dipolar cycloaddition between nonstabilized azomethine ylides and N-sulfonylimines has been developed, providing practical access to mono-N-sulfonylimidazolidines. The enhanced reactivity of N-sulfonylimines as dipolarophiles towards azomethine ylides

Sequential two-electron oxidation of α,α′-disilylmethylamines to generate non-stabilized azomethine ylide: An ideal approach for the construction of substituted and fused pyrrolidine ring systems

α,α′-Di(trimethylsilylmethyl)amines undergo sequential double desilylation processes, by two-electron oxidation initiated either by photoinduced electron transfer (PET) or Ag(I)F, to produce non-stabilized azomethine ylides efficiently which upon trapping with appropriate dipolarophiles give the corresponding pyrrolidines. Application of this strategy to cyclic analogue for the rapid construction of biologically important 1-azabicyclo[m,3.0]alkane framework is discussed.

A New and Efficient Strategy for Non-stabilized Azomethine Ylide via Photoinduced Electron Transfer (PET) Initiated Sequential Double Desilylation

A practical approach for generating non-stabilized azomethine ylide by PTE initiation is generated.