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Sigma-Aldrich

Potassium bis(trimethylsilyl)amide

95%

Synonyme(s) :

Hexamethyldisilazane potassium salt, Potassium hexamethyldisilazide

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343.00 CHF

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5 G
95.30 CHF
25 G
169.00 CHF
100 G
343.00 CHF

About This Item

Formule linéaire :
[(CH3)3Si]2NK
Numéro CAS:
40949-94-8
Poids moléculaire :
199.48
Beilstein:
4006754
Numéro MDL:
MFCD00010330
Code UNSPSC :
12352111
ID de substance PubChem :
24859460
Nomenclature NACRES :
NA.22

95.30 CHF

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Devis pour commande en gros

Niveau de qualité

200

Essai

95%

Forme

solid

Densité

0.877  g/cm3 at 20 °C

Chaîne 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

Clé InChI

IUBQJLUDMLPAGT-UHFFFAOYSA-N

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Catégories apparentées

Description générale

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]

Application

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]

Caractéristiques et avantages

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

Pictogrammes

Corrosion
GHS05

Mention d'avertissement

Danger

Mentions de danger

H314

Classification des risques

Eye Dam. 1 - Skin Corr. 1B

Risques supp

EUH014

Code de la classe de stockage

8A - Combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
SHBS5401
SHBS5400
SHBS3464
SHBR6268
SHBR6267

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

The Journal of Organic Chemistry, 58, 6177-6177 (1993)
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
Ana I Ojeda-Amador et al.
Dalton transactions (Cambridge, England : 2003), 46(19), 6392-6403 (2017-05-04)
The structural chemistry of eleven donor complexes of the important Brønsted base potassium 1,1,1,3,3,3-hexamethyldisilazide (KHMDS) has been studied. Depending on the donor, each complex adopted one of five general structural motifs. Specifically, in this study the donors employed were toluene
Potassium Amide-Catalyzed Benzylic C- H Bond Addition of Alkylpyridines to Styrenes
Zhai DD, et al.
Angewandte Chemie (Weinheim an der Bergstrasse, Germany), 57, 1650-1653 (2018)
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Questions

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  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

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  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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