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Sigma-Aldrich

Lithium bis(trimethylsilyl)amide

97%

Sinonimo/i:

Hexamethyldisilazane lithium salt

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10 G
CHF 96.20
50 G
CHF 121.00
250 G
CHF 393.00

CHF 96.20


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10 G
CHF 96.20
50 G
CHF 121.00
250 G
CHF 393.00

About This Item

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

CHF 96.20


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Livello qualitativo

Saggio

97%

Stato

solid

pH

(12.4 at 23,7 °C)

P. ebollizione

110-115 °C (at 1.33 hPa)

Punto di fusione

70-71 °C

Densità

0.860 g/mL at 25 °C (lit.)

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 a non-nucleophilic strong Brønsted base, which is generally soluble in most of the nonpolar organic solvents. It is most commonly employed in organic reactions.[1][2]

Applicazioni

Base employed in generating enolates for the preparation of lactone precursors,[3] pyranones,[4] and cyclohexanes.[5]
Used to catalyze the addition of phosphine P-H bonds to carbodiimides leading to phosphaguanidines.[6] Also used in a novel three-step synthesis of disubstituted 1,2,5-thiadiazoles.[7]

Pittogrammi

FlameCorrosion

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Eye Dam. 1 - Flam. Sol. 1 - Self-heat. 1 - Skin Corr. 1B

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)

62.6 °F - closed cup

Punto d’infiammabilità (°C)

17 °C - closed cup

Dispositivi di protezione individuale

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Certificati d'analisi (COA)

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Lithium Bis(trimethylsilyl)amide and Tris(trimethylsilyl)amine
Inorganic Syntheses (1966)
The Journal of Organic Chemistry, 58, 7304-7304 (1993)
Wen-Xiong Zhang et al.
Chemical communications (Cambridge, England), (36), 3812-3814 (2006-09-14)
Organo alkali metal compounds such as (n)BuLi and (Me3Si)2NK act as excellent catalyst precursors for the addition of phosphine P-H bonds to carbodiimides, offering a general and atom-economical route to substituted phosphaguanidines, with excellent tolerability to aromatic C-Br and C-Cl
Synlett, 507-507 (1993)
Tetrahedron, 50, 9061-9061 (1994)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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