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14856-79-2

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14856-79-2 Usage

General Description

N-Benzyltrimethylsilylamine is a chemical compound with the formula C11H19NSi. It is used as a reagent in organic synthesis, particularly in the preparation of amines and amides. N-Benzyltrimethylsilylamine is a colorless to pale yellow liquid with a strong amine odor. It is highly reactive and can act as a nucleophile, making it useful in a variety of chemical reactions. N-BENZYLTRIMETHYLSILYLAMINE is commonly used as a protecting group for amines and as a reagent in the formation of amide bonds. N-Benzyltrimethylsilylamine is also utilized in the synthesis of pharmaceuticals and other organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 14856-79-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,8,5 and 6 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 14856-79:
(7*1)+(6*4)+(5*8)+(4*5)+(3*6)+(2*7)+(1*9)=132
132 % 10 = 2
So 14856-79-2 is a valid CAS Registry Number.
InChI:InChI=1/C10H17NSi/c1-12(2,3)11-9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3

14856-79-2 Well-known Company Product Price

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  • TCI America

  • (B1728)  N-Benzyltrimethylsilylamine  >98.0%(T)

  • 14856-79-2

  • 5g

  • 990.00CNY

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14856-79-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name <i>N</i>-Benzyltrimethylsilylamine

1.2 Other means of identification

Product number -
Other names (Benzylamino)trimethylsilane

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14856-79-2 SDS

14856-79-2Relevant articles and documents

Convergent Synthesis of Pyrrolidines, Piperidines, Perhydroazepines and Tetrahydroisoquinolines via Zirconocene η2-Imine Complexes

Harris, Michael C. J.,Whitby, Richard J.,Blagg, Julian

, p. 4287 - 4290 (1995)

Zirconocene η2-imine complexes formed by a C-H activation route from a variety of amines are trapped by ω-halo-alkenes or -alkynes to afford 2,3-disubstituted pyrrolidines, piperidines and perhydroazepines on work up and cyclisation.In some cas

Hypervalent Iodine(III) Reagents with Transferable Primary Amines: Structure and Reactivity on the Electrophilic α-Amination of Stabilized Enolates

Poeira, Diogo L.,Negr?o, Ana Cláudia R.,Faustino, Hélio,Coelho, Jaime A. S.,Gomes, Clara S. B.,Gois, Pedro M. P.,Marques, M. Manuel B.

supporting information, p. 776 - 781 (2022/01/20)

A new family of hypervalent iodine reagents containing transferable primary amine groups is described. Benziodoxolone-based reagents were synthesized on the gram-scale through operationally simple reactions in up to quantitative yields. These bench-stable solids were characterized by X-ray analysis and successfully employed in the α-amination of indanone-based β-ketoesters in up to 83% yield. Mechanistic studies indicate a substitution mechanism involving an electrophilic amine.

Formation of Aromatic O-Silylcarbamates from Aminosilanes and Their Subsequent Thermal Decomposition with Formation of Isocyanates

Gründler, Franziska,Herbig, Marcus,Kroke, Edwin,Scholz, Henrik,Schwarzer, Sandra,Wagler, J?rg

, p. 2211 - 2224 (2021/06/11)

A novel phosgene-free route to different isocyanates starts from CO2 and aminosilanes (cf. silylamines) to form so-called carbamoyloxysilanes (O-silylcarbamates), i. e., compounds with the general motif R1R2N?CO?O?SiR3R4R5 as potential precursors. We focused on the insertion reaction of CO2 into Si?N bonds of substrates with cyclic (mostly aromatic) amine substituents, i. e., PhNHSiMe3, (PhNH)2SiMe2, PhCH2NHSiMe3, p-(MeO)C6H4NHSiMe3, o-C6H4(NHSiMe3)2, 1,2-C6H10(NHSiMe3)2, o-C6H4(NHSiMe3)(CH2NHSiMe3) and 1,8-C10H6(NHSiMe3)2. Compared to previously investigated aminosilanes these reactions are hindered due to the reduced nucleophilicity/basicity of the N-atoms. Whereas slightly increased CO2 pressure (8 bar) and prolonged reaction times (24 h) were sufficient to overcome hindrance of the insertion into, e. g., PhNHSiMe3, intermolecular effects in some two-fold NHSiMe3 functionalized substrates led to partial mono-insertion (e. g., into o-C6H4(NHSiMe3)(CH2NHSiMe3)) or intra-molecular condensation of the intermediate insertion product in case of 1,8-C10H6(NHSiMe3)2 to form 1H-perimidin-2(3H)-one and other side products. Thermal treatment of mono-silylated O-silylcarbamates RHN?CO?O?SiR’3 resulted mainly in the formation of substituted ureas (RHN)2CO, whereas desired isocyanates could not be detected in these cases. Therefore, we continued our studies focussing on N,O-bissilylated precursors, which were obtained by an additional N-silylation of the O-silylated carbamates. This allowed the successful formation of isocyanates. As a sole byproduct hexamethyldisiloxane is formed. In all cases, known as well as yet unknown substances were characterised by 1H, 13C and 29Si NMR spectroscopy, along with X-ray diffraction analysis for crystallized solids.

Zirconium Hydroaminoalkylation. An Alternative Disconnection for the Catalytic Synthesis of α-Arylated Primary Amines

Koperniku, Ana,Foth, Paul J.,Sammis, Glenn M.,Schafer, Laurel L.

supporting information, p. 18944 - 18948 (2019/12/04)

Primary amine products have been prepared using zirconium-catalyzed hydroaminoalkylation of alkenes with N-silylated benzylamine substrates. Catalysis using commercially available Zr(NMe2)4 affords an alternative disconnection to acc

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