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766917

Sigma-Aldrich

Litio bis(trimetilsilil)amide

1.5 M in THF

Sinonimo/i:

Esametildisilazano

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About This Item

Formula condensata:
[(CH3)3Si]2NLi
Numero CAS:
Peso molecolare:
167.33
Beilstein:
3567910
Numero MDL:
Codice UNSPSC:
12352111
ID PubChem:
NACRES:
NA.22

Stato

liquid

Livello qualitativo

Concentrazione

1.5 M in THF

Densità

0.893 g/mL at 25 °C

Stringa SMILE

[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
YNESATAKKCNGOF-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

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

Organi bersaglio

Central nervous system, Respiratory system

Rischi supp

Codice della classe di stoccaggio

4.2 - Pyrophoric and self-heating hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

31.3 °F - closed cup

Punto d’infiammabilità (°C)

-0.4 °C - closed cup


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