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Merck

324671

Sigma-Aldrich

Potassium bis(trimethylsilyl)amide

95%

Sinónimos:

Hexamethyldisilazane potassium salt, Potassium hexamethyldisilazide

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US$ 136,00
25 G
US$ 197,00
100 G
US$ 489,00

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5 G
US$ 136,00
25 G
US$ 197,00
100 G
US$ 489,00

About This Item

Fórmula lineal:
[(CH3)3Si]2NK
Número de CAS:
Peso molecular:
199.48
Beilstein:
4006754
Número MDL:
Código UNSPSC:
12352111
ID de la sustancia en PubChem:
NACRES:
NA.22

US$ 136,00

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Nivel de calidad

Ensayo

95%

Formulario

solid

densidad

0.877  g/cm3 at 20 °C

cadena SMILES

C[Si](C)(C)N([K])[Si](C)(C)C

InChI

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

Clave InChI

IUBQJLUDMLPAGT-UHFFFAOYSA-N

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Descripción general

Potassium bis(trimethylsilyl)amide is commonly abbreviated as KHMDS with molecular formula [(CH3)3Si]2NK. It is widely used as Bronsted base in synthesis.[1][1]

[1]KHMDS is a base catalyst, that shows high activity and selectivity for the alkylation of alkylpyridines.[2]

Aplicación

Anionic initiator used in the preparation of poly(ethylene oxide).[3] Sterically hindered base employed in selective cyclization reactions.[4] Also used in the preparation of lanthanide complexes.[5][6]

Características y beneficios

Potassium bis(trimethylsilyl)amide (KHMDS):
  • Easily available.
  • Good selectivity for the benzylic C−H bonds.
  • Good reactivity for sterically crowded C−H bonds.

Pictogramas

Corrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Eye Dam. 1 - Skin Corr. 1B

Riesgos supl.

Código de clase de almacenamiento

8A - Combustible corrosive hazardous materials

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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


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Certificados de análisis (COA)

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Visite la Librería de documentos

Organometallics, 12, 2618-2618 (1993)
Organometallics, 11, 2003-2003 (1992)
Synthesis of poly(ethylene oxide) with heterobifunctional reactive groups at its terminals by an anionic initiator.
M Yokoyama et al.
Bioconjugate chemistry, 3(4), 275-276 (1992-07-01)
Aeilke J Kamphuis et al.
ChemSusChem, 12(15), 3635-3641 (2019-05-01)
The development of new families of active and selective single-component catalysts based on earth-abundant metal is of interest from a sustainable chemistry perspective. In this context, anionic mono(formazanate) iron(II) complexes bearing labile halide ligands, which possess both Lewis acidic and
The Journal of Organic Chemistry, 58, 6177-6177 (1993)

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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