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Merck

766917

Sigma-Aldrich

Litio bis(trimetilsilil)amida solution

1.5 M in THF

Sinónimos:

Hexametildisilazano lithium salt

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About This Item

Fórmula lineal:
[(CH3)3Si]2NLi
Número de CAS:
Peso molecular:
167.33
Beilstein:
3567910
Número MDL:
Código UNSPSC:
12352111
ID de la sustancia en PubChem:
NACRES:
NA.22

Formulario

liquid

Nivel de calidad

concentración

1.5 M in THF

densidad

0.893 g/mL at 25 °C

cadena SMILES

[Li]N([Si](C)(C)C)[Si](C)(C)C

InChI

1S/C6H18NSi2.Li/c1-8(2,3)7-9(4,5)6;/h1-6H3;/q-1;+1

Clave InChI

YNESATAKKCNGOF-UHFFFAOYSA-N

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Descripción general

Lithium bis(trimethylsilyl)amide is commonly used in organic synthesis as a non-nucleophilic strong Bronsted base. It is soluble in most nonpolar solvents such as aromatic hydrocarbons, hexanes, and THF.

Aplicación

Lithium bis(trimethylsilyl)amide can be used as a reagent:     
  • In the deprotonation and nucleophilic difluoromethylation reactions.
  • 3-methoxy substituted dihydropyrrole derivatives by reacting with aldehydes and lithiated methoxyallene via in situ formations of N-trimethylsilylated imines.  
  • In Darzens condensation and directed aldol condensation reactions.      
  • To synthesize poly(N-octyl-p-benzamide)s by chain-growth polycondensation of 4-octylaminobenzoic acid methyl ester.

Palabra de señalización

Danger

Clasificaciones de peligro

Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Self-heat. 1 - Skin Corr. 1B - STOT SE 3

Órganos de actuación

Central nervous system, Respiratory system

Riesgos supl.

Código de clase de almacenamiento

4.2 - Pyrophoric and self-heating hazardous materials

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

31.3 °F - closed cup

Punto de inflamabilidad (°C)

-0.4 °C - closed cup


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Elsa Vennat et al.
Dental materials : official publication of the Academy of Dental Materials, 25(6), 729-735 (2009-01-29)
The objectives of this study were to assess demineralized dentin porosity and quantify the different porous features distribution within the material using mercury intrusion porosimetry (MIP) technique. We compared hexamethyldisilazane (HMDS) drying and lyophilization (LYO) (freeze-drying) in sample preparation. Fifty-six
Nan Li et al.
Lab on a chip, 8(12), 2105-2112 (2008-11-22)
High-density live cell array serves as a valuable tool for the development of high-throughput immunophenotyping systems and cell-based biosensors. In this paper, we have, for the first time, demonstrated a simple fabrication process to form the hexamethyldisilazane (HMDS) and poly(ethylene
Nur Hazlin Hazrin-Chong et al.
Journal of microbiological methods, 90(2), 96-99 (2012-05-09)
The use of hexamethyldisilazane (HMDS) as a drying agent was investigated in the specimen preparation for scanning electron microscopy (SEM) imaging of bacterial surface colonization on sub-bituminous coal. The ability of microbes to biofragment, ferment and generate methane from coal
Tatsuya Nitabaru et al.
Journal of the American Chemical Society, 131(38), 13860-13869 (2009-09-10)
Full details of an anti-selective catalytic asymmetric nitroaldol reaction promoted by a heterobimetallic catalyst comprised of Nd(5)O(O(i)Pr)(13), an amide-based ligand, and NaHMDS (sodium hexamethyldisilazide) are described. A systematic synthesis and evaluation of amide-based ligands led to the identification of optimum
Zhengtao Deng et al.
Nanoscale, 3(10), 4346-4351 (2011-09-15)
Here we report the colloidal synthesis of size-tunable SnS nanocrystals that have an unusual meta-stable cubic zinc-blende phase instead of the more stable layered orthorhombic phase. The single-crystalline zinc-blende SnS nanocrystals with sizes of 8 nm, 60 nm, and 700

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