N-(Trimethylsilylmethyl)benzylamine, CAS No. 53215-95-5

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53215-95-5

Catalog No. EBD2426

CAS 53215-95-5

Name N-(Trimethylsilylmethyl)benzylamine

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Basic Information

Synonyms: N-(trimethylsilylmethyl)benzylamine SilaneBenzyl-Tmsma N-Benzylaminomethyltrimethylsilane N-(Trimethylsilylmethyl)Benzyamine 1-phenyl-N-[(trimethylsilyl)methyl]methanamine N-[(trimethylsilyl)methyl]aniline N-[(Trimethylsilyl)methyl]benzylamine

Molecular Formula: C11H19NSi

Molecular Weight: 193.36

MDL Number: MFCD00012192

Categories: Synthetic Chemistry > Organic Building Blocks > Amines Synthetic Chemistry > Organometallic Reagents > Organosilicon Reagents

Product Description:

N-(Trimethylsilylmethyl)benzylamine is an organosilicon compound featuring both a benzylamine and a trimethylsilylmethyl group. It is a colorless to pale yellow liquid with a molecular formula of C11H19NSi. This compound serves as a versatile reagent in organic synthesis. Its primary utility lies in its role as a precursor for the generation of N-silylated azomethine ylides, which are valuable intermediates in 1,3-dipolar cycloaddition reactions, particularly for the synthesis of pyrrolidines and other nitrogen-containing heterocycles. The presence of the silyl group facilitates specific transformations and can act as a protecting group or a directing moiety in metal-catalyzed reactions. As a bifunctional molecule containing both amine and organosilicon functionalities, it is categorized as an amine-based organic synthesis building block and falls under the broader class of organosilicon reagents. It is typically handled under inert atmosphere due to its sensitivity to moisture and air.

Physical Properties

Boiling Point: 89-90 °C/5 mmHg(lit.)

Flash Point: 96 °C

Density: 0.88 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.496(lit.)